Bicycle rides in Massachusetts

Berkshires

2012 Mass Bike Pike Tour - The 2012 Mass Bike Pike Tour is a four day loop, starting in Great Barrington, heading through New York State to North Adams MA, south to Lenox and returning to Great Barrington on the fourth day with some challenging rides. Day 1: Great Barrington to New Lebanon, NY Route at RideWithGPS View and print cue… Continue reading

Adams MA Ashuwillticook Hill Climb - This ride heads south on the Ashuwillticook Rail Trail from its northern terminus at the Adams Massachusetts visitors center, and heads south 10 miles to Lanesboro.Here we leave the trail for a great mix of rolling hills, climbs and descents on quiet back roads back to Adams. Total of 1875 ft. of climb over 31 miles.… Continue reading

Becket hill climb - A climbing ride in the Berkshires. From Lenox, Massachusetts head east for a few miles on the nice shoulder of Rt. 20, then take local roads to tiny Becket Massachusetts. The route back through New Lenox passes several of the mansions built in the Lenox area during the “gilded age”. View this ride at http://ridewithgps.com/routes/867677 Route at… Continue reading

Berkshire Byways two state ride - Description from CTBikeRoutes: This is a very scenic ride through the beautiful countryside of the Southern Berkshires, passing by farmlands and forests, and quaint country towns. Download Cue sheet. Start: Stop & Shop, Rt. 44,.Canaan, CT Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Berkshire Cycle Touring - This scenic self-guided week-long tour of the popular Berkshires in western Massachusetts takes you into neighboring Connecticut, Vermont and New York State. These routes begin from the Windflower Inn in Great Barrington, MA and two nights at the Maple Terrace Motel in Williamstown, MA. Daily Ride options are 30-45 miles, with a nice mixture of… Continue reading

Berkshires to Boston - Berkshires to Boston bicycle tour … Continue reading

Cycling around Mt. Greylock - Mount Greylock is the highest mountain in Massachusetts. In addition to the incredible ride over the mountain there is an easier counterclockwise loop around the mountain beginning from the same location at the Williamstown Public Library. Taking back roads through North Adams to Adams, where you’ll be on the beautiful Ashuwilticook Rail Trail for a… Continue reading

Cycling the Berkshires from Lenox, MA - These routes start from the Apple Tree Inn in Lenox MA. Hancock Shaker Village: Soon after setting out on the 26 mile round trip from Lenox, a short climb over Lenox Mountain yields a panoramic view of Stockbridge Bowl and the craggy face of Monument Mountain. Spend a couple of hours at Hancock Shaker Village, with… Continue reading

Great Barrington MA -Philmont NY: Tour of Massachusetts - Great Barrington MA to Philmont, NY loops are provided by the Massachusetts State Bike Tour 2016. View the 76 mile ride. 60 mile ride Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Great Barrington to Umpachenee Falls - Hidden away near tiny Mill River, Massachusetts is a local gem, a rolling waterfall that starts as rapids about a half mile uphill and opens up to a scenic array of water plunging over rock ledges. This small town park makes a great half day cycling destination from Great Barrington, the largest community in the… Continue reading

Great Barrington-Stockbridge bicycle ride

Great Barrington-Stockbridge Ride - Alford, Stockbridge and West Stockbridge from Great Barrington, Massachusetts This ride starts on Rt. 23 at the Great Barrington – South Egremont town line, starting out with some climbs and rolling hills near North Egremont along the edge of the Taconic Mountains and continuing through tiny Alford to West Stockbridge. Start: Windflower Inn, Rt. 23… Continue reading

Hazon ride, Falls Village, CT - The Hazon Ride & Retreat is a fully-supported ride, fundraiser, and community experience for people of all cycling levels and ages. Spanning Labor Day Weekend and based at the Isabella Freedman Jewish Retreat Center. HAZON RIDE – DAY 1 2014 Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Mount Everett Climb - This is one of the most challenging rides in the Berkshires, with a an ascent of several miles from South Egremont Massachusetts, riding past Mount Everett, the second highest mountain in the state to the tiny hamlet of Mount Washington, riding exactly to the end of paved roads in this corner of the Massachusetts. Here we turn… Continue reading

Mount Greylock climb - Mount Greylock at 3491 ft. is the tallest mountain in Massachusetts.. Notch Road from North Adams is the steeper of the two paved roads to the summit, with hairpin turns and some very steep sections in the first half of the climb. I prefer cycling from Williamstown to Lanesborough, then taking the 10 mile ascent on… Continue reading

Williamstown Natural Bridge bicycle ride

Natural Bridge from Williamstown - This 14 mile loop to Natural Bridge from the Maple Terrace Motel in Williamstown Massachusetts starts out with a nice climb and a view back into the town along Notch Road before dropping back down to North Adams. We ride through town, then into the extraordinary Natural Bridge State Park. Our return is on North… Continue reading

North Berkshire cycling tour - Based at the Maple Terrace Motel in Williamstown, Massachusetts.Rides are 35-50 miles with terrain varying from the flat Ashuwillticook Rail Trail to the challenging climb over Mount Greylock. Google Map for Maple Terrace Motel. Brodie Mountain / Jiminy Peak Loop with Petersburg Pass extra 7.5 mile option. This ride takes Rt. 7 south to New… Continue reading

North Egremont Ride - This ride begins at the Windflower Inn on Rt. 23 near the Great Barrington / South Egremont town line. We head west to the foot of the Taconic mountains and then take back roads to North Egremont. From there, Rt. 71 to the New York state line is a straight and scenic a roadway with… Continue reading

Pain in the Mass, Amherst MA - THE PAIN in the MASS TOUR was designed to help support The Tyler Foundation and the families affected by epilepsy.… Continue reading

Pioneer Valley-Berkshire Century - This is the Northampton (MA) cycling Club 2009 century from Look Park in Northampton MA. The ride visits the hilltowns of the Berkshires, including Peru, Hinsdale, Cummington, Worthington, Ashfield, Shelburne Falls and Conway, with almost 8000 ft of climb over 99 miles of great country clubs. Start: Look Park, Northampton, MA View the route map… Continue reading

Sandisfield – Stockbridge Ride - Description from CTBikeRoutes: This rolling to hilly ride showcases some of the best of southern New England scenery: woods, a great swamp and then the sleepy village of Tyringham. After passing through this classic hamlet there are vistas of the surrounding Berkshires on your way to the well-known town of Stockbridge. After leaving Stockbridge take… Continue reading

Sandy Brook Ride - Pete Salomone suggested this as one of the best cycling loops in northwestern Connecticut. The ride originates in Pleasant Valley near Winsted CT, at Peoples StateForest. It start out along the river for a short distance, then continues across the Massachusetts state line to Sandisfield State Forest. There are 2900 ft. of climb over 45… Continue reading

South Berkshire tour from Great Barrington, MA - This weekend tour of the popular Berkshires in western Massachusetts takes you into neighboring Connecticut and New York State. All routes begin from the Windflower Inn near the Great Barrington / South Egremont town line. Daily Ride options are 30-45 miles, with a nice mixture of a few flat roads, rolling hills and some long steady… Continue reading

The New England National Scenic Trail - The 220 mile New England National Scenic Trail in southern New England consists of the Metacomet-Monadnock Trail, Mattabesett Trail and the Metacomet Trail and is better known as the Triple-M Trail. The network starts at Guilford, Connecticut and goes north along the Metacomet Ridge and continues through the Pioneer Valley of Massachusetts to the New… Continue reading

Tour de Greylock, Sept. 15, 2022 - This is a scenic 41-mile ride, starting and ending in Lanesborough, which will take participants through the towns that surround Mount Greylock, Massachusetts’ highest peak. Organized by the Lanesborough Economic Development Committee… Continue reading

Twin Lakes bicycle ride, Berkshires - This ride heads south from the Windflower Inn on Rt. 23 near Great Barrington MA on a nice flat road to Sheffield Make sure to stop here to view the oldest covered bridge in Massachusetts (Rebuilt and restored during the 1990’s). Continuing south, we ride through very remote farm country to the Twin Lakes that… Continue reading

Tyringham bicycle loop - This scenic ride with 35-50 mile options starts from downtown Great Barrington Massachusetts and heads out of town up “Three Mile Hill. We circle around Lake Buel, then top to check out the Berkshire Fish Hatchery in Hartsville. Continue on to Monterey, MA, and stop for refreshments at the Monterey General Store. The full continues… Continue reading

Umpachenee Falls - A classic Berkshire ride, starting from the Windflower Inn in Great Barrington, MA but very near the hamlet of South Egremont. It starts out with easy cycling along the flat flood plain of the Housatonic River through Sheffield farmland, then some gentle climbing toward Mill River, a Berkshire hill town, to Umpachenee Falls. On our… Continue reading

Williamstown – Bennington cycling loop - One of my favorite rides from Williamstown MA heads north across the state line to Bennington Vermont. A good starting point is the Public Library in Williamstown. Rt. 7 offers a wide shoulder with a steady easy climb to North Pownal. Route at RideWithGPS View and print cue sheet View and print map GPX file… Continue reading

Deerfield River North Adams bicycle ride

Williamstown Deerfield River Ride - Anyone who has taken Rt. 2 from North Adams to Greenfield knows that the Mohawk Trail is the most beautiful drive in Massachusetts. It’s also an awesome bike ride, but the 30-40 mph descent from the Eastern Summit to Charlemont requires staying in the road, and is best done done early on Sunday mornings to… Continue reading

Pioneer Valley

Amherst Mass Bike Pike Tour - The Mass Bike Pike Tour is a 4-day, supported bicycle tour across Massachusetts, with daily route options of 30–65 miles. Proceeds benefit MassBike. Each year offers a different tour. This tour started from Amherst, MA. Day 1: Amherst to Warren Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course… Continue reading

Amherst Pioneer Valley Farm Ride - The annual Farm Ride starts from the University of Massachusetts in Amherst, MA and offers two full days of cycling in Pioneer Valley farm country, taking beautiful back roads. Arrowed route options range from 15-100 miles and include rest stops and S.A.G. support. Visit the Farm Ride site. 100 mile route Route at RideWithGPS View and print… Continue reading

Cycle Massachusetts 2015 Northampton MA - Cycle Massachusetts State Bike Tour, “The Friendliest Ride In The East” August 1-7, 2015, Northampton, Hardwick, Greenfield; 2 nights in each location. Start and end at Smith Vocational and Agricultural High School, 80 Locust St. Northampton, MA. The Cycle Massachusetts State Bike Tour supports MassBike and better biking for Massachusetts. Saturday, August 1st Loop rides starting and ending in Northampton, MA. Three ride distances;… Continue reading

Cycling tour of the Quabbin Reservoir - The King’s Tour of the Quabbin, a Seven Hills Wheelmen Ride This Start: Barre Common, Barre MA (map to start) Club Start: Naquag Elementary School, Route 122A (Main Street), Rutland, Mass. Description: A challenging bicycle ride around the Quabbin Reservoir in the heart of Massachusetts, with several mileage options. Quabbin Reservoir was created in the… Continue reading

