The best walks and hikes around Ossining
4.9
(54)
829
hikers
86
hikes
Last updated: November 7, 2025
5.0
(4)
33
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4
hikers
2. North County Trailway — Millwood
13.9km
03:36
90m
90m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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3. Ossining Train Station to New Croton Dam loop — Westchester County
23.0km
06:14
320m
320m
Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.
3
hikers
4. Croton Point Park to Croton Landing Park — Croton-on-Hudson
11.1km
02:52
50m
50m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5. Teatown Lake Reservation loop via Briarcliff Peakskill Trail — Ossining
12.9km
03:29
170m
170m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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