4.6
(22)
1,799
runners
214
runs
Jogging routes in Westchester County traverse a diverse landscape characterized by extensive trail networks, forested hills, and scenic waterfronts. The region offers a mix of paved multi-use paths and challenging wooded trails, often featuring historical landmarks and picturesque views. Runners can explore varied terrain, from river valleys to elevated preserves, providing options for different preferences and skill levels.
Last updated: May 4, 2026
42
runners
16.5km
01:46
190m
190m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
39
runners
33.5km
03:35
530m
530m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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37
runners
24.4km
02:51
240m
240m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
37
runners
24.5km
02:52
240m
240m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
37
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
31
runners
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
29
runners
9.69km
01:01
70m
70m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
29
runners
23.3km
02:27
160m
160m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
23
runners
10.6km
01:08
120m
120m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
23
runners
9.96km
01:14
120m
120m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Westchester County
Running Trails around Ossining
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Running Trails around Peekskill
Running Trails around Village of Buchanan
Running Trails around Yonkers
Running Trails in Rockefeller State Park Preserve

Running Trails around Pelham Manor

Running Trails around Thornwood
At Painters Point, perched 102 feet high on the Mario M. Cuomo Zee Bridge, find inspiration in the majestic Hudson River scenery. A unique bronze and wood structure frames views of the river and Hook Mountain, inviting reflection and appreciation. Join the long legacy of artists moved by the Hudson's beauty as you stand on this elevated viewpoint.
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Perched 125 feet high on the bridge path, the Tides of Tarrytown overlook offers a unique perspective on the village's rich history and evolving shoreline. The timber-clad bench doubles as a panoramic viewing platform, allowing you to absorb the northern vista of Tarrytown and the southern skyline of New York City.
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The Tarrytown Light, also known as Kingsland Point Light and Sleepy Hollow Light, is a decommissioned lighthouse on the Hudson River. The structure was built in the 1880s and was in use until 1961. There is currently construction being done on the building, so public visits are not available, but you can see the lighthouse from the path on the shore.
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Beautiful little lake at the park entrance
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The bridge is definitely worth a trip. It looks beautiful - especially when lit up in the evening.
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Perched 125 feet high on the bridge path, the Tides of Tarrytown overlook offers a unique perspective on the village's rich history and evolving shoreline. The timber-clad bench doubles as a panoramic viewing platform, allowing you to absorb the northern vista of Tarrytown and the southern skyline of New York City.
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Philipsburg Manor is a very interesting historic site and museum, focusing on the lives of enslaved Africans in the 18th century, and featuring a reconstructed water-powered gristmill.
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At Painters Point, perched 102 feet high on the Mario M. Cuomo Zee Bridge, find inspiration in the majestic Hudson River scenery. A unique bronze and wood structure frames views of the river and Hook Mountain, inviting reflection and appreciation. Join the long legacy of artists moved by the Hudson's beauty as you stand on this elevated viewpoint.
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Westchester County offers a vast network of running trails. There are over 200 routes available, catering to various skill levels and preferences. You'll find everything from easy, paved paths to more challenging, wooded trails.
Yes, Westchester County has several easy and stroller-friendly running paths. The Bronx River Pathway loop from White Plains is a moderate, paved multi-use path through lush greenery. The North and South County Trailways are also excellent options, offering long, flat, paved surfaces ideal for a relaxed run or a family outing.
For experienced runners seeking a challenge, consider routes like the Triple Arch Bridge – Foundation Ruins loop from Tarrytown, which is 10.3 miles long and features historical sites and scenic views. Another difficult option is the Swan Lake – Pocantico Falls loop from Philipse Manor, a 20.8-mile trail through forested hills with significant elevation changes.
Absolutely! Westchester County is rich in scenic beauty. Many routes offer stunning views, especially along the Hudson River waterfront in areas like Tarrytown and Croton-on-Hudson. For panoramic vistas, explore trails within Ward Pound Ridge Reservation, which includes the Raven Rock Overlook. Rockefeller State Park Preserve also features picturesque fields and Swan Lake.
Many parks and preserves in Westchester County welcome dogs, though leash rules and specific trail access may vary. Ward Pound Ridge Reservation, for example, offers extensive wooded trails where dogs are generally permitted on leash. It's always best to check specific park regulations before heading out with your canine companion.
Several major trail networks in Westchester County are accessible via public transport. The North and South County Trailways, as well as sections of the Bronx River Parkway Reservation, often have access points near Metro-North train stations or bus routes, making them convenient for runners relying on public transit.
Yes, many running routes in Westchester County are designed as loops, offering varied scenery without retracing your steps. Examples include the Bronx River Pathway loop from White Plains and the Deer Hollow Trail loop from Armstrong Preserve. Rockefeller State Park Preserve also features numerous carriage roads that can be combined into various loop configurations.
Westchester County offers a diverse range of terrains. You'll find long stretches of paved multi-use paths like the North/South County Trailway and Bronx River Parkway Reservation. Many parks, such as Rockefeller State Park Preserve, feature crushed stone carriage roads. For trail runners, Ward Pound Ridge Reservation and Teatown Lake Reservation provide challenging wooded trails with natural surfaces, hills, and varied elevations.
Yes, you can encounter beautiful water features on your runs. The Swan Lake – Pocantico Falls loop from Philipse Manor will take you past both Swan Lake and the scenic Pocantico Falls. Other areas like Croton Gorge Park also feature waterfalls, and various routes pass by lakes such as Kensico Reservoir.
The running routes in Westchester County are highly regarded by the komoot community, boasting an impressive average score of 4.75 stars from over 10 reviews. Runners frequently praise the diverse landscapes, well-maintained trails, and the blend of natural beauty with historical landmarks.
Absolutely. The Old Croton Aqueduct State Historic Trail offers a unique running experience along a 19th-century aqueduct with views of the Hudson River. Routes like the Triple Arch Bridge – Foundation Ruins loop from Tarrytown also incorporate historical sites. You might also encounter natural monuments like the 500-year-old Bedford Oak in the region.
For long-distance running, the North/South County Trailway is an excellent choice, extending for about 35 miles across the county. The Old Croton Aqueduct State Historic Trail also provides a lengthy, scenic route. Additionally, parks like Ward Pound Ridge Reservation and Rockefeller State Park Preserve offer extensive networks of trails that can be combined for longer runs, such as the 20.8-mile Swan Lake – Pocantico Falls loop.


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