Death Ride Tour - War on ALS The Death Ride Tour/ Fall Blaze expands the popular Colorado Death Ride tour series to New England. The three-day tour rolls through western Massachusetts and southern Vermont October 6 – 9, 2017 (Columbus Day weekend). Profits support the Blazeman Foundation for ALS and the ALS Association and their research to combat amyotrophic laterals sclerosis… Continue reading

Deerfield Bicycle Tour - Discover Historic Deerfield and the beautiful Connecticut River Valley from the seat of your bicycle this summer! Historic Deerfield presents a week full of handlebar-view adventures traveling the scenic byways and quiet back roads to some of the valley’s vibrant and charming communities. In addition to great cycling, this tour is rich with opportunities to… Continue reading

Deerfield Dirt Road Randonnée - The Deerfield Dirt Road Randonnée (D2R2) was conceived in the 1990’s as just a favorite dirt-road loop in the hilltowns of Franklin County, Massachusetts. Since its birth as an organized ride 11 years ago, many have hailed D2R2 as the hardest, most beautiful, most fun, most traffic-free, most unique and overall best ride that they… Continue reading

Food Justice Bike Ride, Greenfield MA - Start/Finish at Just Roots Community Farm, 34 Glenbrook Drive, Greenfield, MA. Two scenic courses with some hills (15 & 43 miles) with proceeds going to Just Roots Community Farm.… Continue reading

Great River Ride - Starting from Westfield near the Mass Turnpike in western Massachusetts, the Great River Ride is “one of the best century rides in the USA” according to Bicycling Magazine. With almost 9000 ft of climbing over its 102 mile course, the Great River Ride is one of the most challenging centuries in New England. View and… Continue reading

Hadley Around the Range - Description from CTBikeRoutes: Mostly flat ride with a couple of rolling stretches around the Mount Holyoke Range through Hadley, S. Hadley, Granby, Belchertown, and Amherst, MA. Start: Hadley Village Barn Shopping Plaza, Rt. 9 Hadley, MA View this ride at http://ridewithgps.com/routes/865010 Route at RideWithGPS View Cue Sheet from Browser Print Map from Browser GPX file TCX Course

Hadley MA – Mount Holyoke Loop - This ride from Hadley MA goes around Mount Holyoke. A rolling country ride with a couple of challenging climbs through farmlands and hills of Hadley, Amherst, Belchertown and Granby passing two beautiful waterfalls, a lovely old mill and featuring great scenic views of the Holyoke Range. Go to CT Bike Routes for cue sheet and… Continue reading

Hadley Riding the Range - Description from CTBikeRoutes: This is a rolling country ride with a couple of challenging climbs through farmlands and hills of Hadley, Amherst, Belchertown and Granby passing two beautiful waterfalls, a lovely old mill and featuring great scenic views of the Holyoke Range. Start: Hadley Village Barn Shopping Plaza, Rt. 9 Hadley, MA Cue Sheet GPX… Continue reading

Hatfield Connecticut Valley Century - Ride Description from CTBikeRoutes: This century ride follows mostly rural town roads, and lightly traveled state highways with good shoulders. For the first 60 miles the ride heads north to Brattleboro, Vermont, following a course west of the Connecticut River. At Brattleboro, the ride crosses to the east side of the Connecticut River and heads… Continue reading

Hatfield MA, Connecticut River Valley Century - Start: Lion’s Pavilion, Billings Way, Hatfield, Massachusetts Ride: Pioneer Valley Freewheelers century ride Description: This bicycle ride follows rural town roads and lightly traveled state highways . The first half heads north to Brattleboro, Vermont parallel to the Connecticut River then returns along the east side of the river. Just a few hills, and great… Continue reading

Greenfield Amherst Old Deerfield bicycle ride

North Amherst – Old Deerfield Ride - Description from CTBikeRoutes: This is a flat to rolling ride with great views of the Connecticut River. Stop in Sunderland to see the largest sycamore tree in Massachusetts. Enjoy lunch in historic Old Deerfield Village with its stately homes, tree lined Old Main Street, and Deerfield Academy. Mile 13.1 is the site of a former… Continue reading

Northampton BikeFest - Routes provided by the Northampton Cycling Club, Northampton, MA Century Ride A challenging 104 mile loop through some of the best scenery of western Massachusetts and southern Vermont. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course 72-Mile Ride A metric century with a few extra miles. A scenic… Continue reading

Pain in the Mass, Amherst MA - THE PAIN in the MASS TOUR was designed to help support The Tyler Foundation and the families affected by epilepsy.… Continue reading

Poet’s Seat climb - This ride starts at the Mt. Sugarloaf parking lot in South Deerfield MA Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

River Valley Ice Cream Ride - Ice Cream Ride: http://www.icecreamride.com Start location: Turners Falls, MA Charities: MassBike Pioneer Valley, Turners Falls Riverculture and Community Involved in Sustaining Agriculture (CISA) Description: The River Valley Ice Cream Ride blends the best of summertime fun – bikes, gorgeous roads and ice cream. And, it supports organizations working to strengthen our communities, build our agricultural economy… Continue reading

Sunderland – Northfield loop - Description from CTBikeRoutes: This is a lovely ride through several towns in the Connecticut River Valley in Massachusetts. The ride is on mostly flat to rolling terrain and features a great snack/lunch stop overlooking the Connecticut River at a Northfield river side park. After this stop the ride route heads north up to Northfield before… Continue reading

Tour de Minnechaug Mountain, Wilbraham - The Tour de Minnechaug Mountain takes you through the historic countryside of the two New England towns of Wilbraham and Hampden, MA. All net proceeds benefit the youth development projects supported by Wilbraham Rotary Memorial Foundation.… Continue reading

Tour of the Pioneer Valley - The Northampton MA cycling Club hosts the annual Tour of the Valley, Description: Several mileage options, including a century ride. Beautiful foliage, dairy farms, and quaint villages in their classic New England splendor. All routes include scenic rolling hills of the beautiful Pioneer Valley. Start: Look Park, Northampton, MA Route at RideWithGPS View and… Continue reading

Westfield Hamptons Ride - From CTBikeRoutes This is a nice ride through the Hamptons (East, West and South) in the Pioneer Valley. Start: Southampton Road Elementary School, Route 10 & 202 in Westfield, Massachusetts. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Will Bike 4 Food: Hatfield, MA - Will Bike 4 Food offers four different routes (10, 25, 50, or 100 mile) through the beautiful Pioneer Valley, benefiting the FOOD BANK OF WESTERN MASSACHUSETTS, INC. WB4F – 10 MILE Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course WB4F – 25 MILE Route at RideWithGPS View… Continue reading

Central Massachusetts

Bruce Freeman Trail, Chelmsford MA - The Bruce Freeman Trail is a proposed rail trail through the communities of Lowell, Chelmsford, Westford, Carlisle, Acton, Concord, Sudbury, and Framingham in Massachusetts — following the 25-mile route of the old New Haven Railroad Framingham & Lowell line. Phase 1 of the Bruce Freeman Rail Trail is now open and extends 6.8 miles from… Continue reading

Climb to the Clouds, Mount Wachusett, Princeton MA - 2012 Description This is a classic Charles River Wheelmen tour, beginning at Nashoba Regional High School in Bolton, MA.(map to start)d Terrain: The long rides from each start point, the 100 from Concord and the 60 from Bolton, include a one mile climb at a steady 9% grade to the Visitors Center at the State… Continue reading

Cordaville MA Four Town Ride - This is the Four Burro Charles River Wheelmen bicycle ride Start: George Mooney park, Cordaville, MA. (map to start) Description: Visits small towns between Worcester and Framingham MA on either side of I-495.

Dudley – Woodstock Loop - A Seven Hills Wheelmen Ride from Dudley MA Start: Dudley District Court, Lyons Rd., Dudley MA View this ride at http://ridewithgps.com/routes/865365 Route at RideWithGPS Viewand print cue sheet View andprint map GPX file TCX Course

Framingham Hills to Hopeful - A Charles River Wheelmen Ride Start: George P. King School and Framingham Public Schools Administration Building, 454 Water St., Framingham MA Description: Scenic, little-used roads through Framingham, Hopkinton, Milford, Upton, and Hopedale. Hilly ride with few places to buy food. This version of the ride includes the 70 mile option which goes all the way to… Continue reading

Natick-Norfolk ride - Start: Bakery on the Common, Natick MA Description: This Charles River Wheelmen ride heads south to Norfolk. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Paxton Around the Mountain - Around the Mountain is a 53 mile Seven Hills Wheelmen ride from Paxton MA, (53 miles), starting at the Paxton Center School on Route 31. (map to start). Cue Sheet Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Quabbin Reservoir ride - The King’s Tour of the Quabbin is a Seven Hills Wheelmen annual century ride around Quabbin Reservoir in western Massachusetts, starting from Rutland Masachusetts. The route goes northwest to Barre, then clockwise around the Quabbin Reservoir. A rest stop with water and snacks is at mile 22 on all routes. The metric century splits off… Continue reading

Ride for a Reason, Holden MA - Ride For A Reason Bike-A-Thon To benefit the Interfaith Hospitality Network of Greater Worcester, 15-mile, 30-mile and this year we’re adding a 50-mile routes. Start: First Congregational Church, 1180 Main Street in Holden, MA. Ride through the scenic, rolling hills of Holden, Sterling, Princeton and West Boylston. View this ride at http://ridewithgps.com/routes/1054612 Route at RideWithGPS View… Continue reading

Rutland MA-Warren 50 mile ride - This is a 50 mile Seven Hills Wheelmen Ride, beginning at the Long Pond boat ramp, Routes122 & 122A, in Rutland, Mass. (map to start) view cue sheet. This ride has a series of steep climbs toward the end as you return to Rutland near Oakham State Forest north of Spencer. Route at RideWithGPS View… Continue reading

Sudbury NVP Fall Century 2011 - Shown below is the 100 mile route for the Neshoba Valley Pedalers 2011 Fall Century 27 mile http://ridewithgps.com/routes/570108 50 mile http://ridewithgps.com/routes/555252 80 mile http://ridewithgps.com/routes/654138 104 mile http://ridewithgps.com/routes/583802 Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Tower Hill Ride - Tower Hill bicycle ride… Continue reading

Uxbridge-Chasm State Reservation loop - Known as the Purgatory Ride, this Charles River Wheelmen cycling loop goes through North Uxbridge, Sutton, and neighboring towns. It includes scenic shores, dams, roads, steep (9 -12%) climbs with 3500 ft. of climbing. Starts: Blackstone River State Park, 287 Oak Street, Uxbridge, Ma (map to start) The route shown below: : Start is Shaws… Continue reading

