
Cycling in Massachusetts
Discover a map of 17,463 cycling routes and bike trails in Massachusetts, created by our community.
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Get to know Massachusetts
Find the right bike route for you through Massachusetts, where we've got 17,463 cycle routes to explore. Most people get on their bikes to ride here in the months of July and August.
535,350 km
Tracked distance
17,463
Cycle routes
Community
Most active users in Massachusetts
From our community
The best bike routes in Massachusetts
Liberty Square 50-miler
Cycling route in Lexington, Massachusetts, United States of America
Lexington, Concord, South Acton, Stow, Boxboro, Littleton, Ayer, Forge Village, Westford, South Chelmsford, Carlisle, Bedford
- 85.5 km
- Distance
- 509 m
- Ascent
- 522 m
- Descent
Three Hills Figure Eight
Cycling route in Andover, Massachusetts, United States of America
This 21+ mile route includes three reasonable hills including Main St., Boxford, Rt 133 out of Georgetown Center, and Baldpate Rd. in Boxford.
Baldpate going north-to-south is not as challenging as the other direction, but you can always turn-around and go back up it...
- 34.6 km
- Distance
- 267 m
- Ascent
- 264 m
- Descent
Walden Pond Loop From Hunnewell Hill
Cycling route in Arlington, Massachusetts, United States of America
- 63.9 km
- Distance
- 506 m
- Ascent
- 482 m
- Descent
Cambridge to Gore Place
Cycling route in Arlington, Massachusetts, United States of America
Mostly on dedicated multi use paths. Press pedestrian crossing buttons. Go on sidewalk on bridge crossings.
You want South side of Charles River. Fewer road crossings.
Alewife to Watertown on Watertown-Cambridge Greenway. Press Ped Crossing button on Arlington St crossing (for
- 10.5 km
- Distance
- 68 m
- Ascent
- 57 m
- Descent
Discover more routes
- Weston-Wayland Light Workout
- Distance
- 23 km
- Ascent
- 120 m
- Descent
- 121 m
- Location
- Weston, Massachusetts, United States of America
- Windsor loop
- Distance
- 33.2 km
- Ascent
- 444 m
- Descent
- 442 m
- Location
- Chesterfield, Massachusetts, United States of America
- Provincetown national seashore
- Distance
- 8.7 km
- Ascent
- 78 m
- Descent
- 78 m
- Location
- Provincetown, Massachusetts, United States of America
- North Andover, Boxford, Georgetown & Groveland hills
- Distance
- 38.9 km
- Ascent
- 379 m
- Descent
- 367 m
- Location
- Boxford, Massachusetts, United States of America
- Walden Pond - Walden Pond
- Distance
- 46.6 km
- Ascent
- 459 m
- Descent
- 458 m
- Location
- Arlington, Massachusetts, United States of America
- 26 mile loop
- Distance
- 41.6 km
- Ascent
- 130 m
- Descent
- 125 m
- Location
- Rehoboth, Massachusetts, United States of America
- tour boston2
- Distance
- 17.2 km
- Ascent
- 123 m
- Descent
- 123 m
- Location
- Boston, Massachusetts, United States of America
- Wellesley, Natick, 20 back
- Distance
- 34.8 km
- Ascent
- 158 m
- Descent
- 159 m
- Location
- Wellesley, Massachusetts, United States of America
Cycling regions in Massachusetts
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