The best road cycling routes around Cold Spring
4.8
(4)
242
riders
23
rides
Last updated: October 14, 2025
31
riders
1. Bear Mountain Climb – Bear Mountain Bridge loop from Highland Falls
55.0km
03:00
810m
810m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
15
riders
2. Highland Falls – Bear Mountain Climb loop from Highland Falls
40.6km
02:23
590m
590m
Intermediate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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5
riders
3. View of Storm King Mountain – Bear Mountain Bridge loop from Highland Falls
93.4km
05:08
1,480m
1,480m
Expert road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
4. Quiet resting spot – Lovers Landing Bridge loop from Cold Spring
84.1km
04:17
1,090m
1,090m
Expert road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
3
riders
5. Maybrook Trailway – Fantastic descent loop from Cold Spring
127km
06:25
1,830m
1,830m
Expert road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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