The best running trails around Chappaqua
5.0
(5)
338
runners
29
runs
Last updated: October 14, 2025
33
runners
1. Rockwood Hall foundation ruins – Triple Arch Bridge loop from Hawthorne
17.5km
01:52
240m
240m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
34
runners
2. Pocantico Falls – Swan Lake loop from Hawthorne
17.2km
01:49
200m
200m
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(1)
31
runners
3. Triple Arch Bridge – Hulda's Hut loop from Hawthorne
13.2km
01:25
210m
210m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
14
runners
4. Buttermilk Hill USGS Benchmark loop from Pleasantville
12.6km
01:23
230m
230m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
15
runners
5. Swan Lake loop from Hawthorne
10.4km
01:06
130m
130m
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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