The best cycling routes around Sleepy Hollow
4.7
(101)
1,174
riders
80
rides
Last updated: October 27, 2025
4
riders
1. Old Croton Aqueduct Trail Loop
42.3km
03:00
460m
460m
Expert bike ride. Very good fitness required. You may need to push your bike for some segments of this route.
5.0
(4)
40
riders
2. North County Trailway – Tarrytown Reservoir loop from Tarrytown
88.5km
05:17
650m
650m
Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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30
riders
Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
17
riders
4. Old Croton Aqueduct Trail – New Croton Dam loop from Tarrytown
43.5km
03:25
500m
500m
Expert bike ride. Very good fitness required. You may need to push your bike for some segments of this route.
27
riders
Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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