The best running trails around Sleepy Hollow

14runs

4.8

(6)

501 people ran here

Running around Sleepy Hollow is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes around Sleepy Hollow—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Swan Lake – Pocantico Falls loop from Philipse Manor	Expert 03:34 33.4km
Witch's Spring Trail – Swan Lake loop from Philipse Manor	Expert 01:47 16.6km
Triple Arch Bridge – Rockwood Hall foundation ruins loop from Philipse Manor	Intermediate 01:36 15.0km
Witch's Spring Trail – Pocantico Falls loop from Nyack	Intermediate 01:07 10.5km

Plan. Save. Navigate. Your best adventures await.

Start today with a free komoot account.

Map data © OpenStreetMap contributors
1
1
Swan Lake – Pocantico Falls loop from Philipse Manor
03:34
33.4km
6:25/km
500m
500m
Expert
35
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Map data © OpenStreetMap contributors
2
2
Witch's Spring Trail – Swan Lake loop from Philipse Manor
01:47
16.6km
6:25/km
240m
240m
Expert
5.0
(1)
27
Expert run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures around Sleepy Hollow and beyond.
Map data © OpenStreetMap contributors
3
3
Triple Arch Bridge – Rockwood Hall foundation ruins loop from Philipse Manor
01:36
15.0km
6:24/km
180m
180m
Intermediate
26
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Map data © OpenStreetMap contributors
4
4
Witch's Spring Trail – Pocantico Falls loop from Nyack
01:07
10.5km
6:21/km
120m
120m
Intermediate
22
Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.