The best road cycling routes around Dennis
4.5
(38)
1,413
riders
59
rides
Last updated: October 14, 2025
48
riders
1. Provincetown from South Yarmouth via the Cape Cod Rail Trail
160km
06:26
710m
710m
Expert road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
1
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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3. Nobska Point Light loop via Hyannis and Mashpee from Yarmouth
101km
04:10
410m
410m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.3
(4)
76
riders
4. Chatham Light Beach – Downtown Chatham loop from Dennis
43.8km
01:50
180m
180m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(2)
18
riders
5. Hinckleys Pond – Long Pond loop from Dennis
19.7km
00:49
70m
70m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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