Cycling in Massachusetts
Discover a map of 18,449 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 18,449 cycle routes to explore. Most people get on their bikes to ride here in the months of July and August.
579,670 km
Tracked distance
18,449
Cycle routes
Community
Most active users in Massachusetts
Handpicked routes
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From our community
The best bike routes in Massachusetts
Liberty Square 50-miler
Cycling route in Lexington, Massachusetts, United States
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
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
Dover Ramble
Cycling route in Dover, Massachusetts, United States
Based on Dover Cruise from book, removed 1 loop
- 36.3 km
- Distance
- 335 m
- Ascent
- 335 m
- Descent
Walden Pond Loop From Hunnewell Hill
Cycling route in Arlington, Massachusetts, United States
- 63.9 km
- Distance
- 506 m
- Ascent
- 482 m
- Descent
Discover more routes
Cambridge to Gore Place- Distance
- 10.5 km
- Ascent
- 68 m
- Descent
- 57 m
- Location
- Arlington, Massachusetts, United States
Weston-Wayland Light Workout- Distance
- 23 km
- Ascent
- 120 m
- Descent
- 121 m
- Location
- Weston, Massachusetts, United States
Windsor loop- Distance
- 33.2 km
- Ascent
- 444 m
- Descent
- 442 m
- Location
- Chesterfield, Massachusetts, United States
Cape Ann- Distance
- 89 km
- Ascent
- 309 m
- Descent
- 297 m
- Location
- Brookline, Massachusetts, United States
Provincetown national seashore- Distance
- 8.7 km
- Ascent
- 78 m
- Descent
- 78 m
- Location
- Provincetown, Massachusetts, United States
Walden Pond - Walden Pond- Distance
- 46.6 km
- Ascent
- 459 m
- Descent
- 458 m
- Location
- Arlington, Massachusetts, United States
North Andover, Boxford, Georgetown & Groveland hills- Distance
- 38.9 km
- Ascent
- 379 m
- Descent
- 367 m
- Location
- Boxford, Massachusetts, United States
26 mile loop- Distance
- 41.6 km
- Ascent
- 130 m
- Descent
- 125 m
- Location
- Rehoboth, Massachusetts, United States
Cycling regions in Massachusetts
North Seekonk
39 cycling routes
Plympton
9 cycling routes
Tyngsboro
15 cycling routes
Millbury
4 cycling routes
Bedford
198 cycling routes
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Popular cycling regions in United States
