Route provided by the Northampton Cycling Club, Northampton, MA. 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(Log in to RideWithGPS & click on More to export files) 72-Mile Ride A metric century with a few extra… Continue reading Northampton Century Ride
Rt. 2 from North Adams to Greenfield, known as 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 early on Sunday mornings to avoid traffic. This ride climbs… Continue reading Williamstown-Deerfield River Ride
This Narragansett Bay Wheelmen ride in the southwest corner of Rhode Island spends a few miles in Connecticut, north of Pawcatuck, and briefly touches on the shoreline. Start: Chariho High School, Wood River Junction Distance: 46 miles Route at RideWithGPS View and print cue sheet View and print map(Log in to RideWithGPS & click on… Continue reading Wood River Junction Rhode Island 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 the heart of some of the Boston area's greatest road biking country. Distance: 61 miles Route at RideWithGPS View and print map(Log in to RideWithGPS… Continue reading Concord Soldier Ride
This Charles River Wheelmen ride is known as "A River Runs Through It" and takes you through beautiful rolling wooded countryside west of Boston, with views of the Sudbury and Assabet River plains. The ride goes through Concord, Sudbury, Wayland, Lincoln, Stow, and Hudson. Distance: 66 miles Route at RideWithGPS View and print cue sheet… Continue reading Wayland-Concord-Boxborough Loop
Start: Mansfield Hollow State Park, Bassetts Bridge Road, Mansfield, CT. Distance: 32 miles. Description: This is a hilly ride including long up hills, especially during the last half of the ride; there also are thrilling downhill runs. The first half of the ride features views of farmland and neighborhood routes with views of the Willimantic… Continue reading Mansfield Hollow Ride
Description: This ride over mostly flat terrain travels through portions of Simsbury, Granby, Southwick, MA, Suffield, East Granby & Windsor 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 Refuge, Lake Congamond, the entrance to the… Continue reading Simsbury, Southwick and Suffield, CT ride
NARRAGANSETT BAY WHEELMEN DIAMOND HILL RIDE # 129 Start: Diamond Hill State Park, 114, CUMBERLAND, RI (Map to Start) Description: (This is the medium-length version. Heading north from the park along the route, you will pass farms and cottages of this suburban area south of metropolitan Boston and north of the Attleboros. Route at RideWithGPS… Continue reading Cumberland RI Diamond Hill North
Charles River Wheelmen's 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 at RideWithGPS View… Continue reading CRW Fall Century, Acton MA
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. Distance: 42 miles with 35-mile… Continue reading Great Barrington-Stockbridge Ride
A Charles River Wheelmen Ride Description: A scenic ride through apple country. Description: Travel 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. Start:… Continue reading Honey Pot Hills Orchard Ride
Start: Clark Junior High School in Lexington, MA. (map to start) Description: Ride the 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. Route at RideWithGPS View and print cue sheet View and print map (Log in & click… Continue reading Lexington MA: Lexington Revolutions Cycling Route
Dozens of trails and bicycle paths in New York State with links to the Bike New England and TrailLink sites.
Trails and bicycle paths in Maine, with links to the Trail Link site.
Rides in Vermont, New Hampshire and Maine, including a couple of week-long cycling tours.
Trails and bicycle paths in Rhode Island, with links to the Traillink site.
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.
Links to over 100 bicycle trails and bike paths from the Berkshires to the North Shore and Cape Cod.
Much appreciation to CTBikeRoutes for their extensive listings of rides in Connecticut and neighboring Massachusetts and Rhode Island
Connecticut bicycle trails on the Bike New England site
Cycling New England 