The best cycling routes around New Windsor
3.0
(2)
46
riders
11
rides
Last updated: September 20, 2025
5
riders
Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
2. Indian Brook Road - gravel loop from Cold Spring
51.9km
04:17
840m
Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5
riders
3. Indian Brook Road - gravel – Gravel stretch loop from Cold Spring
85.8km
06:18
1,430m
Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.0
(2)
6
riders
4. Highland Falls – Long Pond loop from Salisbury Mills-Cornwall
82.2km
05:36
1,040m
Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
riders
5. Fort Putnam – Highland Falls loop from Highland Falls
37.5km
02:34
600m
Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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