The best running trails around Peekskill
5.0
(3)
141
runners
22
runs
Last updated: September 13, 2025
5.0
(1)
7
runners
1. Bear Mountain Loop – Bear Mountain State Park
18.2km
02:35
700m
Expert run. Very good fitness required. Mostly accessible paths. Some sure footedness required.
4
runners
2. The Timp Loop – Bear Mountain State Park
12.0km
01:40
400m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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10
runners
3. Perkins Memorial Tower – Hessian Lake loop from Peekskill
17.4km
01:57
410m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
runners
4. The Pines – Timp Pass loop from Peekskill
20.1km
02:36
560m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
runners
5. Anthony's Nose – Canada Hill loop from Peekskill
17.3km
02:07
710m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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