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Whippoorwill Park
4.5 ★★★★★ 78 Google reviews · Running trail in Chappaqua, New York · Posted hours
Runner's snapshot
- Surface
- Not reported
- Distance
- Not reported
- Shape
- Not reported
- Shade
- Not reported
- Access
- Posted hours
Confirmed from Whippoorwill Park'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.
Park featuring hiking trails, creeks and a waterfall, plus birds and ponds.
What runners say about Whippoorwill Park
“A great place to hike with picturesque views of a pond and a few streams.”
“Trails are well marked and easy to follow.”
“Peaceful, good for pets (doggy bags provided) & large hiking trail network.”
“Great spot to get out in nature, walk the dog or chat with a friend.”
I took my first hike today at Whippoorwill Park. It was a magnificent outing. Started on Red trail, which is a moderate challenge, and returned on Blue trail. Trails are well marked and easy to follow. The scenery is interesting and makes for a superlative afternoon.
Very nice quiet and clean park. Friendly hikers and dog walkers. Nice little spot by a small makeshift waterfall with two benches to sit in front of the calming stream. There's also a bench right at the entrance with miscellaneous items that actually acts as a lost and found the community started.
Clean and interesting things to see. It is not a huge park, but big enough for a long walk by the trees. One tip: Season changes is the time you will get to see here amazing colors.
Quick trail for beginners or just to have a nice stroll. Nice area to take pics of nature and lovely birds around. Easy walk for children. Have a great hike.
Trail conditions & character
“Nice little spot by a small makeshift waterfall with two benches to sit in front of the calming stream.”
“Great spot to get out in nature, walk the dog or chat with a friend.”
“Dog friendly, empty of people, gentle hills, fun ponds”
“Peaceful, good for pets (doggy bags provided) & large hiking trail network.”
Plan your run at Whippoorwill Park
The practical stuff
- AccessPosted hours — posted hours below; park gates sometimes close earlier than the listing says
- 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.
- At the trailheadparking — reported by runners
- DogsWelcome, per reviewers. Leash rules vary by park — the trailhead sign is the authority.
- Websitemynewcastle.org
- Social Instagram
Hours
| Monday | 7 AM–7 PM |
| Tuesday | 7 AM–7 PM |
| Wednesday | 7 AM–7 PM |
| Thursday | 7 AM–7 PM |
| Friday | 7 AM–7 PM |
| Saturday | 7 AM–7 PM |
| Sunday | 7 AM–7 PM |
Running trails near Chappaqua
Other trails within easy driving distance — useful when this one is flooded, gated, or just not the run you had in mind today.
Burden Preserve
3.9 ★★★★☆ 11 reviews
Leonard Park
4.5 ★★★★★ 368 reviews
Park featuring a disc golf course, tennis courts, and a playground, plus picnic areas and trails.