Wachusett Aqueduct trail - The 9 mile Wachusett Aqueduct extends from the Wachusett Reservoir in Clinton Massachusetts to the John J. Carroll Water Treatment Plant at Walnut Hill in Marlborough and passes through Berlin and Northborough. In May 2012 Massachusetts Water Resources Authority announced that “No trespassing” signs along this and four other trails will be removed since they… Continue reading

Whitinsville Major Taylor Ride - Marshall Walter “Major” Taylor known as “Major Taylor won the world 1 mile track cycling championship in 1899, and was the first African Amerian to become a world champion in athletic competitions. The Seven Hills Wheelmen annually hold a Major Taylor Century ride.The 2004 and 2010 route started at the Whitin Community Center, 60 Main… Continue reading

North Shore

70 mile ride from Crane Beach, Ipswich MA - Start: Crane Beach, Ipswich MA (Parking fees) Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

A Hole in the Wind, A Climage Scientist’s Bicycle Journey Across the US - Author Talk & Book Signing, Saturday, Sept. 30, 3pm, EBSCO Hall, 5 Peatfield St., Ipswich MA. An epic bicycle journey across the American hinterland that explores the challenges of climate change alongside a diverse array of American voices. After a distinguished career in climate science as the Director of the UN Global Climate Observing System… Continue reading

A Reason to Ride, Danvers MA - A Reason to Ride is a fundraiser to benefit cancer research at Beth Israel Deaconess Medical Center, starting from Danvers MA and visiting Wenham, Hamilton, Essex, Manchester by the Sea, Gloucester, Ipswich, Georgetown, Topsfield returning to Danvers. 2016 routes 10 mile cue sheet 25 mile cue sheet 50 mile cue sheet 50 miles Route at RideWithGPS View and… Continue reading

Andover Wicked Ride of the East - Each fall, North Shore NEMBA hosts the annual Wicked Ride of the East at Harold Parker State Forest in Andover MA. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Around Castle Neck - This 5.5 mile walk begins on the Green trail from the far right side of the Crane Beach parking lot in Ipswich, MA. Go right at the Red trail. Shortly after descending the second steep dune, take the trail on the right to Castle Neck River, then circumnavigate to Crane Beach and back to the… Continue reading

Arrowed rides on the North Shore Cyclists site - Ride name City and arrow Applecrest Amesbury Back to the Saddles Again Byfield Bagels and a Witch Boxford Best of Ipswich Ipswich Bradford ride Bradford Breakaway ride North Andover Cape Ann from Ipswich Ipswich Cape Ann from Manchester Manchester-by-the-Sea Cheese and Whine Amesbury Coastal New Hampshire Hampton Farm and Sea Danvers Grub, Sweat and Gears Topsfield… Continue reading

Bradford Ponds and Forests - Start: Bradford Elementary School, 118 Montvale St., Bradford MA (South Haverhill) Description: This ride heads from Bradford (a historic village in South Haverhill) to nearby Groveland, then continues through Boxford State Forest on quiet local roads not often travelled on NSC routes. The short and medium rides turn back toward Bradford without crossing Rt. 114.… Continue reading

Charles River Wheelmen CRW spring century

CRW Spring Century - Charles River Wheelmen offers this annual spring century ride from Wakefield, Massachusetts. Participants can choose one of three beautiful routes on slightly rolling rural roads through the Merrimack Valley of northeastern Massachusetts and southern New Hampshire. The 100 mile ride will take you through Exeter and Hampton Falls, NH. The other routes travel through such… Continue reading

Cycle for Shelter Haverhill bicycle ride

Cycle for Shelter, Haverhill MA - The annual Cycle for Shelter to benefit Emmaus will be held at Northern Essex Community College. Cyclists can ride a 20-mile, 40-mile, 62-mile or 100-mile scenic route that will take them through Haverhill, MA, up to the seacoast of New Hampshire, and south through the North Shore of Massachusetts. Upon returning to the college, riders can… Continue reading

Danvers MA Topsfield Georgetown bicycle ride

Danvers with hills - Thanks to Jason Bartlett for this ride: “There’s an unfortunate scarcity in really hilly routes on the Massachusetts North Shore. Most of my rides average in the low to mid 40’s in feet per mile of elevation gain. For fellow hill climbing enthusiasts, I thought I’d share today’s ride in which I was able to… Continue reading

Exeter to Great Bay - What to expect: The rides go through the scenic farm country of southern New Hampshire. The terrain is rolling hills with old barns, scenic vistas, and lots of quiet roads. All the loops go by historic Kingston NH common, picturesque Newfields, Great Bay, Newmarket, and the lively college town of Durham. This ride is marked… Continue reading

Hamilton MA “Hey you, get off my road!” - Start: Hamilton-Wenham Regional School, 775 Bay Rd, 01982 South Hamilton , MA See map: Google Maps Routes Miles Elevation (ft) Print Download 30 1,276 Cue sheet, Map GPX, TCX 40 1,760 Cue sheet, Map GPX, TCX 30 miles 40 miles

Hamilton MA Tour de Cure - This is the 2010 version of the North Shore 100 Mile Gran Fondo (Century Ride)sponsored by the American Diabetes Association. The start location was Pingree School in Hamilton, MA. Note that the tour now starts from the Topsfield Fairgrounds. 100 mile ride Route at RideWithGPS View and print cue sheet View and print map GPX file… Continue reading

Harold Parker S.P. to Jeffreys Neck - A vintage Charles River Wheelmen and North Shore Cyclists bicycle ride Start: Harold Parker State Forest headquarters, North Andover, MA map to start and driving directions Description: Ride through several Essex County state forests. The shorter ride goes to Topsfield; the longer ride includes Ipswich, Great and Little Necks. The 46 mile version is at http://ridewithgps.com/routes/274944 Route… Continue reading

Haverhill Have-A-Hill - This vintage North Shore Cyclists ride starts in Haverhill MA and takes on the rolling hills of Rockingham County, NH. You’ll ride on quiet, scenic, rural roads, through small towns including Atkinson, Newton, Kingston, and Hampstead New Hampshire. The Long ride adds Brentwood, Danville, and Sandown. NH. Route at RideWithGPS View and print cue sheet… Continue reading

Haverhill riding north - Start: Northern Essex Community College 100 Elliott Street, Haverhill, MA (View map) Meet in the Technology center Parking Lot. Description: This ride takes us on familiar roads, some a bit hilly, and travels north of the Merrimack River into Merrimac and Amesbury, with longer rides continuing through Newton, Kingston and South Hampton in New Hampshire. Distance… Continue reading

Hills of Ipswich - There’s about 2300′ of climbing on this 44-mile ride, with a lot of “out and back” on beautiful roads you may have never ridden. Experience these hills and views, in order of occurrence: Start from the Hammatt St. parking lot in Ipswich Town Farm Rd. out and back, up Town Hill at Highland Cemetery Pineswamp Rd.… Continue reading

Ipswich River Watershed ride - This 60 mile cycling tour of the Ipswich River Watershed in the Massachusetts North Shore. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Ipswich to Plum Island, “Out and Back” - Start Location: Ipswich Middle and Senior High School, Ipswich MA., We start from the parking lot behind the school). This ride takes recently-repaved Rt. 1A from Ipswich through Rowley to Newbury, and then offers options to continue to Newburyport for a 22 mile round trip, or out to the Parker River Wildlife Refuge on Plum Island for a 32 mile… Continue reading

Ipswich-Newburyport 34 mile loop - This 34-mile road bike ride begins at the Hammatt St. parking lot in Ipswich, MA and follows Rt. 1A along the coast to Newbury and Newburyport. The return is along quiet wooded roads west of Rt. 1, then taking newly-reconstructed Linebrook Road back to Ipswich. There is a short extra loop on Pine Swamp Road… Continue reading

Ipswich Topsfield and Boxford bicycle ride

Ipswich-Topsfield-Boxford - Ride from Ipswich MA to Topsfield, a charming New England village. A private driveway is used to connect Pineswamp and Topsfield Roads, then continue along beautiful Perkins Row takes you through the Ipswich River Sanctuary before arriving in Topsfield. The long route adds a loop through parts of Ipswich and Boxford west of Rt. 1. Both… Continue reading

Maudslay State park from Newburyport bicycle ride

Maudslay State Park loop - Maudslay State Park This scenic 13-mile ride starts from the Essex St. Inn in downtown Newburyport . We ride along High Street, lined with large Federal period homes, then continue to Maudslay State Park. We stop here to walk for an hour or two through the old estate and along the river. Back on the… Continue reading

Merrimack River ride from Ipswich MA - Start Location: Ipswich Middle and Senior High School, 130 High St., Ipswich MA. (we start from the parking lot behind the school). (Map to Start) This ride takes recently-repaved Rt. 1A from Ipswich to Rowley, then continues on pleasant roads past two reservoirs to the Merrimack River in West Newbury. The ride is not arrowed. Ipswich-Merrimack River… Continue reading

Merrimack River Ride from Ipswich MA - A ride from Ipswich Massachusetts through the state forest area to West Newbury MA, along the Merrimack River, returning through Newburyport and the Great Salt Marsh. (map to start) Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Minuteman Ride from Lawrence, MA - Start: Greater Lawrence Vocational High School 57 River Road, Andover MA map to start Directions: I-93 N, Exit 45 River Road (1st exit north of I-495), Left at 1st set of lights onto River Road, left at 3rd set of lights into school parking. I-93N is Exit 40B off I-495 What to expect: Scenic ride… Continue reading

Nashua River Ramble - Start: Tyngsboro Elementary School; 205 Westford Rd, Tyngsboro, MA map to start Directions: Take Exit 34 on Hwy 3. At the end of the exit ramp, turn West (left, for those coming from the south), toward Westford. At the third stoplight, turn right. Tyngsboro Elementary School is on your right in less than a 1/2… Continue reading

North Shore cycling - North Shore Cyclists (NSC) is a recreational bike club in the North Shore area of Massachusetts. Over 400 members span the spectrum from beginning cyclists who join to learn more about the sport to advanced cyclists. Gordon Harris maintains the club’s website and this interactive map of North Shore Cyclists rides. View our new mobile-friendly site, designed… Continue reading

North Shore cycling tour - This former cycling tour of the Massachusetts North Shore was developed for Road Scholar, and is based in Ipswich and Newburyport, Massachusetts. The routes for the daily rides are provided below. Ipswich rides Ipswich rides start from the Ipswich Inn at the intersection of North Main St. and East St. To the Windmills and about Ipswich… Continue reading

North Shore hikes - View at Google Maps

North Shore Tour de Cure, Topsfield MA - The Tour de Cure is a series of fundraising cycling events held in 44 states nationwide to benefit the American Diabetes Association. This ride starts at the fairgrounds in Topsfield, MA, 207 Boston St., Topsfield, Mass. Cycling routes are 12, 30, 63 and 100 miles. The 100-mile route is a Gran Fondo that features timed… Continue reading

