Find the top rated horseback riding trails in Peekskill, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.
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The trail is not accessible for a 3-mile stretch. From Green Haven and then Eastbound is impossible to pass. Trees have fallen down virtually every 50 yards blocking passage. I carried my bike past about 6 trees and each time I saw another tree blocking the trail. I came across a clean up crew that told me the downed trees went all the way to Green Haven. I was 3 miles east of Green Haven when the mess started. There is also debris along the entire section which I was fortunate not to get a flat tire. The cleaning crew told me they have only 4 people and they will try to hire a contractor to clear the trees. There is no way a crew of 4 people could handle this. It would take them months to clean it up. (July 10, 2026)
I disagree with the description that this trail is packed enough for skinny road tires. There are parts with thicker gravel and I was glad to have gravel tires on my bike and even then it was a bumpy ride. Nice scenery, not too crowded, good bathrooms. Overall loved it.
This isn’t a trail in any real sense, but is clearly intended to be the entrance to a more ambitious path along the now-overgrown elevated rail line leading away from Summit. It’s literally a few hundred yards that ends in a locked gate. Nothing to see here unless you’re being a radical completion key for every trail listed in the app. 2 stars for potential, here’s hoping there’s some further expansion somewhere in the works.
Quiet, peaceful, looking for a different perspective in life, these trails will definitely will. The Red trail leads to the science parts of the Hudson. The blue trail goes all around the large pond which is also beautiful.
I did this route many times. About a half mile West from the South End of the Bethpage Bike Path ie,. Merrick Road NY 27A, you’ll see the Wantaugh Parkway entrance to the Jones Beach path. way back when they couple
This rail-trail is terrific! I use an electric scooter so the surface is important and this blacktop was easily navigable. At one end of the trail is an Irish pub for a fun meal stop- we turned around there to Irish music right after St. Paddy’s Day. Park at Dody Road Haskell. Length was great for us but you may want a longer ride/walk.
Started in FortLee Nj , biked over the GWB took a few roads to get to the Hudson greenway . The venture was very picturesque throughout the entire ride , many things to see & do . We ended up going to Chelsea and 505 W 23 rd st to a very nice place to grab a bite & water at the Wildflower . I will do again .
IT had great views, history and parking. Stopped and had our lunch in a quiet spot overlooking the water. Saw a Bear ¿ at one end..he didn’t catch us :)
The trail from Milford start point is on k for a few miles but turns to a rocky narrow trail not suitable for a bike , Start at Conashaugh trail head there is only 1 area where you have to walk down 1 set of stairs and go up another otherwise it get great .I wanted to add although I was able have a good ride on my mountain bike I would not recommend the use of any road bike .
This is a good trail & I would have enjoyed more if it were warmer and I did not ride in gale force winds. Bikers do yourself a favor from Milford grab a bite or drink as you have no food or drink areas until the end unless you ride when Dingmans campsite is open , you may get something there . Proceed 209 S to Conashaugh trail head unload and go south from there you will have about 18 miles to the end.
We biked on a Sunday in May. Plenty of parking at West Hurley. The scenery was stunning and varied. Started in forests, with some reminders of people who made their living in these woods. Ended with views of Catskills and the reservoir. Truly stunning views, wide, well maintained trail that we cycled on our hybrids.
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