Cycling in Massachusetts
Alewife Linear Park Cambridge, Somerville; Alewife Linear Park/Somerville Community Path 2 miles; Amesbury Riverwalk, 1.3 miles; Ashuwillticook Rail Trail 11.2 miles; Continue reading…..
Massachusetts rides by area:
Massachusetts rides on this site
(View additional rides by area)
Simsbury Scenic Short Ride - Description from CTBikeRoutes.org: The ride is over mostly flat terrain and travels through portions of Simsbury, Granby and East Granby on mostly secondary (back) roads with just a little bit of riding on busier state roads. The ride passes the Barndoor Hills Rd entrance to the McLean Game […] Mohawk – Hudson Bikeway - The Mohawk-Hudson Bikeway connects Albany and Schenectady Counties in upstate New York and is part of the Erie Canalway Trail from from Buffalo to Albany. The paved trail begins in Rotterdam and heads east to the Erastus Corning Riverfront Preserve in downtown Albany. The trail was constructed directly […] Black Lake – St. Lawrence River cycling loop - The Black Lake Bicycle Loop. This spectacular ride starts at the Lockwood Civic Center in Ogdensburg NY and goes to Black Lake and the Oswegatchie River, then returns along the St. Lawrence. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Lake George Bikeway and Feeder Canal trail - The Warren County bike trail runs from Battlefield Park in Lake George NY to Glens Falls a distance of 12 miles. From Glens Falls you can continue south on the Glens Falls Feeder Canal Trail through Hudson Falls to Fort Edward. Route at RideWithGPS View and print cue […] Sissy Danforth Rivergate Trail - The 27 mile Sissy Danforth Rivergate Trail is built on the old Penn Central Railroad bed starting in Philadelphia NY and runs east-west through Theresa and LaFargeville to Clayton. This map follows a spur north from Theresa to Redwood and back to the branch that continues west to […] Lake Kushaqua – Loon Lake mountain bike ride - From Buck Pond State Campground in Onchiota NY turn left on Buck Pond Rd. and continue to Onchiotta Road. At the next intersection turn right onto Kushaqua-Mud Pond Road. After about 5 miles turn right onto Blue Spruce Drive to Loon Lake. At 6.5 miles turn right on […] Plattsburg – Standish Adirondack Ride - This remote route begins in Plattsburg NY and heads west into the Adirondacks with very little traffic There’s a steady climb for the first 45 miles to Danamora, followed by a steep steady decline for the final 15 back to Plattsburg. Climbs are steeper riding clockwise, and you’ll […] Malone – Owls Head Ride - The Malone – Owls Head Loop starts in Malone NY and takes a long steep climb to Owl’s Head, then levels off to the town of Mountain View, From Mountain View the ride continues to Route 30 and back into Malone. Route at RideWithGPS View and print cue […] Pat Stratton Annual Memorial Bike Ride - This Adirondack Park ride north of Saranac Lake offers great mountain views but no serious climbs on state highways with wide shoulders and quiet back roads. The Pat Stratton Ride is an annual event. Route at RideWithGPS View and print cue sheet View and print map GPX file […] William H. Miner Ride from Chazy NY - This ride starts at the Chazy, NY Central Rural School. William H. Miner patented a shock-absorbing device for railway cars known as the Miner Tandem Draft Rigging. He built this school which was the first central school established in the United States. The William H. Miner Agriculture Research […] Watertown – Alexandria Bay Loop - A 3/4 century ride in the northwest corner of New York State that takes you to Alexandria Bay on the St. Lawrence River. Start at Thompson Park in Watertown, NY. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Watertown – Carthage – Evans Mills Ride - Great relatively flat roads for much of this ride with good wide shoulders after the initial climb out of Watertown in the northwest corner of New York State Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Inlet – Chain Lakes – Old Forge Ride - A scenic ride in a very remote area of the Adirondack Lakes region– a good choice when camping at Raquette Lake. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Keeseville -Ausable ride - A very pleasant ride on either side of the Ausable River through rural landscape on the Eastern edge of the Adirondacks. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Plattsburg – Ausable Chasm ride - This ride along the western side of Lake Champlain follows some of the Champlain Bikeway and touches on the foothills of the Adirondacks. