The best road cycling routes around West Brattleboro
3.0
(1)
65
riders
12
rides
Last updated: November 14, 2025
15
riders
1. Sawyer Pond loop from Brattleboro
62.1km
02:58
670m
660m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
8
riders
2. Sawyer Pond – Cushman Park loop from Brattleboro
52.9km
02:17
460m
460m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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8
riders
3. Newfane Store loop from Brattleboro
93.9km
04:15
960m
960m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
7
riders
4. Weatherhead Hollow Pond – Cushman Park loop from Brattleboro
54.9km
02:26
550m
550m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
6
riders
5. Roadbike loop from Chesterfield
28.1km
01:26
360m
360m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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