woods pond loop
- 32.4 km
- 265 m
- 233 m
- Pittsfield, Massachusetts, United States
Cycling in Pittsfield
Discover a map of 20 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 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
Tour de Greylock
Cycling route in Pittsfield, Massachusetts, United States
- 79 km
- Distance
- 800 m
- Ascent
- 802 m
- Descent
Seymour Street 18, Pittsfield to Plain Road 379, Greenfield
Cycling route in Pittsfield, Massachusetts, United States
- 105.6 km
- Distance
- 1,839 m
- Ascent
- 2,080 m
- Descent
Discover more routes
- 2–48 Northrup St, Pittsfield to 31–91 Laurel St, Pittsfield
- 4.3 km
- 14 m
- 26 m
- Pittsfield, Massachusetts, United States
- Around Town
- 2.8 km
- 29 m
- 30 m
- Pittsfield, Massachusetts, United States
- Leslie Route!
- 4.7 km
- 45 m
- 44 m
- Pittsfield, Massachusetts, United States
- Stoddard Avenue 40, Pittsfield to Cole Avenue 308, Williamstown
- 51 km
- 229 m
- 332 m
- Pittsfield, Massachusetts, United States
- 177 Linden St, Pittsfield to 1315 East St, Pittsfield
- 4.1 km
- 29 m
- 33 m
- Pittsfield, Massachusetts, United States
- Stoddard Avenue 35, Pittsfield to Willow Creek Road 40, Lenox
- 14.3 km
- 168 m
- 185 m
- Pittsfield, Massachusetts, United States
- 15 Cobble Stone Cove, Pittsfield to 1100–1374 Cascade St, Pittsfield
- 9.3 km
- 90 m
- 60 m
- Pittsfield, Massachusetts, United States
