The best road cycling routes around East Dennis
4.6
(46)
1,132
riders
62
rides
Last updated: October 21, 2025
4.3
(4)
76
riders
1. 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.
10
riders
2. Hinckleys Pond – Long Pond loop from Brewster
48.5km
02:02
220m
220m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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5.0
(2)
18
riders
3. 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.
4
riders
4. Long Pond – Hinckleys Pond loop from Brewster
63.7km
02:36
260m
260m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
5. The Hot Chocolate Sparrow – Duane Pond loop from Brewster
25.5km
01:05
140m
140m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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