NSC winter ride, Georgetown MA 26 miles - Start: Perley School, Georgetown MA map to start Date and Time: Sundays at 11:00 AM weather permitting. Alternate times and cancellations announced on the NSC listserver. Please check your email for announcements and weather cancellations Description: The 26 mile recurring weekend ride is hosted on Saturdays or Sundays by North Shore Cyclists throughout the winter when… Continue reading

NSC Applecrest Farm ride - Start: Amesbury Elementary School, 20 South Hampton Rd., Amesbury, MA map to start Directions: Rte. 95 to exit 58 for Rte. 110 Amesbury. Go to the 1st traffic light and take a right onto Elm Street. At the rotary take the 1st right onto Market St. (Rte. 150). Go about 0.5 mile; bear left onto… Continue reading

NSC Bagels and a Witch, Topsfield - Start: Masconomet High School. 20 Endicott Rd, Boxford, MA (map) Description: Flat to rolling loops through the North Shore. All rides pass through Boxford, Topsfield and Rowley. Medium ride adds Newbury and Newburyport. Long ride adds Plum Island including the paved bike lane on the Plum Island Causeway. A nice food stop is Tendercrop Farm on the… Continue reading

NSC Beverly-Ipswich MA ride (“Scotty Dog Ride”) - Start: Cove Elementary School, Beverly, MA map to start Directions: Exit 18 off of Rte 128 and take Rt. 22 into Beverly. In 1.1 mile turn left on Corning St. After .7 miles turn left on Rt. 127. Take the third left on Eisenhower Ave. (after green crosswalk and crossing signs), and the school will… Continue reading

NSC Blazing Saddles Century, Byfield MA - North Shore Cyclists' Blazing Saddles Century travels through the rural towns of the North Shore and southern New Hampshire.… Continue reading

NSC Bradford ride - Start: Bradford Elementary School, 118 Montvale Street, Haverhill, MA (map to start) Description: All rides (27 miles), medium(40 miles), and long (61 miles) visit the communities of Bradford, West Boxford, Groveland and West Newbury on a mix of local and rural roads. The 61 mile ride (metric century) adds a loop through Newbury to Plum Island and back.… Continue reading

NSC Bradley Palmer winter ride - Start location: Bradley Palmer State Park parking lot, Asbury Street, Topsfield MA. From the Asbury Street entrance, take the first right, and the parking lot will be on your left in a short distance. Map to start. A North Shore Cyclists ride. Map and Cue sheet (PDF) PRINT MAP FROM BROWSER PRINT CUE SHEET FROM… Continue reading

NSC Breakaway Ride, North Andover MA - Location: Breakaway Computraining, 27 Charles St., North Andover, MA 01845. Map Description: 25, 42 and 60 mile rides. There is plenty of parking at Breakaway and a place to change as well as restrooms. Host: Steven Dipetro 60 Mile long route 60 mile NSC cue sheet PDF 60 mile cue sheet at RWGPS 60 mile route map at… Continue reading

NSC Cape Ann from Ipswich - Start: Hammatt St. downtown parking lot, Ipswich, MA map to start Description: Quiet local roads from Ipswich take us to Manchester by the Sea, continuing counter-clockwise for a very scenic tour of Cape Ann’s rocky coastline. All routes go through beautiful Magnolia bordering the ocean, and continue past Hammond Castle, a replication of an English medieval… Continue reading

Cape Ann bicycle ride from Manchester by the Sea

NSC Cape Ann from Manchester, MA - Start: Memorial Elementary School, Manchester, MA. map to start. It is the older elementary school, not the new high school. Description: Ride counter-clockwise along the Cape Ann coastline, through Gloucester, out to the Eastern Point Lighthouse and Atlantic Ave., to Rockport and back through Annisquam Village. The short and medium routes return to the start location in… Continue reading

Cheese and Whine bicycle ride from Newburyport MA

NSC Cheese and Whine from Amesbury - Start location: Amesbury Elementary School, So. Hampton Rd., Amesbury, MA. Map to Start. From Rte 95 to exit 58 for Rte. 110 Amesbury. Go to the 1st traffic light and take a right onto Elm Street. At the rotary take the first right onto Market St. (Rte. 150). Go about .5 mile, bear left onto… Continue reading

NSC Danvers Farm and Sea - Start: 14 Otis St. Danvers, MA. The start is the dirt parking lot of Tiggies Field across from St. Mary of the Annunciation School. From Rte 1 or 95 take the exit for Rte 62 East (Maple St). In about 1 mile turn right on Pine St. and at 0.2 mi left on Otis. Parking… Continue reading

Grub Sweat and Gears bicycle ride from Topsfield MA

NSC Grub, Sweat and Gears - Start: Main Street Plaza , Topsfield , MA map to start Directions: From Route 95, take Exit 50 to Route 1 North. In Topsfield, turn left onto Route 97 North. At Topsfield Center , go left (Route 97 continues right). Topsfield Plaza is on the right behind Cumberland Farms. Park at the far end of… Continue reading

NSC Hamilton to Newburyport - Start: Cutler Elementary School, Asbury St., South Hamilton, MA map to start Description: Enjoy some of the nicest cycling in our area. Generally quiet, scenic country roads in Hamilton, Topsfield, Ipswich, Georgetown and Boxford. Long ride adds Newbury and Newburyport. Generally flat to rolling, with a few small hills. Ride created by Arnold Nadler. Combined NSC… Continue reading

NSC Hamilton-Salem Halloween Ride - Description: This ride starts in Hamilton and winds into downtown Salem where there will be large crowds of revelers. Fancy costumes aren’t expected but everyone should try to be creative and help us make a memorable group of cyclists when we arrive in the Witch City. 10 miles each way. Created by : Jimmy White and Paula Bossone… Continue reading

NSC Haverhill-Bradford Tuesday evening rides - Start: Bradford Christian Academy, 97 Oxford Avenue, Haverhill, MA. Map to Start. Oxford Ave and the brick school building is across Rte. 125 from Josephs restaurant, and behind the Cedardale complex. Description: NSC ride with long stretches of scenic riding with a few rolling hills. Loop into Boxford and North Andover. The arrow is a white ” 7 ” pointing… Continue reading

NSC Ipswich to Boston ride - Description: 47 miles along back roads and bike lanes to North Station in Boston. Return by commuter rail to Ipswich. Created by Gordon Harris. Quiet local roads from Ipswich take us to Topsfield, North Reading, Wakefield and Stoneham. We then ride along the Mystic River to Arlington, take the Minuteman Bike Path to Cambridge, and follow the… Continue reading

coastal bicycle ride from Newburyport, MA

NSC Let’s Go Coastal from Newburyport, MA - Start: Cushing Park, Newburyport map to start Directions: From Route 95, take Exit 57 for Route 113 East. Go for 2 miles and take a left onto Kent Street. Parking lot is 2 blocks on right. From Route 1 go onto Merrimac Street (at the Newburyport end of the bridge over the Merrimack). Go 1/4 mile west towards… Continue reading

NSC Merrimack River ride from Newburyport, MA - Start: Cushing Park, Newburyport MA map to start Directions: From Rte. 95 take exit 57 Rte 113 east. Go for 2 miles and take a left onto Kent St. parking lot is 2 blocks on right. From Rte 1 go onto Merrimac St. 1/4 mile west towards Amesbury. Take a left at the gas station… Continue reading

NSC North Andover Ride - Start: Old North Andover Common; Osgood St., North Andover, MA map to start and driving directions Directions: I-495 to Rte 114 East (toward Middleton). Left at lights onto Rt.125 (Bertucci’s Pizza). At next set of lights (.2 mi) take right on to Andover St. Follow for approximately .7 mi to the common. From I-95, take… Continue reading

NSC North from Cushing Park, Newburyport - Start: Cushing Park, Kent St., Newburyport, MA. Google Directions and Map to Start Location. This is a North Shore Cyclists ride. Directions: From I-95, Exit 57 for Rte 113 E. Go 2 miles and take a left onto Kent Street. Parking lot is 2 blocks on right. From Rte 1, go onto Merrimac Street (at the… Continue reading

NSC North Reading evening rides - Start Location: Edith A. O’Leary Senior Center, 50 Bow St., N. Reading MA map to start. The building is at the intersection of Haverhill and Bow St. There are also some parking spaces at a small lot across Haverhill St. which belongs to N.Reading High School which could be used for overflow. This location is… Continue reading

NSC North Reading pigs, ponds and potholes - A North Shore Cyclists ride Start: Ipswich River Park, North Reading map to start Description: Serene back roads, farm stands, ponds, pigs (plus sheep, chickens, and bunnies), and lots of potholes of the northern burbs. Have iced coffee at Smolak Farm (on the short ride) or a picnic lunch at Ingaldsby Farm. Terrain is moderately… Continue reading

NSC North to Great Bay, Amesbury - Start: Amesbury Elementary School, 20 South Hampton Rd., Amesbury map to start Directions: Rte. 95 to exit 58 for Rte. 110 Amesbury. Go to the 1st traffic light and take a right onto Elm Street. At the rotary take the 1st right onto Market St. (Rte. 150). Go about 0.5 mile; bear left onto South… Continue reading

NSC Old Stone Walls ride from Hamilton MA - Start: Cutler Elementary School, Asbury St., South Hamilton, MA map to start Distance: 16, 26, 35 and 43 miles. What to expect: The Stone Walls Ride from Hamilton takes us past Bradley Palmer State Park, along the Ipswich River Sanctuary to Topsfield, Boxford and Georgetown. There are no road marks in Boxford. The road mark is an upside down yellow… Continue reading

NSC Old Stone Walls Ride Ipswich - Start: Ipswich, 16 Hammatt Street parking lot, behind Market Street and Central Street. map to start 2015 Alternative Start: Cutler School, Asbury St. in Hamilton MA. Directions: From I-95, take Rt. 133 east to the center of Ipswich. Turn right one block before downtown center. Hammatt St. parking lot will be on your left. From… Continue reading

NSC Over Hill and Dale from Ballardvale - Start locations: Ballardvale MBTA Station, Andover is the traditional start. map to start ($4 parking charge is enforced. There is some parking available on side streets off of Tewksbury St, where the ride stats, up the hill from the Ballardvale T-Station. ) Directions: Rte 93 to Dascomb Road, take the ramp towards Andover, turn right… Continue reading

NSC Portsmouth to Maine Seacoast ride - Start: Parrott Ave. Parking Lot, Portsmouth, NH. MAP TO START Directions: From I-95 N, take Exit 3 To Portsmouth. In 1.2 mile, bear Right onto South St. In another 0.9 mile, turn Left onto Junkins Ave. In 0.3 mile, Parrott Ave will be on your left and the entrance will be an immediate right. If the lot is… Continue reading

Topsfield Ipswich North Andover bicycle ride

NSC pothole inspection tour, Topsfield - Start: Topsfield Plaza, Main Street, Topsfield, MA. map to start Directions: From Rte 95 N, take Exit 50 to Route 1 North. In Topsfield, turn left onto Rte 97 North. At stop sign, go left (Rt. 97 continues right). Topsfield Plaza is 1/4 mile on right. Description: Flat to rolling terrain on some of our favorite… Continue reading

