
Cycling in Pittsfield
Discover a map of 19 cycling routes and bike trails near Pittsfield, created by our community.
Region portrait
Get to know Pittsfield
Find the right bike route for you through Pittsfield, where we've got 19 cycle routes to explore.
1,145 km
Tracked distance
19
Cycle routes
44,737
Population
Community
Most active users in Pittsfield
From our community
The best bike routes in and around Pittsfield
Washington Mt. 1
Cycling route in Pittsfield, Massachusetts, United States
Test
- 30.1 km
- Distance
- 476 m
- Ascent
- 476 m
- Descent
Stoddard Avenue 35, Pittsfield to Main Street 880, Williamstown
Cycling route in Pittsfield, Massachusetts, United States
- 45 km
- Distance
- 314 m
- Ascent
- 416 m
- Descent
Stoddard Avenue 35, Pittsfield to Willow Creek Road 40, Lenox
Cycling route in Pittsfield, Massachusetts, United States
- 14.3 km
- Distance
- 168 m
- Ascent
- 185 m
- Descent
Tour de Greylock
Cycling route in Pittsfield, Massachusetts, United States
- 79 km
- Distance
- 800 m
- Ascent
- 802 m
- Descent
Discover more routes
- woods pond loop
- Distance
- 32.4 km
- Ascent
- 265 m
- Descent
- 233 m
- Location
- Pittsfield, Massachusetts, United States
- Stoddard Avenue 40, Pittsfield to Cole Avenue 308, Williamstown
- Distance
- 51 km
- Ascent
- 229 m
- Descent
- 332 m
- Location
- Pittsfield, Massachusetts, United States
- Around Town
- Distance
- 2.8 km
- Ascent
- 29 m
- Descent
- 30 m
- Location
- Pittsfield, Massachusetts, United States
- ride
- Distance
- 127.8 km
- Ascent
- 913 m
- Descent
- 913 m
- Location
- Pittsfield, Massachusetts, United States
- 299 North St, Pittsfield to 228 Western Ave, Albany
- Distance
- 63.5 km
- Ascent
- 441 m
- Descent
- 698 m
- Location
- Pittsfield, Massachusetts, United States
- Leslie Route!
- Distance
- 4.7 km
- Ascent
- 45 m
- Descent
- 44 m
- Location
- Pittsfield, Massachusetts, United States
- 15 Cobble Stone Cove, Pittsfield to 1100–1374 Cascade St, Pittsfield
- Distance
- 9.3 km
- Ascent
- 90 m
- Descent
- 60 m
- Location
- Pittsfield, Massachusetts, United States
- Stoddard Avenue 37, Pittsfield to Main Street 880, Williamstown
- Distance
- 44.3 km
- Ascent
- 257 m
- Descent
- 358 m
- Location
- Pittsfield, Massachusetts, United States