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Sodus Point Ride - This is a local favorite for Rochester cyclists that starts at the Webster town park and follows backroads to Sodus Point where you can visit the historic Sodus Point Lighthouse and the small lighthouse museum. The return is along Lake Road back to Webster. Route at RideWithGPS View […] Letchmere State Park Loop - This ride starts at the visitors center for Letchworth State Park (known as the “Grand Canyon of the East), just outside of downtown Mount Morris NY south of Rochester. The route circles the park in a counter-clockwise direction, with approximately half on Park Rd with a couple of […] Cycling routes across America - These three cross-country routes are west to east, which is believed to take advantage of predominant westerly winds. Spring routes on the other hand often start in the American Southeast and head west in order to avoid the worst of the summer heat. The Cross Country Challenge is a […] Adirondack Trail Scenic Byway - The 180 mile Adirondack Trail Scenic Byway connects Fonda and Malone, traveling through the Adirondack Park, past a number of large lakes and along the Sacandaga River, while passing through the communities of Paul Smiths, Tupper Lake, Long Lake, Blue Mtn Lake, Indian Lake, Speculator, Gloversville, and Johnstown. View […] Black River Trail Scenic Byway - The new Black River Trail Scenic Byway is a 94-mile travel and transportation corridor that begins in the City of Rome at the southern end and gently weaves travelers through quaint communities to the Village of Dexter and the Black River Bay on Lake Ontario. Dude Ranch Trail - The Dude Ranch Trail passes the First Wilderness Heritage Corridor, wildlife, four-season recreational trails, horse ranches and lakeside resort villages. Enjoy amazing views of the historic Hudson River cutting its way south through an Adirondack landscape. Rouses Point – Keeseville - Rouses Point to Keeseville is a 38 mile segment of the Lakes to Locks Passage along the New York State shoreline of Lake Champlain, passing also through Coopersville, Chazy, Plattsburgh, Ausable Chasm and Port Kent. Keeseville to Port Henry NY - Keeseville to Port Henry is a 39 mile segment of the Lakes to Locks Passage along the New York shoreline of Lake Champlain. Other communities on the route include Port Douglas, Willsboro, Essex, Whallonsburg, Wadhams and Westport. Port Henry to Fort Edward NY - Port Henry to Fort Edward is a 64 mile segment of the Lakes to Locks Passage and includes a loop around Lake George. Other communities along the route include Crown Point, Ticonderoga, Glens Falls and Whitehall, Hague, Bolton Landing and the town of Lake George. Fort Edward to Waterford NY - Fort Edward to Waterford is a 40 mile segment of the Lakes to Locks Passagealong New York’s Upper Hudson River and Champlain Canal on US Route 4. The ride follows the Hudson River the entire way. Black River Scenic Byway Trail - The Black River Scenic Byway Trail is a 95-mile route connecting Rome and Dexter NY, in the Tug Hill region and along the Black River. Other communities on the trail include Westernville, Boonville, Port Leyden, Lyons Falls, Glenfield, Lowville, Castorland, Naumburg, Carthage, Deferiet, Great Bend, Felts Mills, Black […] Olympic Byway - New York State’s 170-mile Olympic Byway stretches from Henderson Harbor on Lake Ontario to Keeseville on Lake Champlain, passing through the Adirondacks. Along the way are Lake Placid, Star Lake, Cranberry Lake, Tupper Lake and Saranac Lake. Revolutionary Trail Scenic Byway - The Revolutionary Trail runs just south of the Adirondack Park in New York State from Albany west along the Mohawk River for 158 miles to Lake Ontario Roosevelt – Marcy Trail - This 40-mile route follows Teddy Roosevelt’s ride from Mount Marcy NY to the North Creek Depot and continues to Long Lake with spectacular views of the High Peaks. New York Bike Route 17 - NY State Bicycle Route 17 is a signed, on-road bicycle route that extends 442 miles from State Bicycle Route 9 in the Village of Wappingers Falls to State Bicycle Route 517 in the Village of Westfield on the shores of Lake Erie. This route also connects with State […] Waltham Prospect Hill Climb - Prospect Hill Park is a 252 acre wooded park with two main summits, owned and by the City of Waltham, MA. At 485 feet, the higher summit, Big Prospect, is the second highest point in the vicinity of Boston. The main entrance and parking area is located on the northern […] Kennebec River Rail Trail - The 6.5 mile Kennebec River Trail is a paved path that follows the Kennebec River in Maine. The map below shows a round trip ride from downtown Augusta to Gardiner to the trail end in downtown Gardiner close to waterfront park, then returning to Augusta. View and print […] Lake George