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Westchester County

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J F M A M J J A S O N D

142 mi 228 km of trail 12 Featured Hikes

Easy Trails 57 Trails Intermediate Trails 40 Trails Hard Trails 1 Trail
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Featured Hikes in Westchester County - 9

Hiking Project is built by hikers like you. Add Your Hikes

Favorite Raven Rocks overlook panorama.
Intermediate/Difficult

Rock Trail (RT) Loop

7.0 mi 11.3 km • Loop • 1,035 ft Ascent 315.48 m Ascent

(12) Pound R…, NY
Favorite View from Anthony's Nose,  across the Hudson looking at Bear Mountain.
Intermediate/Difficult

Anthony's Nose to Bear Mountain Bridge

6.0 mi 9.6 km • Out and Back • 1,446 ft Ascent 440.79 m Ascent

(5) Fort Mo…, NY
Favorite Trail intersection signs
Intermediate

Westmoreland Sanctuary

5.4 mi 8.7 km • Loop • 717 ft Ascent 218.65 m Ascent

(2) Bedford, NY
Favorite Walking down the Orange Trail is very nice: You get to walk along the creek, and it's very soothing.
Intermediate

Meyer Preserve Full Perimeter

5.0 mi 8.0 km • Loop • 559 ft Ascent 170.45 m Ascent

(8) Armonk, NY
Favorite Heading out from the trailhead on a group run
Intermediate/Difficult

Butler Sanctuary

5.4 mi 8.7 km • Loop • 614 ft Ascent 187.1 m Ascent

(2) Mount K…, NY
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 • Loop • 139 ft Ascent 42.4 m Ascent

(1) Sleepy…, NY
Favorite Photo of entrance kiosk.
Intermediate/Difficult

Zofnass Preserve Perimeter

5.9 mi 9.5 km • Loop • 607 ft Ascent 185.1 m Ascent

(2) Pound R…, NY

Trails in Westchester County - 86

Hiking Project is built by hikers like you. Add Your Trails

1.2 mi 1.9 km #1Leatherman's Loop Overlook
Intermediate
Pound Ridge, NY
Intermediate
1.2 mi 1.9 km Pound Ridge, NY
0.5 mi 0.8 km #2Meyer Aqueduct Trail
Easy/Intermediate
Armonk, NY
Easy/Intermediate
0.5 mi 0.8 km Armonk, NY
1.0 mi 1.6 km #3Green Trail
Easy/Intermediate
Goldens Bridge, NY
Easy/Intermediate
1.0 mi 1.6 km Goldens Bridge, NY
1.3 mi 2.0 km #4Blue Trail
Intermediate/Difficult
Mount Kisco, NY
Intermediate/Difficult
1.3 mi 2.0 km Mount Kisco, NY
1.0 mi 1.7 km #5Blue Trail
Intermediate/Difficult
Armonk, NY
Intermediate/Difficult
1.0 mi 1.7 km Armonk, NY
0.5 mi 0.8 km #6Lower Orange Trail
Intermediate
Armonk, NY
Intermediate
0.5 mi 0.8 km Armonk, NY
2.5 mi 4.1 km #7Fox Hill
Intermediate/Difficult
Pound Ridge, NY
Intermediate/Difficult
2.5 mi 4.1 km Pound Ridge, NY
5.3 mi 8.6 km #8Rock Trail
Intermediate/Difficult
Pound Ridge, NY
Intermediate/Difficult
5.3 mi 8.6 km Pound Ridge, NY
2.1 mi 3.3 km #913 Bridges Trail
Easy
Sleepy Hollow, NY
Easy
2.1 mi 3.3 km Sleepy Hollow, NY
4.0 mi 6.5 km #10Deer Hollow
Intermediate/Difficult
Pound Ridge, NY
Intermediate/Difficult
4.0 mi 6.5 km Pound Ridge, NY
2.7 mi 4.4 km #11Zofnass Southern Loop
Intermediate
Pound Ridge, NY
Intermediate
2.7 mi 4.4 km Pound Ridge, NY
3.5 mi 5.6 km #12Camp Smith Trail
Intermediate/Difficult
Peekskill, NY
Intermediate/Difficult
3.5 mi 5.6 km Peekskill, NY
5.7 mi 9.2 km #13Red Trail
Intermediate/Difficult
Pound Ridge, NY
Intermediate/Difficult
5.7 mi 9.2 km Pound Ridge, NY
3.2 mi 5.2 km #14Green Trail
Easy/Intermediate
Pound Ridge, NY
Easy/Intermediate
3.2 mi 5.2 km Pound Ridge, NY
3.9 mi 6.3 km #15Blue Trail
Intermediate/Difficult
Pound Ridge, NY
Intermediate/Difficult
3.9 mi 6.3 km Pound Ridge, NY
1.1 mi 1.8 km #16Brothers' Path
Easy
Hawthorne, NY
Easy
1.1 mi 1.8 km Hawthorne, NY
3.4 mi 5.5 km #17Brown Trail
Intermediate
Pound Ridge, NY
Intermediate
3.4 mi 5.5 km Pound Ridge, NY
1.6 mi 2.6 km #18Yellow Trail
Intermediate
Mount Kisco, NY
Intermediate
1.6 mi 2.6 km Mount Kisco, NY
1.3 mi 2.1 km #19Red Trail
Easy/Intermediate
Mount Kisco, NY
Easy/Intermediate
1.3 mi 2.1 km Mount Kisco, NY
0.8 mi 1.3 km #20Central Roundabout
Intermediate
Pound Ridge, NY
Intermediate
0.8 mi 1.3 km Pound Ridge, NY

Photos of Westchester County - 61

Hiking Project is built by hikers like you. Add Your Photos

Croton Dam spillway from Croton Point Park
Feb 1, 2019 near Croton-…, NY
View from Anthony's Nose,  across the Hudson looking at Bear Mountain.
Oct 5, 2018 near Fort Mo…, NY
Raven Rocks overlook panorama.
Dec 21, 2015 near Pound R…, NY
View of the Michigan Road campground meadow and hills.
Dec 21, 2015 near Pound R…, NY
The view from Raven Rocks.
Jun 23, 2019 near Pound R…, NY
Meadows section of the TKT.
May 25, 2019 near Yorktow…, NY
Waterfall in Teatown towards the end of the trail.
May 21, 2019 near Croton-…, NY
Steam at the bottom of the ravine.
May 21, 2019 near Yorktow…, NY

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