The best road cycling routes around Peekskill
147
riders
22
rides
Last updated: October 21, 2025
7
riders
1. Bear Mountain Double Loop
69.8km
03:44
1,070m
1,070m
Expert road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
8
riders
2. Harriman Madness Loop
119km
06:11
1,820m
1,810m
Expert road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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25
riders
3. Viewpoint - Bear Mt Summit – Bear Mountain Bridge loop from Peekskill
62.8km
03:31
940m
940m
Expert road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
23
riders
4. Whaley Lake – Maybrook Trailway loop from Peekskill
174km
07:32
1,470m
1,470m
Expert road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
10
riders
5. Bear Mountain Climb – Bear Mountain Bridge loop from Peekskill
40.1km
02:19
720m
720m
Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult 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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