The best road cycling routes around Ossining
4.6
(70)
2,442
riders
98
rides
Last updated: October 7, 2025
7
riders
1. New Croton Reservoir Double Loop
59.2km
03:08
690m
690m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
28
riders
2. North County Trailway loop from Briarcliff Manor
16.3km
00:38
70m
70m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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5.0
(2)
23
riders
3. Echo Lake loop from Millwood
14.0km
00:35
100m
100m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
4.0
(1)
8
riders
4. Trailside Café – The Pines Bridge Monument loop from Croton-Harmon
43.2km
02:04
510m
510m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
7
riders
5. Titicus Reservoir North Side – Lovers Landing Bridge loop from Croton-Harmon
187km
09:38
2,400m
2,400m
Expert road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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