Westchester County

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142 mi 228 km of trail — 12 Featured Hikes

57 Trails

40 Trails

1 Trail

Areas Within Westchester County

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Featured Hikes in Westchester County - 9

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Rock Trail (RT) Loop

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

(12) Pound R…, NY

View from Anthony's Nose, across the Hudson looking at Bear Mountain.

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

No Photos

Old Croton Aqueduct - Dam to Briarcliff

15.0 mi 24.1 km • Out and Back • 342 ft Ascent 104.12 m Ascent

(1) Croton-…, NY

Westmoreland Sanctuary

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

(2) Bedford, NY

Walking down the Orange Trail is very nice: You get to walk along the creek, and it's very soothing.

Meyer Preserve Full Perimeter

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

(8) Armonk, NY

Heading out from the trailhead on a group run

Butler Sanctuary

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

(2) Mount K…, 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.

Rockwood Hall Short Loop

1.3 mi 2.2 km • Loop • 139 ft Ascent 42.4 m Ascent

(1) Sleepy…, NY

No Photos

Merestead County Park

4.6 mi 7.4 km • Loop • 680 ft Ascent 207.4 m Ascent

(1) Mount K…, NY

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

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