Bedford, MA Ride around Carlisle

Bedford MA bicycle ride

This Charles River Wheelmen 28-mile ride winds through mild rolling back roads in Concord, Carlisle, Acton, and Chelmsford for those out to enjoy the scenery. Start:  Parking lot of the Bedford Town Hall/High School/Library complex in Bedford Center, 7 Mudge Way, Bedford, MA View this ride at http://ridewithgps.com/routes/269948  Route at RideWithGPS View Cue Sheet from Browser Print Map from BrowserLog… Continue reading Bedford, MA Ride around Carlisle

North Catskill Century Ride

North Catskill Century bicycle ride

This 105-mile bicycle ride starts in Margaretville, NY, and was designed in 2009 by the Central Catskill Chamber of Commerce as the 1st Annual Catskills Scenic Ride-n-Peak event, with several shorter distance options available. The start location is the Village of Margaretville Pavilion, 982 Main Street, Margaretville, NY 12455. There is over a mile in… Continue reading North Catskill Century Ride

Bares and the B’s from South Acton, MA

South Acton Clinton Bolton bicycle ride

This 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 in Berlin and take the indirect route back to Acton via Harvard. While the shorter route… Continue reading Bares and the B’s from South Acton, MA

Becket, MA Hill climb

Becket MA to Lenox bicycle ride

A climbing ride in the Berkshires. From Lenox, Massachusetts, head east for a few miles on the shoulder of Rt. 20, then take local roads to tiny Becket, Massachusetts. The route back through New Lenox passes BY 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 Becket, MA Hill climb

Montpelier Onion River Century

Onion River Century bicycle ride

The Onion River Century Ride in the Northeast Kingdom of Vermont rides through maple forests and New England towns. View this ride at http://ridewithgps.com/routes/308270 Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files

Prescott Ontario Pedal4Paws

Prescott Saint Lawrence bicycle ride

This ride starts in Prescott, Ontario, just across the border from the U.S. The 82-kilometre route heads west along the St. Lawrence River before turning north to North Augusta and Spencerville, where the short version joins directly from Prescott. From Spencerville, both routes head back to Prescott. The terrain is very flat with only 250… Continue reading Prescott Ontario Pedal4Paws

Meriden-Durham CT Orchard Ride

Meriden CT bicycle ride

Description from CTBikeRoutes: This rather hilly ride travels through the back roads of eastern Meriden, Middletown, Middlefield, East Berlin, Cromwell, Durham and Wallingford. While the hills will make you gasp, you will find the scenery en route makes your effort worthwhile. The suggested lunch stop is at the Lyman Orchards farm store in Middlefield. Start:… Continue reading Meriden-Durham CT Orchard Ride

Adirondack Century Ride

Lake Placid Century ride

This ride goes through the Adirondack Park north of Saranac Lake with wide shoulders and quiet backroads on rolling but not mountainous terrain. Locations along the route include Paul Smiths, Mecham Lake, Lake Clear, Gabriels, and St. Regis Falls. http://ridewithgps.com/routes/908259  Route at RideWithGPS View Cue Sheet from Browser Print Map from BrowserLog in to RideWithGPS &… Continue reading Adirondack Century Ride

Lake Placid, NY Ironman Ride

Lake Placid Ironman ride

The Lake Placid Ironman Ride is a 112-mile training ride that goes twice around the course. View this ride at http://ridewithgps.com/routes/908196  Route at RideWithGPS View Cue Sheet from Browser Print Map from BrowserLog in to RideWithGPS & click on More to export GPS files

Newton-Wrenham MA Loop

Larry Galante created a Memorial Bike Ride for Christina Genco, a BU alum and Newton native, who died in a cycling accident while she was leading a cross-country bicycle trip with Bike &Build. Christina and Larry biked together from Boston to Santa Barbara, CA in 2009. The ride commemorated Christina's life and raised money for the Christina… Continue reading Newton-Wrenham MA Loop

Rock to Rock Earth Day Ride, New Haven CT, April 25, 2026

Rock to Rock riders raise support for more than 20 local groups -- all doing high-impact work to create a healthier, greener community. Rock to Rock begins at Common Ground (358 Springside Avenue -directions), at the base of West Rock Park, and finishes at College Woods at East Rock Park. Along the way, we stop… Continue reading Rock to Rock Earth Day Ride, New Haven CT, April 25, 2026

Bike for the Lake, North Hero VT, June 13, 2026

Bike for the Lake, North Hero VT

Funds raised will support our work on projects to ensure that we can continue to celebrate the beauty of Lake Champlain! Routes of 30, 60, 80, and 100 miles through the Champlain Islands and along the New York shore.

Best Buddies Challenge, Cape Cod, MAY 30, 2026

Join The Best Buddies Challenge. The 100, 55, 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 available.… Continue reading Best Buddies Challenge, Cape Cod, MAY 30, 2026

Kennebunks Ride

Tour de Cure, Wells Maine

Location: Wells Reserve at Laudholm, 342 Laudholm Farms Road, Wells, ME, 04090 Routes: 100 miles 63 miles 30 miles 2018 63-mile route Route at RideWithGPS View and print cue sheet View and print mapLog in to RideWithGPS & click on More to export GPS files  

Tour de Heifer, Brattleboro VT

Tour de Heifer Brattleboro

The Tour de Heifer’s 60 and 30-mile challenge routes follow dirt roads with minimal pavement.  Both entail significant elevation change — that is, hill-climbing, and lots of it! All of the routes begin and end at Lilac Ridge Farm in West Brattleboro, VT. 2016 routes are shown: 60 miles Route at RideWithGPS View and print cue sheet… Continue reading Tour de Heifer, Brattleboro VT

Vermont Gran Fondo, Bristol VT, 2027

The Vermont Gran Fondo is a non-competitive ride through Vermont’s Green Mountains. This ride will test your fitness with its challenging climbs. There are amazing views at the top of each gap—savor them for a moment before you speed downhill. This ride will resume in 2027. 2019 location: Bristol Recreation Club, 110 Airport Drive, Bristol,… Continue reading Vermont Gran Fondo, Bristol VT, 2027

Maine Lobster Roll, Rockland ME, July, 2026

Rockland Maine Lobster bike ride

The Maine Lobster Ride supports the Bicycle Coalition of Maine's work to improve bicycling in Maine. Start from Rockland District High School. Rockland District High School, 400 Broadway, Rockland, ME. Visit Bike Maine for more information. The ride will be held in late July 2026. Route at RideWithGPS View and print cue sheet View and… Continue reading Maine Lobster Roll, Rockland ME, July, 2026

Tiverton, RI Metic Century

Ride through beautiful Tiverton and Little Compton RI, with a barbecue upon return. All proceeds benefit the Megan L Cordeiro Memorial Foundation.

Bikes Fighting Cancer, Deerfield, MA, June 20, 2026

Bikes Fighting Cancer

Join us for the Bikes Fighting Cancer FUNdraising bike ride in Western Mass, dedicated to supporting families dealing with the burden of a cancer diagnosis and advancing cancer research.  Two beautiful routes start at the very cool Tree House Brewing Company and meander through the picturesque Pioneer Valley and along the Connecticut River, featuring long… Continue reading Bikes Fighting Cancer, Deerfield, MA, June 20, 2026

Lighthouse Point Ride, New Haven CT

Lighthouse Point, New Haven

Start location: Light House Point Park, New Haven, CT Cue sheets 10 Mile Cue Sheet 25 Mile Cue Sheet 50 Miler Cue Sheet RideWithGPS 50 MILER: 48.4 mi  2,249 ft elevation 10 MILER: 10.4 mi  341 ft elevation