NSC Quiet Roads North of Boston, Reading - Start: REI, Salem St in Reading. map to start Directions: Route 128 to Exit 40; go around rotary to Route 129 (Salem St.) West. REI parking lot is third left. Please park away from the shops. The Reading commuter rail station is 1.3 miles away. Description: Mostly flat to rolling, shady roads. All rides go through… Continue reading

NSC Ride to the Sea, Georgetown - Start: Perley School, Georgetown map to start Directions: Take Rt. 95 exit 54 west, then follow Rt. 133 west to Georgetown center. At set of lights take right onto North St., Perley School is 1/4 mile on the right. What to expect: Scenic ride through Georgetown, Rowley, Boxford and Ipswich. 25, 40 and 50 miles.… Continue reading

NSC Salt Marsh Ride, ipswich - Start: Ipswich MA downtown central parking lot on Hammatt St. behind Market Street and Central Street map to start Directions: From I-95, take Rt. 133 east to the center of Ipswich. Turn right one block before downtown center. Hammatt St. parking lot will be on your left. From Rt. 1, take Ipswich Rd. from Topsfield.… Continue reading

NSC Salt Marsh Ride, Rowley - Location: Pine Grove School, Rt. 1A, Rowley MA Directions: Pine Grove School is on the right when going north on Rt. 1A shortly after the intersection with Central Street. Map to start location Description: The Salt Marsh Ride starts at the Pine Grove School on Rt. 1A in Rowley MA and starts out on a beautiful… Continue reading

Topsfield to Merrimack River bicycle ride

NSC Saturday ride, Boxford - Start: Masconomet Regional High School, Boxford MA map to start. Directions: From Route 95 take exit 51 (Endicott St) east towards Topsfield. The school is 1/4 mile on right. The ride leaves from the parking lot closest to I-95). What to expect: The North Shore Cyclists Saturday Fitness Ride meanders through Middleton, Boxford, Georgetown, Byfield, Newbury… Continue reading

NSC Topsfield hills - Start: In front of The Bicycle Shop along the Topsfield Linear Path, at the Topsfield Shopping Center, Topsfield MA. Map to Start Description: This little gem of a ride takes on the rolling glacial hills of Topsfield on quiet beautiful roads. From the center of town in tackles Howlett St., then heads to River Road… Continue reading

NSC Topsfield Monday ride - Start: Topsfield Plaza, Topsfield map to start Directions: From Rte 95 N, take Exit 50 to Route 1 North. In Topsfield, turn left onto Rte 97 North. At stop sign, go left (Rt. 97 continues right). Topsfield Plaza is 1/4 mile on right. We park at the far end of the lot Description: This is an… Continue reading

North Shore Cyclists Wakefield bicycle ride

NSC Wakefield Thursday ride - Start: Quannapowitt Parkway, northern end of Lake Quannapowitt in Wakefield MA, the end nearest the Rt. 128 interchange. Directions: Rte 128 to Exit 40. Follow Rte 129 south to the park at the north end of the lake and turn right almost immediately on Quannapowitt Parkway to the parking area. Map to start Description: Gently rolling… Continue reading

NSC Wednesday Ipswich MA 15 mile ride - Start: YMCA, 110 County Rd. (Rt. 133 east and 1A south ), Ipswich Massachusetts. map to start and driving directions Directions: Take Rt. 133/1A heading east from Ipswich. Before the highways split, the YMCA will be set back on the left. The driveway is between the two sets of new apartment buildings. We have permission… Continue reading

NSC Willowdale mountain biking - Start: Linebrook road in Ipswich MA, across from the Marini farm field on the right hand side parking lot. Coming from Rt. 1, this is on the right, well before Doyon school. map to start Willowdale has 40 miles of trails for all levels, and great fire roads to learn on. The Forest exists as two… Continue reading

Plum Island 19 mile ride - This is a 19 mile ride from Newburyport to the lighthouse at the northern tip of the town of Plum Island. On our tour we meet Plum Island Kayak to spend a couple of hours along the Plum Island River. Back on the bikes, the ride continues through the Parker River Wildlife Refuge to the… Continue reading

Reid’s Ride, Lynnfield MA, July 17, 2022 - 18th Annual Reid’s Ride is a 28-mile bike ride through six Massachusetts north shore towns to raise money to fight adolescent and young adult (AYA) cancers. Date: Sunday, July 17, 2022 7:30am startStarting Line Location: Lynnfield High School (275 Essex Street, Lynnfield, MA 01940)Finish Line Location: Stage Fort Park (24 Hough Ave, Gloucester, MA 01930)… Continue reading

Salem from Ipswich - This is a ride on the Bike New England tour of the Massachusetts North Shore. We depart downtown Ipswich MA, taking local roads to Beverly where we cross the bridge to Salem. After riding through the historic neighborhoods in this well-known city, we return to Ipswich through historic downtown Beverly and Hamilton. Route at RideWithGPS… Continue reading

Salem MA – Marblehead loop - Start location: Salem Commuter Rail Station. Description: 23 mile loop. Visit historic Salem and Marblehead on the Massachusetts North Shore, with great views of the Atlantic. Heavy traffic. Includes the unpaved Marblehead bike trail. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Salem-Marblehead ride - Start Location: Salem Willows Park at the corner of Fort Ave. and Bay View Ave. near “Salem Willows Park” signage in Salem, MA. A bike rack and park benches are nearby. Plenty of parking is available. Map to start. Description: This is a ride on the streets of historic Salem and surrounding towns. The routes… Continue reading

Newburyport to Salisbury Beach bicycle ride

Salisbury Beach ride - This 13 mile ride begins at the Essex Street Inn near downtown Newburyport MA, and crosses the Merrimack River Rt. 1 bridge to Salisbury. Turn off immediately to take local roads to Salisbury Beach State Reservation. Return following Rt. 110 to the town of Salisbury and then cycle a couple of miles on the Salisbury… Continue reading

The Best of Ipswich - Start: Ipswich Massachusetts, Hammatt St. parking lot, behind Market Street and Central Street map to start Description: The Best of Ipswich ride features our favorite cycling favorite roads from downtown Ipswich with a great mix of state forests, cycling along the Ipswich River, and scenic ocean vistas from Crane Beach and Jeffreys Neck, returning through… Continue reading

The Massachusetts North Shore and the Golden Age of Cycling - The American popularity of bicycles originated in Boston, which held the first U.S. bicycle race on May 24, 1878. In 1883, Abbot Bassett of Chelsea set out on the first recorded 100-mile bike ride, meandering on an adult tricycle along the North Shore to Ipswich and back home. George Chinn of the Beverly Citizen and… Continue reading

Tour de Greenbelt - The Tour de Greenbelt is sponsored by the Essex County Greenbelt’s Cox Reservation and Headquarters, 82 Eastern Avenue, Essex, MA 01929. Go to tourdegreenbelt.org Greenbelt, Essex County’s Land Trust works with local landowners and communities to conserve the region’s farmland, wildlife habitat, and scenic landscapes. Cue sheets 25-MILE Cue Sheet 50-MILE Cue Sheet GPX files 25-Mile GPX File 50-Mile… Continue reading

Tyngsborough Pepperell Hollis bicycle ride

Tyngsborough Pepper and Maple - Start: Tyngsborough Elementary School, 205 Westford Rd, Tyngsborough, MA (map). Arrow Shape: White T. Description: The ride is remarkable for staying on so many low-traffic roads with excellent pavement. The short ride goes through Tyngsborough, Pepperell, Hollis NH, Nashua NH, and Dunstable; the long ride adds Townsend and Brookline NH. The short route has 0.5 miles of packed gravel,… Continue reading

Wakefield Beers and Steamers - Beers and Steamers is a Charles River Wheelmen ride from Wakefield, MA. View an interactive map below of Beers and Steamers at http://ridewithgps.com/routes/989675 Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Wenham MA Chebacco Woods mountain biking - Gordon College in Wenham Massachusetts has an excellent trail network for hiking and mountain biking connecting to the other well-maintained trails in adjoining Chebacco Woods. The easy trails wrap around several ponds and are appropriate for beginner and intermediate cyclists, with gently rolling terrain through hemlock and beech forests surrounded by glacial outcroppings. Not shown… Continue reading

Boston area

Bike to the Beach, Boston to Newport - Bike to the Beach is a 501(c)3 non-profit organization creating a community of cyclists, autism advocates, fitness junkies, and beach lovers to make an impact in New England and cycle for the 1 in 68 diagnosed with autism.The Boston to Newport ride was added in 2012, starting from Joe Moakley Park in south Boston. 2016 route Route at… Continue reading

Bikes Not Bombs, Jamaica Plain MA - Bike Not Bombs’ Bike-A-Thon route maps are online for all four distance options. The rides start in the Jamaica Plain neighborhood of Boston. The Bike-A-Thon offers a Century Route with options of 10 miles, 30 miles, 50 miles or 100 miles. Go to https://bikesnotbombs.org/bike-a-thon/routes. 2017 Routes 100 mile route map. 100 mile route GPX file 50 mile route map. 50… Continue reading

Boston Best Buddies Ride - Best Buddies Challenge Riders choose from three options for distance: 100 miles, 50 miles or 20 miles. No matter what distance you choose, you’ll enjoy magnificent views biking along a classic New England route, fully supported from Boston all the way to Hyannis Port. For those who do not wish to ride, you can still… Continue reading

Boston Hub on Wheels - This year, riders have the option of selecting either the 10-mile family-friendly route or the more challenging 40-mile course. Visit the Hub on Wheels signup page. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Boston to Provincetown cycling routes - The Claire Saltonstall Bikeway, or State Bicycle Route 1, is a series of bicycle paths and on-street routes that travel from Boston to both Provincetown and Woods Hole. The bikeway starts on Cape Cod at Route 3A in Bourne. It travels across the Sagamore Bridge, utilizing the bridge’s sidewalk. After the Sagamore Bridge, the bikeway… Continue reading

Bourne to Provincetown Cape Cod bicycle ride

Cape Cod Getaway - 150 miles, Boston Harbor to Provincetown The Cape Cod Getaway is the largest MS ride in New England. On Day 1, riders pedal from Quincy, Massachusetts to Bourne at the beginning of Cape Cod. Day 2 is from Bourne to Provincetown at the tip of Cape Cod. View this ride at http://ridewithgps.com/routes/989015 Bourne to Provincetown Route… Continue reading

Dorchester-Pleasure Bay ride - This short ride starts from the Thomas J. Kane Square and playground park in Dorchester MA , a residential section of Boston, and offers great views of the Pleasure Bay and Old Harbor, mostly quiet riding except the section on Morrissey Blvd. Route at RideWithGPS View and print cue sheet View and print map GPX… Continue reading

