Cycling in Pittsfield
Discover a map of 20 cycling routes and bike trails near Pittsfield, created by our community.
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Get to know Pittsfield
Find the right bike route for you through Pittsfield, where we've got 20 cycle routes to explore.
1,195 km
Tracked distance
20
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
- 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