century ride - The Lake George Centurion originates at Beach Road on Lake George in New York State. The ride features over 7000 ft of climb over the 100 mile course. route Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Print PDF cue […] Holi Terror - Holi Terror is a Niagara Frontier Cycling Club ride, starting from the starting from Holimont Ski Area near Ellicottville, NY. route Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Print PDF cue sheet (requires RWGPS login) 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 […] Swanton Almost to Canada - This Green Mountain Bicycle Club ride starts at Highgate Elementary School in Swanton, VT. The route takes your through northwestern Vermont near Lake Carmi and the towns of through Morses Line and Franklin. The long ride goes up to Richford and through Enosburg Falls. View this ride at http://ridewithgps.com/routes/936748 […] Awesome Ausable - This Green Mountain Bicycle Club ride explores the other side of Lake Champlain along the Ausable River in the foothills of the Adirondacks in New York State. This challenging ride follows the Ausable River from Port Kent to Lake Placid with shorter options by simply turning around. Bring […] 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 […] Airline Rail Trail - Airline Trail State Park is a linear trail park that begins in East Hampton CT and continues north to Willimantic. The northern section of the trail continues from Putnam to Willimantic. The Airline Rail Trail follows the bed of the abandoned New Haven, Middletown & Willimantic Railroad in […] Ammonoosuc Rail Trail - The Ammonoosuc Rail Trail is a 19 mile gravel and dust path following the Ammonoosuc River in New Hampshire. The trail starts at Central Street in Woodsville and ends at Industrial Park Road in Littleton. Route at RideWithGPS View and print map GPX file TCX Course Share Town Ride, Woodstock VT - The Share Town Ride benefits the Woodstock Community Food Shelf. START: Vail Field, South Street (Route 106), Woodstock, Vermont. Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course 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 […] Around the Block from Hardwick Vermont - This ride is from Cycling the Kingdom by the Northeastern Vermont Development Association. “Around the block is what Vermonters call making a series of right-hand turns to get back where they started — even if it takes more than 50 miles to do it. This one of the […] Rockingham County Ride - This is a North Shore Cyclists Ride Start: Haverhill High School, 137 Monument St., Haverhill, MA map to start Directions: From Rte 495 north, take exit 50. At end of ramp go straight across Broadway onto Monument St., then go straight through 4-way stop. Haverhill High School is […] 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 […] 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 […] 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 […] NBW Rhode Island – CT Fall Foliage Tour - This is the Narragansett Bay Wheelmen (NBW ) ride #74 Fall Foliage Tour from North Scituate RI west into the northeastern corner of Connecticut. Start: Ponagansett High School Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course 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. Salisbury CT 30 mile loop - Description from CTBikeRoutes: This ride features spectacular mountain and valley views, and beautiful river stretches. Follow gentle, rolling paved roads with a few moderate down hills and several moderately difficult climbs. Highlights include Bartholomew’s Cobble Nature Preserve, Beckley Furnace, and the Pfizer Limestone Quarry. Start: : Scoville Library, […] Hidden Valley – Lake Waramaug Ride - From CTBikeRoutes: The ride passes through rolling and very scenic countryside in the western part of Connecticut and features two loops around Lake Waramaug. Start: Bee Brook roadside parking area on Rt. 47 in Washington Depot;. The park is on the right about one mile from Washington Depot […] Litchfield – Bethlehem ride - Description from CTBikeRoutes: This is a very scenic ride over rolling to hilly terrain through the towns of Litchfield, Morris and Bethlehem, with a possible visit to the Abbey of Regina Laudis in Bethlehem. There are several short stretches on dirt roads but they are easily navigable on […] 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 […] Salisbury Housatonic Climber - Description from CTBikeRoutes: This ride is known as Lullaby on Music Mountain and is a deviation of the “Scintillating Salisbury” ride.It takes a different (and exceptionally hilly) mid-ride route to Music Mountain, and then over the ridge and down to the Covered Bridge crossing the