The best running trails around Ossining
4.8
(9)
876
runners
65
runs
Last updated: October 20, 2025
60
runners
1. Running loop from Congers
10.4km
01:09
50m
50m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
71
runners
2. Running loop from Valley Cottage
5.37km
00:38
10m
10m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Sign up for free
11
runners
3. Triple Arch Bridge – Swan Lake loop from Upper Nyack
15.1km
01:37
230m
230m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
12
runners
4. Hook Mountain State Park loop from Congers
10.6km
01:20
280m
280m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
11
runners
5. Hook Mountain State Park loop from Valley Cottage
4.86km
00:35
20m
20m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Most popular attractions around Ossining
Get inspired with the komoot mobile app
Explore more
Browse the best Running Trails & Routes in other regions.
Get ready to conquer new peaks
Sign up for Free