Running trails in Woodbury, NY
Woodbury has 4 trails in the directory — 2 on crushed gravel or dirt, 1 with a stated distance, 1 shaded, and 3 open 24 hours. Every one post opening hours, so you can check the gate before an early start. They're ranked here by rating weighted by review volume, across 1,262 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.
Trail View State Park
4.5 ★★★★★ 636 reviews
This 400-acre park has 7+ miles of hiking & biking trails running through a variety of habitats.
Stillwell Woods Park
4.6 ★★★★★ 604 reviews
Tree-filled nature preserve on 270 acres offering hiking, biking & horse trails.
Stillwell Woods Trailhead North
4.8 ★★★★★ 17 reviews
Trail Stop
4 ★★★★☆ 5 reviews
No trails match those filters.
How to pick a trail in Woodbury
- Match the surface to your legs. Most of what's here is natural surface (2 of 4). 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? A loop finishes back at the car with no backtracking; on an out-and-back you simply turn round at half your distance. The longest stated distance in Woodbury is Trail View State Park at 20 mi. 1 trail is long enough for a 5-mile-plus run without repeating yourself.
- Check the hours before a 6am run. 3 trails in Woodbury are open 24 hours — the rest can sit inside a park that gates at dusk and doesn't unlock until well after sunrise. 4 of the 4 listings carry posted opening hours — worth a look before you set an alarm.
- Long run? Check water and restrooms first. 2 have trailhead parking and 2 have restrooms in Woodbury. 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, 1 that runners describe as quiet, and 1 smooth and wide enough for a stroller or a wheelchair. 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 Woodbury trails by type
Running trails near Woodbury
Worth the short drive — the closest towns with trails in the directory.