Housatonic River in […] Bethlehem Double Loop - Description from CTBikeRoutes: Known as the Bucolic Bethlehem ride, it is at times a hilly ride by orchards, farms, fields, and forests. Ride through White Memorial Foundation and along Bantam Lake. The route forms a rough figure 8. Doing only the first half of the 8 is a ride […] Topsmead – Bantam Lake Ride - Description from CTBikeRoutes: This ride visits the towns of Litchfield and Morris and tours Topsmead State Forest and Bantam Lake in a rather hilly, but exceptionally beautiful part of the state. Points of interest that can be visited are the Haight Vineyard, the White Memorial Foundation and the […] Bethlehem and three berries - Ride Description from CTBikeRoutes: This scenic ride is over mostly rolling terrain with two steeply hilly sectionsone as you climb up to Bethlehem (~ 9.0 mi. to 12.8 mi.) and the other towards the end of the ride as you depart Southbury (29.2 mi.) and go up and […] 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 […] Tiverton RI Half Century - NARRAGANSETT BAY WHEELMEN TIVERTON FIFTY Start: Tiverton Middle School, Quintal Dr, Tiverton (map to start) Description: “A favorite club ride. Ride past salt ponds and Sakonnet Vineyards (for great water view, do the optional loop to Sakonnet Point). Little Compton is a traditional New England village, with its […] Saratoga Springs – Sacandaga Lake Loop - A scenic Saratoga Cycling Club 85 mile ride from Saratoga Springs NY to Great Sacandaga Lake. Rolling with a few moderate hills. Downloads: Garmin Training Center (.tcx) GPX Track (.gpx) Google Earth (.kml) Route at RideWithGPS View and print cue sheet View and print map GPX file TCX Course Tour de Farm, Easton NY - Third Annual Tour de Farm Bike-a-thon, fun, healthy and educational bike ride highlighting the scenic landscapes of the upper Hudson River Valley. Riders can choose between a 15 and a 35 mile route. Each route tours the farmland and historic sites within the “view shed” of Saratoga National […] 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 […] Central Adirondack Trail - The 153-mile Central Adirondack Trail begins above the Hudson River in Glens Falls and travels north to the shore of Lake George, then reaches its northern arc as it passes through Indian Lake and Blue Mountain Lake, then heads south to Rome NY. Downloads: Garmin Training Center (.tcx) […] 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 […] Nashua River Rail Trail - The Nashua River Rail Trail follows the former Hollis branch of the Boston and Maine Corp. railroad for 11 miles through the towns of Ayer, Groton, Pepperell and Dunstable, with a 10-foot wide paved surface for the entire length. The trail travels along a varied and scenic landscape, […] New York Bike Route 5 - State Bicycle Route 5 is a signed on-road bicycle route that extends 365 miles from Niagara Falls across New York to the Massachusetts state line. The route parallels the Erie Canal and the New York State Canalway Trail. It intersects with State Bicycle Routes 9, 11, 14, 19 […] New York State Bike Route 9 - New York State Bicycle Route 9 starts in New York City, follows U.S. Route 9W through the Palisades and connects with Bicycle Route 17 in Wappingers Falls and State Bicycle Route 5 in Albany. The route continues north to Rouses Point at the the Canadian border. View at […] New York State Bike Route 14 - State Bicycle Route 14 is a signed, on-road bicycle route that extends 95 miles from the Pennsylvania state line near Elmira to Sodus Point on the shores of Lake Ontario. This route connects with Pennsylvania State Bicycle Route G. It also intersects New York State Bicycle Routes 5 […] New York State Bicycle Route 19 - New York State Bicycle Route 19 is a signed, on-road bicycle route that extends 109 miles from the Pennsylvania state line near the Village of Shongo to Hamlin Beach State Park on the shores of Lake Ontario. NY State Bicycle Route 19 intersects State Bicycle Route 17 in […] New York State Bicycle Route 24 - New York State Bicycle Route 24 begins at the Riverhead Traffic Circle and proceeds east through the Pine Barrens and a view of Peconic Bay on designated bicycle lanes as far as Old Riverhead Road, just north of NY 27-Sunrise Highway. State Bicycle Route 24 connects with NYS […] New York State Bicycle Route 25 - New York State Bicycle Route 25 runs from Smithtown east to Orient Point, passing through Port Jefferson Station, Shoreham, and Riverhead. The route joins Bike Route 25A from Branch to Calverton, The route leaves Route 25A from Stony Brook to Setauket and from Port Jefferson to Sound Beach […] New York State Bicycle Route 25A - New York State