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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.
Intermediate/Difficult Intermediate/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
Explore in 3D
Favorite View from Anthony's Nose,  across the Hudson looking at Bear Mountain.
Intermediate/Difficult 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
Explore in 3D
Favorite No Photos
Intermediate Intermediate

Leatherman's Loop

6.4 mi 10.3 km 505' Up 153.9 m Up 505' Down 153.96 m Down

Katonah, NY
Explore in 3D
Favorite On the Cole Kettle boardwalk
Intermediate/Difficult Intermediate/Difficult

Westmoreland Sanctuary

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

Bedford, NY
Explore in 3D
Favorite Rocky downhill in the snow
Intermediate Intermediate

Meyer Preserve Full Perimeter

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

Armonk, NY
Explore in 3D
Favorite No Photos
Easy 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
Explore in 3D
Favorite Boggy pond with lots of damsel flies.
Intermediate Intermediate

Pocantico Park Loop

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

Briarcl…, NY
Explore in 3D
Favorite Heading out from the trailhead on a group run
Intermediate Intermediate

Butler Sanctuary

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

Mount K…, NY
Explore in 3D
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 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
Explore in 3D
Favorite Root cellar with farm buildings in distance.
Intermediate 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
Explore in 3D
Favorite Heading out on southwest loop
Intermediate/Difficult 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
Explore in 3D
Favorite My favorite bit of the Lakeside Trail
Intermediate 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
Explore in 3D

Westchester County Running

  • 235 Miles 379 Kilometers of Trail
  • 12 Recommended Routes
  • 72 Easy Trails Easy Trails
  • 136 Intermediate Trails Intermediate Trails
  • 19 Difficult Trails Difficult Trails
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Areas Within Westchester County

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Trails in Westchester County - 215

Trail Run Project is built by runners like you. Add Your Trails

14.6 mi 23.5 km #1South County Trail
Easy Easy
Tarrytown, NY
Easy Easy
Tarrytown, NY
1.9 mi 3.1 km #2North County Trailway: Law Park South to Route 117
Intermediate Intermediate
Briarcliff Manor, NY
Intermediate Intermediate
Briarcliff Manor, NY
0.4 mi 0.6 km #3Law Memorial Park Walking Path
Easy Easy
Briarcliff Manor, NY
Easy Easy
Briarcliff Manor, NY
3.6 mi 5.8 km #4North-South County Trailway: New Castle Section: Route 117 to…
Easy Easy
Pleasantville, NY
Easy Easy
Pleasantville, NY
0.5 mi 0.8 km #5Meyer Aqueduct Trail
Intermediate Intermediate
Armonk, NY
Intermediate Intermediate
Armonk, NY
1.8 mi 2.8 km #6Putnam Trail
Easy Easy
Yonkers, NY
Easy Easy
Yonkers, NY
1.0 mi 1.6 km #7Green Trail
Intermediate Intermediate
Goldens Bridge, NY
Intermediate Intermediate
Goldens Bridge, NY
13.8 mi 22.2 km #8North-South County Trailway: Baldwin Place to New Castle Route…
Easy Easy
Shenorock, NY
Easy Easy
Shenorock, NY
1.3 mi 2.0 km #9Blue Trail
Difficult Difficult
Mount Kisco, NY
Difficult Difficult
Mount Kisco, NY
1.0 mi 1.7 km #10Blue Trail
Difficult Difficult
Armonk, NY
Difficult Difficult
Armonk, NY

Photos of Westchester County - 143

Trail Run Project is built by runners like you. Add Your Photos

Heading out from the trailhead on a group run
Jun 18, 2015 near Mount K…, NY
Raven Rocks overlook panorama.
Dec 21, 2015 near Pound R…, NY
View from Anthony's Nose,  across the Hudson looking at Bear Mountain.
Oct 5, 2018 near Fort Mo…, NY
Croton Dam spillway from Croton Point Park
Feb 1, 2019 near Croton-…, NY
My favorite bit of the Lakeside Trail
Aug 15, 2020 near Croton-…, NY
Teatown Lake Boardwalk
Aug 16, 2020 near Croton-…, NY
John Muir Trail West Entrance
Feb 6, 2022 near Yonkers, NY
Ventilator 23
Oct 17, 2022 near Yonkers, NY
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