
Cycling in Massachusetts
Discover a map of 18,449 cycling routes and bike trails in Massachusetts, created by our community.
Region portrait
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
Discover Massachusetts through these collections

Tour
From our community
The best bike routes in Massachusetts
Liberty Square 50-miler
Cycling route in Lexington, Massachusetts, United States
- 85.5 km
- Distance
- 509 m
- Ascent
- 522 m
- Descent
Three Hills Figure Eight
Cycling route in Andover, Massachusetts, United States
- 34.6 km
- Distance
- 267 m
- Ascent
- 264 m
- Descent
Dover Ramble
Cycling route in Dover, Massachusetts, United States
- 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 Eastham
35 cycling routes
Hadley
35 cycling routes
Milton
181 cycling routes
Monson
1 cycling route
Taunton
40 cycling routes
See where people are biking in United States
Popular cycling regions in United States
United StatesState of Maine United StatesAlabama United StatesSouth Dakota United StatesConnecticut United StatesAlaska