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Winding Waters Trail
4.7 ★★★★★ 67 Google reviews · Running trail in Westtown, New York · Open 24 hours
Runner's snapshot
- Surface
- Not reported
- Loop distance
- Not reported
- Shape
- Loop
- Shade
- Not reported
- Access
- Open 24 hours
Confirmed from Winding Waters Trail's own listing, the park or land manager's website, and runner reviews. Blank cells mean we could not verify that fact — we would rather say "not reported" than invent one. There is no Easy / Moderate / Hard rating on this page on purpose: a one-word difficulty score tells you nothing about whether a trail suits your run. Surface, distance, shade and hours do.
Wildlife refuge featuring a peaceful riverside trail that's good for kids.
What runners say about Winding Waters Trail
“Aside from the nostalgia, it's well maintained and a very beautiful hike through old farm fields and along the river.”
“Aside from the nostalgia, it's well maintained and a very beautiful hike through old farm fields and along the river.”
“Very pleasant level hike, quiet with sound of birds, follows river almost half way.”
“a very easy trail, saw a few senior citizens and family's.”
“I was under the impression it was dog friendly but there is a sign that says only service dogs near the trail head.”
Beautiful loop trail. 2.5 miles of flat wide trail through old fields and along the winding water. Use caution to not step in or twist ankles on any of the numerous holes! Smaller dirt parking lot, no bathrooms.
Nice trail... a very easy trail, saw a few senior citizens and family's. Not a very long trail, about 2 miles total (+/-) and all flat. Nice scenery but the river has dried up (or dammed), for more than half the trail. Still a nice place for a leisurely hike.
Beautiful walk! Lots of birds and animals, bring binoculars and a camera. Completely level, half of the walk is around reclaimed fields half is by the beautiful river. Most of the field walk is shaded but bring a hat on a sunny day.
Very pleasant level hike, quiet with sound of birds, follows river almost half way. U can go on rock slabs at one point. Charming.
Trail conditions & character
“I was under the impression it was dog friendly but there is a sign that says only service dogs near the trail head.”
“Aside from the nostalgia, it's well maintained and a very beautiful hike through old farm fields and along the river.”
“Boat launch isn’t much but gravel and dirt and can be a challenge when the water level is so low.”
“Very pleasant level hike, quiet with sound of birds, follows river almost half way.”
Plan your run at Winding Waters Trail
The practical stuff
- AccessOpen 24 hours — no gate to beat, so a 5am or a 10pm run both work
- DistanceNot reported. Trail systems often quote total path mileage rather than a single loop, so measure the route you actually want before you drive out.
- ShadeNot reported. Assume some of it is exposed and carry water in summer.
- DogsWelcome, per reviewers. Leash rules vary by park — the trailhead sign is the authority.
Hours
| Monday | Open 24 hours |
| Tuesday | Open 24 hours |
| Wednesday | Open 24 hours |
| Thursday | Open 24 hours |
| Friday | Open 24 hours |
| Saturday | Open 24 hours |
| Sunday | Open 24 hours |
Running trails near Westtown
Other trails within easy driving distance — useful when this one is flooded, gated, or just not the run you had in mind today.
Liberty Loop Trail/Appalachian National Scenic Trail
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Appalachian Trail Boardwalk
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Maple Grange Park
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Relaxed park featuring playgrounds, ball fields, a paved walking trail, picnic spots and basketball courts.
Wallkill River National Wildlife Refuge
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Wildlife habitat known for its diversity of birds with hunting, fishing, trails & learning programs.