Boston to Provincetown H2B Harbor to the Bay

Harbor to the Bay (H2B) - The H2B Ride is a 125 mile ride from Boston to Provincetown to support people living with HIV and AID. Start: Northeastern University, Boston MA PDF Cue Sheet Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Jingle Ride! Arlington to Boston - On Sunday, December 11th, 2016 join the 20th Annual Ciclismo Classico Jingle Ride. This leisurely and festive singing bike parade goes from Arlington to Boston and back. The 22-mile bicycle ride rolls through Harvard Square, the Esplanade, Boston Common, and Newbury Street – we stop and sing carols at local landmarks, and just parade along showing some creative… Continue reading

Newton MA fitness ride - This is a Charles River Wheelmen weekly ride from Newton MA, with multiple distance options. Scenic rolling roads through Needham, Dover, Sherborn, and Medfield MA . Start: Nahanton Park, Newton MA. View all routes at Ride With GPS: 62 Miles 50 Miles 42 Miles 28 miles 62 mile version Route at RideWithGPS View and… Continue reading

Soldier ride 2016, Lexington MA - Soldier Ride is a unique four-day cycling opportunity for wounded service members and veterans to use cycling and the bonds of service to overcome physical, mental, or emotional wounds. View the Boston Soldier Ride. START/FINISH LOCATION: Lexington High School, 251 Waltham Street, Lexington, MA 02421 Route at RideWithGPS View and print cue sheet View and print… Continue reading

South Bay Harbor Trail - The South Bay Harbor Trail is a 3.5 mile-long pedestrian – friendly urban bike trail that will connect Lower Roxbury, the South End, Chinatown, and Fort Point Channel to Boston Harbor at Fan Pier in South Boston. It will also connect these neighborhoods and Boston Harbor to the Emerald Necklace. For centuries Boston Harbor has… Continue reading

Southeast Massachusetts

Boston to Provincetown - 125-Mile Ride: Boston to Provincetown: Those riders who want to challenge themselves to ride the full 125 miles will start from Boston and ride to Provincetown.Free parking in Boston will be provided at Northeastern University. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Cape Cod Canal Bikeway - The Cape Cod Canal Bikeway is two separate paved paths that connect Buzzards Bay with Scusset Beach on the mainland side, and the communities of Sandwich and Bourne on the Cape Cod side. Pedestrians may cross the Canal on the 2384′ Bourne Bridge sidewalk, but to do so on a bicycle would be very dangerous… Continue reading

Narragansett Bay Wheelmen NBW bicycle rides

Cycling in southeast Massachusetts - Cue sheets for the following rides are provided by Narragansett Bay Wheelmen Belchertown Central Massachusetts Spectacular Bourne, MA The Cape Caper, 22/43/62 miles Brimfield, MA Brimfield Antique Ride, 34 miles Dartmouth Larry & Ted’s Dartmouth Ride, 12/17/31 miles Dedham, MA Charles River Ride, 15/21/31 miles Dennis, MA Central Cape Cod Century, 30/45/62/100 miles Fall River,… Continue reading

Dartmouth Coastal Metric Century - This Narragansett Bay Wheelmen ride starts at the University of Massachusetts campus in Dartmouth MA and heads southwest through Westport and then along the coast. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Middleboro MA to the coast - This Narragansett Bay Wheelmen century ride starts at the Middlebury High School on East Grove St. in Middleboro MA and forms a loop through Kingston, Duxbury, Marshfield and North Scituate along the coastline south of Boston. View the 93 mile version of this ride: Route at RideWithGPS View and print cue sheet View and print… Continue reading

NBW Seekonk – Plymouth Cranberry Century - This Narragansett Bay Wheelmen (NBW) ride begins in Seekonk MA near the border with East Providence RI, and loops to Plymouth MA and back through Cranberry Country. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Raynham MA Cranberry Metric Century Ride - NARRAGANSETT BAY WHEELMEN #81CRANBERRY METRIC 17-35-62 miles Start: Staples Plaza, junction Routes 44 and 24, Raynham, MA Description: Easy ride on country roads along ponds and cranberry bogs. The 35 miler travels to Lakeville and over the causeway between Assawompsett and Quittacus Ponds. The 62 miler continues through Rochester to Mattapoisett and Marion harbors, rejoining… Continue reading

Rhode Island Sound and Buzzards Bay - This Charles River Wheelmen ride begins at Horseneck Beach State Reservation south of Westport MA, with views of Rhode Island Sound, Buzzards Bay and the Elizabeth Islands. The ride goes to Sakonnet Point in Little Compton, RI,, continuing through Little Compton, Tiverton and Westport MA. View this ride at http://ridewithgps.com/routes/1083000 Route at RideWithGPS View and print… Continue reading

Rockland south coastal ride - This Charles River Wheelmen ride is along shady, quiet roads offering great vistas of the Massachusetts shore shore coastline. The club offers this ride every week, weather permitting. The 39-mile loop includes Rockland, Hingham, Norwell, Scituate, and Cohasset The 52-mile ride adds a loop to Pemberton Point in Hull with a view of Boston Harbor… Continue reading

Swansea MA cycling loop - This Narragansett Bay Wheelmen (NBW) loop around Swansea MA crosses briefly into Rhode Island. Start: Swansea II Shopping Center Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Swansea-Dighton Rock Ride - NARRAGANSETT BAY WHEELMEN #102 SWANSEA – DIGHTON ROCK RIDE Start: Swansea Shopping Center, Swansea, MA (map to start) Descripton: Starting in Swansea, the ride travels into Somerset along the Taunton River. In Berkley head to Dighton Rock State Park. The rock itself is an 11-foot high “glacial erratic” boulder, Covered with petroglyphs of ancient… Continue reading

Unon CT – Brimfield MA Antiques Ride - This is the Narragansett Bay Wheelmen’s Brimfield Antique Ride, 34 miles from Union Connecticut. Start: Public library or church, downtown Union CT. (map to start) Park at the white church on right at the green in the center of Union, Ct. Description: Starting from Union, this ride circuits four towns, passing an area of rugged,… Continue reading

Vineyard Warrior Triathlon - Start: State Beach, Oak Bluffs, Massachusetts Bike route: Oak Bluffs north via Beach Road to Tisbury. Tisbury along State Road to West Tisbury. West Tisbury along Edgartown-Tisbury Road to Edgartown. Edgartown along Edgartown-Oak Bluffs Road to Oak Bluffs. Challenge: Ascend Sysiphus’ climb. 2017 route Route at RideWithGPSView and print cue sheet View and print mapGPX… Continue reading

Walpole-Dover loop - This nice ride starts downtown in Walpole, Mass and heads out through rural countryside. After 8 miles you pass through a small business district in Mills-Cliquot. At mile 14 you’ll ride about half way around Farm Pond and Rocky Narrows Reservation, and then cross the Charles River before riding through historic Dover. We turn south… Continue reading

Wareham-Manomet Bluffs Ride - NBW Wareham -Manomet Ride (# 153) Start: Wareham MA Town Hall (map to start) Descripton: The ride passes through the beautiful harbor village of Onset , MA. See Cape Cod Bay, and Manomet’s bluffs & beaches., ponds and woods of Miles Standish State Forest, before the final rolling return. Metric Century Route at RideWithGPS View… Continue reading

Cape and the Islands

“Second Summer Cycle”, Cape Cod, Sept. 17, 2023 - Ride options will include a 30 mile Plus (30+ miles), Metric Century Plus (60+ miles), or Century route (100 miles), with starting locations in Mashpee, Sandwich and Orleans… Continue reading

Bourne Cape Cod ride - NARRAGANSETT BAY WHEELMEN #130 THE CAPE CAPER Description: Enjoy one of Narragansett Bay Wheelmen’s most scenic and popular rides. Ride by beaches, harbors, summer communities,bike paths, lighthouses, ponds, dunes, wetlands, woodlands,and boardwalks. Return along the Cape Cod Canal. Start: Bourne High School, Bourne MA, Cape Cod Route at RideWithGPS View and print cue sheet… Continue reading

Cape Cod Ride - A Charles River Wheelers ride Description: Ride on lightly traveled roads with views of Cape Cod Bay, Buzzards Bay, Nantucket and Vineyard Sounds, cranberry bogs, and salt ponds. The 61 mile ride goes north to Sandwich, along the Cape Cod canal, south through Bourne, North Falmouth, Woods Hole, and along Nantucket Sound. The 41 mile… Continue reading

Cape Cod, Old Colony and Nauset bike Trails - The 22-mile Cape Cod Rail Trail follows the former Old Colony Railroad right-of-way from South Dennis to South Wellfleet, passing through Harwich, Brewster, Orleans and Eastham. The Old Colony Rail Trail occupies an abandoned Old Colony Railroad corridor stretching from downtown Chatham to the Cape Cod Rail Trail in Harwich. The Nauset Trail can be… Continue reading

Inner Cape Cod Metric Century - This ride begins in Bourne at the entrance to Cape Cod, then south to Falmouth, crosses the Cape north to Sandwich, then back to Borne. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Kirwin/Murray Memorial Bike Ride, Falmouth MA - Falmouth Housing Corporation honors Peter Kirwin and Bob Murray, two champions of homelessness prevention and access to affordable housing in Falmouth. The Kirwin/Murray Memorial Bike Ride route follows the Falmouth Marathon route for about 29 miles, beginning at the Surf Drive Beach House. The shorter route will begin one half hour after and progress from… Continue reading

The Last Gasp, Sandwich to Provincetown MA - The Annual LAST GASP! The 27th Annual LAST GASP! Ride from Sandwich to Provincetown in support of several Cape Cod Charities! Cape Cod Charitable Funraisers’ premier event is entering its 27th year with a bike ride from Sandwich to Provincetown, a scenic cruise through Cape Cod Bay back to Sandwich and topped off with an… Continue reading

Tour de Barnstable, Barnstable MA - This is the 5th year benefit ride though all 7 villages of Barnstable MA, 38 miles on June 9, 2019. Go to https://tourdebarnstable.com/… Continue reading

More Massachusetts rides

A scenic coastal ride from an historic New England village - This half-day ride is led by Ipswich Town Historian Gordon Harris and begins at the Ipswich Riverwalk Mural, covering about 25 miles in one of New England’s most historic and scenic coastal communities. Starting out, our ride crosses the Ipswich River pedestrian bridge to the South Green, where the historic Whipple house is located. We… Continue reading

A Sterling Ride from Sudbury MA - This is a Charles River Wheelmen bicycle Ride. The road mark is a yellow “b” Start: Ephraim Curtis Middle School, Pratts Mill Rd., Sudbury, MA. map to start Description: The longest version of this ride circumnavigates Wachusset Reservoir clockwise through Sterling, Hudson, Stow and Marlboro. The medium ride avoids the reservoir, going north through Berlin… Continue reading

