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Sleepy Hollow

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25 mi 40 km of trail 1 Recommended Route

Easy Trails 31 Trails Intermediate Trails 0 Trails Hard Trails 0 Trails
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Recommended Routes in Sleepy Hollow - 1

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Favorite Even when it's a bit hazy on hot humid days, you can still enjoy nice views of the Hudson from the Lower Trail.
Easy

Rockwood Hall Short Loop

1.3 mi 2.2 km 139' Up 42.4 m Up 139' Down 42.33 m Down

Sleepy…, NY

Trails in Sleepy Hollow - 30

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2.1 mi 3.3 km #113 Bridges Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
1.1 mi 1.8 km #2Brothers' Path
Easy
Hawthorne, NY
Easy
Hawthorne, NY
1.0 mi 1.6 km #3Ridge Trail
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.8 mi 1.2 km #4Brook Trail
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.6 mi 1.0 km #5Foundation Loop
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
4.7 mi 7.6 km #6Governor Mario M. Cuomo Bridge
Easy/Intermediate
South Nyack, NY
Easy/Intermediate
South Nyack, NY
1.8 mi 2.9 km #7Pocantico River Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.7 mi 1.2 km #8Old Sleepy Hollow Road Trail
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.2 mi 0.3 km #9Spook Rock Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.9 mi 1.4 km #10Eagle Hill Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.5 mi 0.9 km #11Witch's Spring Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.7 mi 1.1 km #12Overlook Trail
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.9 mi 1.4 km #13Big Tree Loop
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
1.0 mi 1.5 km #14David's Loop
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.8 mi 1.2 km #15Ash Tree Loop
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.3 mi 0.5 km #16Rockwood Hall Brook Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.4 mi 0.7 km #17Nature's Way
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.4 mi 0.6 km #18Deer Run
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.9 mi 1.5 km #19Lower Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.4 mi 0.7 km #20Farm Meadow Trail
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.5 mi 0.7 km #21Raven's Rock Trail
Easy
Hawthorne, NY
Easy
Hawthorne, NY
1.0 mi 1.6 km #22Goat Trail
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.4 mi 0.6 km #23Gory Brook Road Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.6 mi 0.9 km #24Peggy's Way Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.8 mi 1.2 km #25Laurance's Ridge Trail
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.2 mi 0.4 km #26OCA Connector
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.5 mi 0.8 km #27Upper Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY
0.4 mi 0.6 km #28Old Railroad Bed
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.3 mi 0.5 km #29Peaceful Path
Easy
Hawthorne, NY
Easy
Hawthorne, NY
0.2 mi 0.4 km #30Middle Trail
Easy
Sleepy Hollow, NY
Easy
Sleepy Hollow, NY

Photos of Sleepy Hollow - 3

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Small dog, very large glacial erratic.
Apr 2, 2018 near Sleepy…, NY
Crossing the Pocantico River in early spring
Apr 2, 2018 near Sleepy…, NY
Even when it's a bit hazy on hot humid days, you can still enjoy nice views of the Hudson from the Lower Trail.
Apr 2, 2017 near Sleepy…, NY