The best road cycling routes around West Dennis
4.5
(11)
739
riders
59
rides
Last updated: November 9, 2025
42
riders
1. Hinckleys Pond – Long Pond loop from Harwich
118km
04:47
620m
620m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
43
riders
2. Smith Road – Chatham Rail Trail Extension loop from Yarmouth
24.9km
00:57
70m
70m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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4.0
(3)
81
riders
3. Downtown Chatham – Chatham Light Beach loop from Dennis
41.2km
01:43
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.0
(1)
11
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4
riders
5. Allen Harbor – Stony Brook Grist Mill loop from Dennis
66.5km
02:46
320m
320m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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