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Westchester County

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Recommended Routes in Westchester County - 12

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Favorite Raven Rocks overlook panorama.
Difficult

Rock Trail (RT) Loop

7.0 mi 11.3 km 1,035' Up 315.48 m Up 1,034' Down 315.22 m Down

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 1,446' Up 440.79 m Up 1,446' Down 440.69 m Down

Fort Mo…, NY
Favorite View from Anthony's Nose,  across the Hudson looking at Bear Mountain.
Intermediate

Manitou to Camp Smith Trail

6.3 mi 10.1 km 1,650' Up 502.91 m Up 1,471' Down 448.48 m Down

Fort Mo…, NY
Favorite Boggy pond with lots of damsel flies.
Intermediate/Difficult

Pocantico Park Loop

0.9 mi 1.5 km 180' Up 54.73 m Up 180' Down 54.73 m Down

Briarcl…, NY
Favorite No Photos
Easy

Old Croton Aqueduct - Dam to Briarcliff

15.0 mi 24.1 km 342' Up 104.12 m Up 342' Down 104.13 m Down

Croton-…, NY
Favorite Walking down the Orange Trail is very nice: You get to walk along the creek, and it's very soothing.
Intermediate/Difficult

Meyer Preserve Full Perimeter

5.0 mi 8.0 km 559' Up 170.45 m Up 559' Down 170.53 m Down

Armonk, NY
Favorite Trail intersection signs
Intermediate/Difficult

Westmoreland Sanctuary

5.4 mi 8.7 km 717' Up 218.65 m Up 711' Down 216.81 m Down

Bedford, NY
Favorite Heading out from the trailhead on a group run
Intermediate

Butler Sanctuary

5.4 mi 8.7 km 614' Up 187.1 m Up 614' Down 187.05 m Down

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 139' Up 42.4 m Up 139' Down 42.33 m Down

Sleepy…, NY
Favorite No Photos
Intermediate

Merestead County Park

4.6 mi 7.4 km 680' Up 207.4 m Up 689' Down 209.92 m Down

Mount K…, NY
Favorite My favorite bit of the Lakeside Trail
Intermediate

Teatown Lake Cliffdale Farm Double Loop

6.2 mi 10.0 km 519' Up 158.14 m Up 504' Down 153.67 m Down

Croton-…, NY
Favorite Photo of entrance kiosk.
Intermediate/Difficult

Zofnass Preserve Perimeter

5.9 mi 9.5 km 607' Up 185.1 m Up 605' Down 184.4 m Down

Pound R…, NY

Westchester County Hiking

  • 273 Miles 440 Kilometers of Trail
  • 15 Recommended Routes
  • 46 Easy Trails Easy Trails
  • 59 Intermediate Trails Intermediate Trails
  • 9 Difficult Trails Difficult Trails
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Areas Within Westchester County

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Trails in Westchester County - 99

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1.9 mi 3.1 km #1North County Trailway: Law Park South to Route 117
Intermediate
Briarcliff Manor, NY
Intermediate
Briarcliff Manor, NY
0.4 mi 0.6 km #2Law Memorial Park Walking Path
Easy
Briarcliff Manor, NY
Easy
Briarcliff Manor, NY
14.6 mi 23.5 km #3South County Trail
Easy
Tarrytown, NY
Easy
Tarrytown, NY
3.6 mi 5.8 km #4North-South County Trailway: New Castle Section: Route 117 to…
Easy
Pleasantville, NY
Easy
Pleasantville, NY
0.5 mi 0.8 km #5Meyer Aqueduct Trail
Intermediate
Armonk, NY
Intermediate
Armonk, NY
1.8 mi 2.8 km #6Putnam Trail
Easy
Yonkers, NY
Easy
Yonkers, NY
1.0 mi 1.6 km #7Green Trail
Intermediate
Goldens Bridge, NY
Intermediate
Goldens Bridge, NY
1.3 mi 2.0 km #8Blue Trail
Difficult
Mount Kisco, NY
Difficult
Mount Kisco, NY
13.8 mi 22.2 km #9North-South County Trailway: Baldwin Place to New Castle Route…
Easy
Shenorock, NY
Easy
Shenorock, NY
0.3 mi 0.5 km #10Richard Wishnie Park Walking Path
Easy
Ossining, NY
Easy
Ossining, NY

Photos of Westchester County - 104

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
Teatown Lake Boardwalk
Aug 16, 2020 near Croton-…, NY
My favorite bit of the Lakeside Trail
Aug 15, 2020 near Croton-…, 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
ADA Accessible Ramp - Law Park Walking Path
Sep 23, 2019 near Briarcl…, NY
Old Farm Field
Aug 16, 2020 near Croton-…, NY