Running trails in New Windsor, NY
New Windsor has 7 trails in the directory — 2 on crushed gravel or dirt, 3 loops that return to the trailhead, 1 with a stated distance, 1 shaded, and 2 open 24 hours. 3 of them post opening hours, so you can check the gate before an early start. They're ranked here by rating weighted by review volume, across 1,481 Google reviews. Filter by surface, loop, distance, shade or lighting to get to the run you're actually planning — no made-up difficulty score, just the facts you'd check before driving out.
Schunnemunk State Park
4.6 ★★★★★ 450 reviews
2,700-acre park with 8 marked trails totaling over 20 miles, running through mountains & glades.
Kristi Babcock Memorial Park
4.6 ★★★★★ 403 reviews
Popular facility with ball fields and playgrounds, along with a pavilion and concession stand.
Plum Point Park
4.7 ★★★★★ 361 reviews
Riverside park providing picnic tables, a playground, grills and a white gazebo.
Sharon's Bench
4.6 ★★★★★ 36 reviews
Challenging hike to a viewpoint bench that was erected in memory of a local woman.
No trails match those filters.
How to pick a trail in New Windsor
- Match the surface to your legs. New Windsor gives you a choice: 2 natural surface and 1 mixed. Asphalt and concrete are fast, predictable and runnable year-round but the least forgiving; crushed limestone and dirt take the sting out of high mileage; boardwalk is flat and scenic but slick in the wet. If your shins or knees are complaining, the fix that actually works is varying the surface you run on rather than chasing one "best" one. More natural surface trails →
- Loop or out-and-back? 3 trails here are loops, so you finish back at the car with no backtracking — the easiest way to run a set distance without thinking about it. On an out-and-back you turn round at half your target distance, which makes any trail fit any run. The longest stated distance in New Windsor is Kristi Babcock Memorial Park at 0.4 mi.
- Check the hours before a 6am run. 2 trails in New Windsor are open 24 hours — the rest can sit inside a park that gates at dusk and doesn't unlock until well after sunrise. 3 of the 7 listings carry posted opening hours — worth a look before you set an alarm.
- Long run? Check water and restrooms first. 4 have trailhead parking and 3 have restrooms in New Windsor. Anything over an hour and those stop being nice-to-haves — and in summer, shade counts double.
- The small things that decide it. 1 shaded, 2 with mile markers, 1 that runners describe as quiet, and 1 dog-friendly. Busy or quiet isn't a good-or-bad thing here: a busy path is the safer choice for a solo run at dawn, a quiet one is better for intervals.
More on all of this in the trail-running guides.
Browse New Windsor trails by type
Running trails near New Windsor
Worth the short drive — the closest towns with trails in the directory.