Acton Onwards and Upwards - Nashoba Valley Pedalers Onwards and Upwards short route (36 miles). Start: Nagog Park is off of Rte 2A in Acton MA about 1 mile NW of its intersection with Rte 27. Park in the right side of the lot away from the store. (map to start) Description: Tour the hills of Harvard & Berlin (and… Continue reading

Acton-Bolton-Northborough ride - This Charles River Wheelmen tour of Bolton, Berlin and Northboro starts at the South Acton MA T station and winds and rambles on mostly very quiet back roads over moderately hilly terrain. There is an additional 39 mile route added from Bolton. The long, medium and extended short routes continue to the Fruitlands in Harvard… Continue reading

Acton: CRW Fall Century - The Charles River Wheelmen annual fall century offers three beautiful and very scenic tours through Groton, Pepperell and Dunstable. The century route travels on back roads to Lunenberg then north along the Souhegan River to Wilton NH and back through Brookline NH. The start location is the Acton-Boxborough High School in Acton, MA. Route… Continue reading

ALA Cape Cod Autumn Escape Trek - The American Lung Association Autumn Escape Bike Trek is a three day tour of Cape Cod after the summer season has passed, and is supported by more than 100 volunteers both at the start and finish lines and along the route at rest stops and intersections. Day 1 Route at RideWithGPS View and print cue sheet View… Continue reading

AMC Boston Bike Committee rides - AMC FG 2015-Lake Luzerne 45 Mile Ride Washington County, NY 45.1 AMC Rally 15 Mile Concord, MA 15.8 AMC Rally 16 mile ride Concord, MA 15.9 AMC Rally 29 Mile Concord, MA 29.0 AMC Boston 67 Mile Rally Ride 2013 Harvard, MA 67.4 AMC Exploring Woodstock CT Woodstock, CT 33.4 AMC FG 2015-Fort Ann Cross… Continue reading

Amesbury Pawtuckaway Getaway - This is a ride that heads northwest from Amesbury MA on rural roads through some of New Hampshire’s smaller communities. The longest version enjoys some nice climbs around Mount Pawtuckaway. Thanks to DG Cycles in Epping for the inspiration– I borrowed sections from a couple of their shop rides. Start: Amesbury Elementary School, South Hampton… Continue reading

Amherst to Weston century ride - Several years ago we participated in the Aids Action Ride from Pittsfield to Salem MA. The map below is for the century (100 mile) ride on day 2 from U Mass in Amherst to Regis College in Weston. Start: University Drive, Amherst MA.

Assabet River Rail Trail - The Assabet River Rail Trail is a multi-use paved cycling path running through Marlborough, Hudson, Stow, Maynard, and Acton Massachusetts, following the abandoned Marlborough Branch of the Fitchburg Railroad along the Assabet River. 5.6 miles of the section from Marlborough to Maynard have been completed. Eventually the trail will be 12 miles long, extending north… Continue reading

Autumn Escape Bike Trek, Plymouth MA - Location: Plymouth, MA Beneficiary: American Lung Association http://www.lung.org The American Lung Association Autumn Escape Bike Trek is a three day tour of Cape Cod after the summer season has passed, and is supported by more than 100 volunteers both at the start and finish lines and along the route at rest stops and intersections. 2017 Routes Day… Continue reading

Bares and the B’s from South Acton, MA - The Bares and the Bs is a Nashoba Valley Pedalers ride Start: South Acton “T” station . (map to start) Description: Wander through Harvard, Bolton and Berlin with the longer route heading off up Sawyer Hill to catch a few hills near Boylston. They rejoin back in Berlin and take the indirect route back to… Continue reading

Bedford ride around Carlisle - This Charles River Wheelmen Friday ride winds through mild rolling back roads in Concord, Carlisle, Acton and Chelmsford for those out to enjoy the scenery. The 53mi adds some hills for the fitness rider and extends through Stow, Harvard, and Littleton. Stop for food in Harvard. Shorter versions are also arrowed (18, 24 mile) The ride passes the Minuteman visitor… Continue reading

Bedford-Harvard loop - This is a Charles River Wheelmen ride Description: The short ride goes through Concord, Acton, Littleton, Westford, and Carlisle. The long ride adds Stow and Harvard. The long ride passes an impressive array of apple orchards, while taking in a few hills. Start: Bedford VA Hospital, 200 Springs Rd, Bedford (map) RideWithGPS Links: Long Ride, Short… Continue reading

Berkshires to Boston - Berkshires to Boston bicycle tour … Continue reading

Berlin MA Back Roads Ride - This is the CRW “Back Roads of Switzerland” bicycle ride Start: Berlin MA, Berlin Memorial School (map to start) Description: 65 miles with 4500 ft. of climb, heading west past Wachusett Reservoir and back. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Berlin-Rutland MA ride - Start: Berlin Elementary School. 34 South Street, Berlin MA (map) This Charles River Wheelmen ride features beautiful roads, water views and other vistas on hilly roads reminiscent of Switzerland north of Worcester and near Wachusett Reservoir the communities of Berlin, Northboro, Boylston, West Boylston, Holden, Rutland, and Sterling. Route at RideWithGPS View and print cue… Continue reading

Best Buddies Challenge, Cape Cod - Join The Best Buddies Challenge. The 100, 50, and 20 mile rides start from different locations and all end up at Hyannisport on Cape Cod. Each route takes riders along scenic, country roads to Hyannis Port. All rides are fully supported, with rest stops along the way and support vehicles on the road. Rental bikes are also… Continue reading

Bicycle rides in Massachusetts - Massachusetts is home to Bike New England, with with over a hundred rides from the Berkshires to the North Shore, and many more routes shared by local cycling organizations.… Continue reading

Bicycles Battling Cancer, Marlborough MA - Join the American Cancer Society’s Bicycles Battling Cancer ride for our scenic ride through Central MA and Southern NH. Riders of all levels welcome! Choose between three route options: 30, 70 or 100 miles along a well-supported ride. Together cyclists and volunteers come together to raise funds to help save lives and provide free programs and… Continue reading

Bike MS: Ride the Vineyard, - Bike MS: Ride the Vineyard is more than a ride. It’s an experience grounded in camaraderie and marked by passion, inspiration, determination and pure enjoyment. It will be an experience you’ll never forget, shared with new friends and old. Start/End Location: Martha’s Vineyard Regional High School, 100 Edgartown – Vineyard Haven Road, Oak Bluffs, MA 02557 Route options:… Continue reading

Billerica-Dunstable ride - This is a Charles River Wheelmen bicycle ride. Start: Bicknell Town Forest, Billerica, MA Description: Ride through the towns of Westford, Dunstable and Groton. The long ride adds Hollis NH, Brookline NH, and Pepperell MA. The routes are mostly quiet rolling back roads. All routes return over Lost Lake Road in Groton. 34 mile cue 42… Continue reading

Blackstone Valley Hills and Mills - Start: Stop and Shop, 290 Turnpike Rd, Westborough MA Description: This is a hilly, 38 mile Charles River Wheelmen ride from Westborough MA& (just east of Worcester) through Upton, Northbridge, and Grafton. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Bolton North by Southwest - Start: : Nashoba Regional High School is on 117 in Bolton at the intersection with Green Rd., about 3 miles west of 495. 12 green road, Bolton, ma [Map] Description: A Nashoba Valley Pedalers ride. Eat your heart out Hitchcock! Lots of climbing, and ventures briefly into New Hampshire with route options of 70, 56,… Continue reading

Border Run: Rhode Island from Ashland MA - This is a Charles River Wheelmen ride Start: 53 Bay Colony Drive, Ashland, MA (map to start) Description: Loops from Ashland to the Rhode Island “border”. Gently rolling hills, causeways, the Diamond Hill Reservoir in RI, quiet wooded roads. 21 mile cue, 39 mile cue, 72 mile cue Route at RideWithGPS View and print cue… Continue reading

Border to Boston Trail - The Border to Boston Trail will provide an alternative transportation route linking communities from Salisbury to Boston. 10 miles have been completed. Border to Boston Trail map Border to Boston brochure Northern Section Newburyport Salisbury Topsfield Boxford Danvers Georgetown Newbury

Brain Tumor Ride, Waltham MA - Boston Brain Tumor Ride is an event to raise awareness and much-needed resources to fund critical brain tumor-specific programs to improve the lives of all those affected by brain tumors. Hosted by the National Brain Tumor Society, the Boston Brain Tumor Ride offers individuals and teams a chance to honor and remember loved ones, connect… Continue reading

Bravehearts Ride, Harvard MA - Every July more than 400 cyclists (from first timers, to weekend warriors, to Olympians) brave the BraveHearts 25 or 50 mile course through the backroads and challenging hills of Harvard, Massachusetts to help fund innovative medicines and memorable experiences for families facing devastating cancer diagnoses.… Continue reading

Buzzards Bay Watershed Ride, Compton RI to Woods Hole MA - The Annual Buzzards Bay Watershed Ride supports the Buzzards Bay Coalition with a ride from Little Compton, RI to Woods Hole, MA… Continue reading

Charles River Wheelmen cue sheets - Map My Ride and Ride With GPS links for rides listed in the Charles River Wheelmen Cue Sheet Inventory. … Continue reading

Charles River Wheelmen Fall Century 2017 - This Charles River Wheelmen century ride offers 100, 62 and 50 miles through Groton, Pepperell and Dunstable; the full century continues on back roads to Lunenberg then north along the Souhegan River to Wilton NH and back through Brookline NH. Start Littleton, MA 100 miles Route at RideWithGPS View and print cue sheet View and print… Continue reading

Chelmsford MA 39 Lakes - This is a Charles River Wheeelmen bicycle ride Start: Byam School, Chelmsford MA (map to start), at the intersection with the Bruce Freeman Rail Trail. Description: This ride takes you to Dunstable and passes by or near a dozen lakes in 39 miles. Route at RideWithGPS View and print cue sheet View and print map GPX… Continue reading

Chelmsford-Hollis ride - This Charles River Wheelmen ride offers a mix of suburban and rural riding, with terrain varying from gradual grades to downright hilly. The short ride hits the Towns of Chelmsford, Westford, Groton, Dunstable, and Tyngsborough. The medium ride adds a loop west and north into Pepperell and Hollis, NH. The long ride adds a scenic… Continue reading

Climate Ride NE, Bar Harbor to Boston - Bar Harbor to Boston, SEPTEMBER 8 – 12, 2016 This 5-day, 390-mile Northeast Climate Ride route takes advantage of the best cycling in Maine, New Hampshire, and Massachusetts. You’ll ride along the North Atlantic’s scenic coastline by day and spend evenings with an amazing community of people. Upon registration, you will have an opportunity to choose… Continue reading

Coastal Trails Newburyport MA - The Coastal Trails Network is an emerging 30-mile, public system of bicycle and pedestrian trails linking the unique coastal features, town centers, neighborhoods and transportation hubs in the communities of Amesbury, Newbury, Newburyport and Salisbury Massachusetts. Construction of Phase II of the Clipper City Rail Trail and Harborwalk in Newburyport is shown in red in… Continue reading

