The best road cycling routes around Bridgewater
4.6
(13)
359
riders
60
rides
Last updated: October 29, 2025
4
riders
1. Massasoit State Park & Lakeville loop via Assawompset Pond
38.5km
01:33
150m
150m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
3
riders
2. Middleborough to Snipatuit Pond loop via Lakeville
67.6km
02:46
290m
290m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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5.0
(3)
69
riders
3. Claybrook Road – Charles River Dam and Weir loop from Bridgewater
229km
09:56
1,310m
1,310m
Expert road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
10
riders
4. Town Forest loop from Bridgewater
55.7km
02:18
270m
270m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
8
riders
5. Leonards Pond – Tremont Mill Pond loop from Hanson
94.4km
03:44
330m
330m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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