Cycling in Chesterfield
Discover a map of 27 cycling routes and bike trails near Chesterfield, created by our community.
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Get to know Chesterfield
Find the right bike route for you through Chesterfield, where we've got 27 cycle routes to explore.
1,294 km
Tracked distance
27
Cycle routes
1,222
Population
Community
Most active users in Chesterfield
From our community
The best bike routes in and around Chesterfield
Windsor loop
Cycling route in Chesterfield, Massachusetts, United States
- 33.2 km
- Distance
- 444 m
- Ascent
- 442 m
- Descent
Chesterfield-Holyoke (South St)
Cycling route in Chesterfield, Massachusetts, United States
- 38.6 km
- Distance
- 382 m
- Ascent
- 738 m
- Descent
Therese's weeknight ride
Cycling route in Chesterfield, Massachusetts, United States
- 13 km
- Distance
- 177 m
- Ascent
- 177 m
- Descent
Ashfield Loop w/Chesterfield Gorge
Cycling route in Chesterfield, Massachusetts, United States
- 52.1 km
- Distance
- 849 m
- Ascent
- 852 m
- Descent
Discover more routes
Ashfield Loop- Distance
- 38.9 km
- Ascent
- 533 m
- Descent
- 536 m
- Location
- Chesterfield, Massachusetts, United States
Therese's Trek- Distance
- 55.1 km
- Ascent
- 554 m
- Descent
- 554 m
- Location
- Chesterfield, Massachusetts, United States
Therese's Work Ride- Distance
- 10.7 km
- Ascent
- 264 m
- Descent
- 264 m
- Location
- Chesterfield, Massachusetts, United States
Goshen - Holyoke- Distance
- 38.1 km
- Ascent
- 108 m
- Descent
- 497 m
- Location
- Chesterfield, Massachusetts, United States
Chesterfield-Holyoke (East St)- Distance
- 39.7 km
- Ascent
- 313 m
- Descent
- 670 m
- Location
- Chesterfield, Massachusetts, United States
Worthington Loop- Distance
- 44.6 km
- Ascent
- 842 m
- Descent
- 842 m
- Location
- Chesterfield, Massachusetts, United States
Therese's Weekend Church ride- Distance
- 35.5 km
- Ascent
- 380 m
- Descent
- 380 m
- Location
- Chesterfield, Massachusetts, United States
Hyde Hill Loop- Distance
- 20.9 km
- Ascent
- 391 m
- Descent
- 395 m
- Location
- Chesterfield, Massachusetts, United States