Bedford Harvard Boxborough Acton MA bicycle ride

Concord heading West - Road mark The Charles River Wheelmen “Apple Pi Ride” takes you through Concord, Acton, Littleton, Westford, Carlisle, Stow and Harvard with several apple orchards, and a few hills. Start: Bedford VA Hospital, 200 Springs Rd, Bedford (map to start) Cuesheets from the CRW site: Long, Short View this ride at http://ridewithgps.com/routes/997036 Route at RideWithGPS Viewand print… Continue reading

Concord Soldier Ride - Start: Minute Man National Historic Park, North Bridge Visitors Center. The Boston Soldier Ride commemorates our nation’s heroic past and present. Located in the heart of Concord, MA, the ride explores heart of some of the Boston area’s greatest road biking country. View the 60 mile cycling route Route at RideWithGPS View and print cue sheet… Continue reading

Concord-Boxborough loop - A Charles River Wheelmen ride Description: This ride is on mostly scenic rural roads. Starting in Concord, it makes a loop through Sudbury, Hudson, Stow, Boxborough, Littleton and Acton, Westford and Carlisle. The terrain is moderate with one notable but short climb. Start: Concord Carlisle High School Route at RideWithGPS View and print cue sheet… Continue reading

Concord-Boxborough loop - This is a Charles River Wheelmen bicycle ride circling around but not passing through the town of Maynard. The road mark is a yellow arrow and oval. Start: Concord-Carlisle Regional High School, 500 Walden St, Concord, MA. map to start Description: Favorite roads in western Middlesex County, circling around Maynard MA. A combination of rolling… Continue reading

CRW Another Side of Carlisle - This is a Charles River Wheelmen ride marked with a yellow circle and arrow. Start: Brighams Ice Cream, 46 Mill St. Arlington MA. map to start Description:; A scenic ride through the towns surrounding Carlisle including Arlington, Lexington, Bedford, Chelmsford, Acton, Westford, Concord and Lincoln. The terrain is rolling with a few hills, notably Page… Continue reading

Cycle for Life, Holliston MA - Cystic Fibrosis Cycle for Life Start: 101 Summer St., Holliston, MA (map) Description: 12, 30 and 65 mile route options. Metric Century travels to historic Concord, MA. Extraordinary bike support from Landry’s Bicycle Shops. Delicious BBQ from Tennessee’s. 2012 route Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

CYCLE Kids Breakaway Lincoln MA - With the help to the Charles River Wheelmen, CYCLE Kids hosts its second annual Breakaway Bike Ride on May 20, 2012 to raise money to get kids on bikes and on their way to living healthy, active lives. All rides leave from the deCordova Sculpture Park and Museum 51 Sandy Pond Road in Lincoln, MA,… Continue reading

Cycle Martha’s Vineyard - Cycle Martha’s Vineyard is a recreational ride on the scenic island of Martha’s Vineyard. The 100k route circuits the island traveling along the Atlantic Ocean, Nantucket Sound, rolling farmland and State Forest. The 50k route also offers breathtaking views of Nantucket Sound and the Atlantic Ocean. All roads are paved. Cycle Martha’s Vineyard is sponsored… Continue reading

Cycle Massachusetts State Bike Tour - Cycle Massachusetts is dedicated to Celebrating Cycling in Massachusetts. We organize, participate and support many other rides in Massachusetts and we are active in promoting bicycle tourism so that others will see what a great place our state is for cycling. The Cycle Massachusetts State Bike Tour supports MassBike and better biking for Massachusetts. State Bike… Continue reading

Cycle Massachusetts State Bike Tour - Cycle Massachusetts State Bike Tour 2018 All our proceeds go to Massbike and we are their number one donor each year – check us out at www.cyclema.com. 2018 Description Discover Central Massachusetts as we ride a loop between Amherst and Worcester. Starting and ending in Amherst – Worcester host location 3 move days. 2017 Routes Day 1 – Greenfield Routes… Continue reading

Cycling Cape Cod and Martha’s Vineyard - Cycling Cape Cod and Martha’s Vineyard Outer Cape Rides from Ted Rowan at Cycling Cape Cod Red Brook Harbor Loop, 28 miles , Falmouth Ride, 28 miles, Cape Cod Loop, 28 miles, Upper Cape Metric Century, 62 miles Cape Cod Canal Bike Path Shining Sea Bikeway Cape Cod Rail Trail Nickerson State Park Provincelands Bike… Continue reading

Cycling the Massachusetts South Shore - This Charles River Wheelmen ride is along shady, quiet roads offering great vistas of the Massachusetts shore shore coastline. The club offers this ride every week, weather permitting. The 39-mile loop includes Rockland, Hingham, Norwell, Scituate, and Cohasset The 52-mile ride adds a loop to Pemberton Point in Hull with a view of Boston Harbor… Continue reading

Dover-Holliston ride - This is the CRW bicycle ride “In Search of Llamas” Start: Chickering School baseball field (across from Caryl Park/Noanet Woodlands Reservation) on Dedham Street in Dover, MA. (map to start) Description: Local roads from Dedham to Holliston and Sherborn MA. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX… Continue reading

Dudley MA two metric centuries - These are the Day 1 and Day 2 routes for the 2016 Massachusetts State Bike Tour, starting and ending in Dudley MA. Day 1 metric century: Dudley-Burrillville-Oxbridge 62 mile ride 44 mile version 26 mile version Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Day 2 metric century: Dudley-Putnam-Milbury loop… Continue reading

Dudley-Woodstock MA cycling loop - This is a Seven Hills Wheelmen ride Start location: Dudley District Court, 197 Lyons Rd., Dudley MA (map to start Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

East Coast Greenway in Massachusetts - East Coast Greenway in Massachusetts The route enters Massachusetts from the north in Salisbury, where it is primarily on-road until Boston. Heading west from Boston to Waltham, the ECG follows the Charles River Bikepath. From there, the future Mass Central Rail-Trail will take ECG users to just north of Worcester. From Worcester to the Rhode… Continue reading

East of Amherst, MA - East of Amherst East of Amherst at RideWithGPS View Cue Sheet from Browser Print Map from Browser GPX file TCX Course

Framingham-Milford loop - A Charles River Wheelmen Ride Description: Scenic, little-used roads through Framingham, Hopkinton, and Southborough. Hilly and more so for longer route. Start: Nobscot Shopping Center, 776 Water St., Framingham (map) RideWithGPS Links: Short Route Medium Route Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Friendship Tour, Whitinsville, MA - Event: 39th Annual Valley Friendship Tour Date: Saturday, June 1st, 2024 Location: Ride starts/ends at Alternatives Whitin Mill, 50 Douglas Rd. Whitinsville, MA Participants are invited to walk, jog or ride through the Blackstone Valley on one of three non-competitive routes: 30-Mile cycling route (9am), a 5K walk/run (10am), or a Golden Mile walk (11am). The variety of routes… Continue reading

Greenville Tri-State half century - This is the 52 mile version of Narragansett Bay Wheelmen’s Tri-State Century Start: Apple Valley Mall, Greenville, RI (map to start) Description: Challenging ride in undeveloped countryside touching on Rhode Island, Connecticut and Massachusetts. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Habitat for Humanity Walk-Run-Ride, September 15, 2024 - 5K to 40 Mile Scenic RoutesAll ages and levels are welcome to join! Join us for a fun-filled day with beautiful scenery, music, games, prizes, and a delicious BBQ! Contact: Adrianne Wytas, Event CoordinatorPhone: 508-362-3559 x18Email: events@habitatcapecod.orghttps://habitatcapecod.org/events

Honey Pot Hills Orchard Ride - A Charles River Wheelmen Ride Description: A scenic ride through apple country. Description: Ttravel through back roads that cover Stow, Harvard, Bolton and Berlin. Along the route you will see beautiful views and working farms. All routes are hilly but worth the climbs for the views and descents. The medium ride will pass Bolton Orchards.… Continue reading

Hopkinton Hills Ride - A Charles River Wheelmen Ride Start: Grace Bicycles 1574 Washington Street, Holliston MA Description: The ride goes into Hopkinton, Westboro and Upton. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course

Impact Ride, Attleboro MA - Join some of the best cycling in southeastern New England with the IMPACT Ride. Proceeds go to the fight against breast cancer. Location: Attleboro MA… Continue reading

Lancaster MA cycling loops - June 10, 2012: American Cancer Society’s 4th Annual Bicycles Battling Cancer. The 2012 BBC event will start and finish at the Bolton Fairgrounds in Lancaster MA, and will feature three “loop” route options –century (100 miles), metric century (62 miles) and “lite” (30 miles). Riders may participate individually or as a team. The registration fee… Continue reading

Lancaster Sugar House Ride - This 52 mile Seven Hills Wheelmen “Sugar House Bicycle Ride” starts at the Lancaster (MA) Middle School, intersecton of Rts 70 & 117 in Lancaster, MA. (map to start). The terrain becomes hillier and steeper as you cross into New Hampshire. At mile 27 in the middle of a five mile climb, stop at Parkers… Continue reading

Lexington MA Tour de Cure, August 18, 2024 - 15-mile, 30-Mile, 62-Mile, 100-Mile Routes. Start: Lexington Labs 10 Maguire Road, Lexington, MA… Continue reading

Lexington MA: Lexington Revolutions cycling tour - Lexington Revolutions is a CRW bicycle ride. Road mark is a yellow “slingshot”. Start: Clark Junior High School in Lexington, MA. (map to start) Description: Ride beautiful roads of Lexington, Concord, Carlisle, Lincoln, Chelmsford, and Westford. Ride by Great Brook Farm, The Olde North Bridge, Hanscom Field, horse and dairy farms. 17 mile cue,… Continue reading

Lexington Mass Bike Summer Century - The annual Mass Bike Summer Century and Family Ride was Saturday, July 30, 2011, starting from Lexington High School, 251 Waltham Street, Lexington, MA map. All rides (12, 22, 45, 62 and 100 miles) traverse the heart of American Revolutionary history, from Paul Revere’s Ride through Lexington and Concord and to nearby battlefields. Longer rides… Continue reading

Lexington-Groton ride - A Charles River Wheelmen Ride Description: This 66 mile early spring ride is a chance to experience the amazing G-forces of Lost Lake Road in Groton, along with lots of rolling hills and quiet country roads. Start: Lexington Green in Lexington Center. 1903 Mass Ave, Lexington (map) Long/66 mile Short/33 mile Route at RideWithGPS View… Continue reading

Linda’s Early Birthday Bicycle Ride - This is a classic bicycle ride from Charles River Wheelmen Start: Commuter rail station, 451 Auburn St., Auburndale, MA (map to start) Description: serene and lightly traveled back roads through the safe neighborhoods of Wellesley, Weston, Wayland, Sudbury, and Lincoln. The long rides add Concord. Route at RideWithGPS View and print cue sheet View… Continue reading