Bicycle Route 25A begins at the Cold Spring Harbor Long Island(LIRR)Station at the intersection of NY Route 108 and Woodbury Road, and continues through the Town of Huntington on along local roads. The four miles along NY Route 25A between Kings Park and Smithtown Bull […] New York State Bicycle Route 27 - New York State Bicycle Route 27 runs along NY 27/Montauk Highway from Suffolk County Road 39A in Cobb to Montauk Point State Park. View at RideWithGPS New York State Bicycle Route 28 - New York State Bicycle Route 28 is an unsigned cycling route that runs from Kingston north to the border of Delaware and Ulster counties in Shandaken. Highway 28 continues to Oneonta with mostly acceptable shoulders but is not officially designated. View at RideWithGPS New York State Bicycle Route 32 - New York State Bicycle Route 32 runs from Kingston south to New Paltz,where it connects with the Harlem Valley Rail Trail as shown in the map below: View at RideWithGPS New York State Bicycle Route 114 - New York State Bicycle Route 114 follows State Rt. 114 on Long Island from East Hampton through Sag Harbor it detours onto Hempstead Street and Bay Street before rejoining NY 114, In Greenport the bike route continues west along NY 25 to Moore’s Lane where it connects with […] NY State Bicycle Route 517 - State Bicycle Route 517 is a signed on-road bicycle route that extends 100 miles from the Pennsylvania State Line near Jamestown on Lake Erie to Lockport, then continues to Olcott on Lake Ontario. This route connects with Pennsylvania State Bicycle Routes, NY State Bicycle Routes 5 and 17, […] Harlem Valley Rail Trail - The Harlem Valley Rail Trail is currently two sections totaling 15 paved miles through rural Dutchess and Columbia County. the currently built section of a proposed 46-mile rail trail in the Harlem Valley and Taconic Hills of eastern New York. You may connect the two sections by using […] Farmington River and Canals Trails - The Farmington Canal Heritage Trail (FCHT) is a partially paved trail running from from New Haven CT north into Massachusetts. Historic buildings, canal locks, the remains of canal aqueducts and other landmarks are evident as the trail meanders along abandoned rail corridors and canal tow paths. The Farmington […] 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 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 […] Wayland Every Which Way - A Nashoba Valley Pedalers (NVP) Ride from Wayland MA. The 25 mile route circles the general Wayland area. The 50 mile route passes though Harvard before returning though Acton and Sudbury. Route at RideWithGPS View and print cue sheet View and print 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 […] 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 Dover Moose Hill Madness - A CRW Ride Start: Chickering Fields, 114 Dedham Street, Dover MA. Description: This ride which starts in Dover, heads south with the long ride wandering through the Moose Hill Reservation in Sharon. The rides return through Walpole, Norfolk and Medfield.. Route at RideWithGPS View and print cue sheet […] 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 […] 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 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. […] 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 […] 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, […] 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 […] 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 […] 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 […] Portsmouth-Ogunquit ride - This is a Charles River Wheelmen bicycle ride Start: Portsmouth Park and Ride – 15 miles North of 495 and 95. (map to start) Description: Scenic shoreline and rural roads of historic Portsmouth, York, and Ogunquit. Ride along the ocean, past the Nubble lighthouse, and through quiet back […] North Attleboro-Mendon ride - Two State Tango is a Charles River Wheelmen bicycle ride. Road mark is shown on right. Start: Knights of Columbus, North Attleborough, MA. (map to start) Description: Rides go northwest, tangoing over the Massachusetts – Rhode Island borders, in various towns including North Attleborough, Plainville, Wrentham, and other […] 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 […] South Acton MA – Wachusett Reservoir cycling loop - This is a Charles River Wheelmen bicycle ride known as the Wachusett Reservoir Wheelabout . The road mark is a white chevron and dot. Start: South Acton “T” station. (map to start) Description: Head west from South Acton, MA and circle Wachusett Reservoir before returning to the start […] 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 […]