Find the top rated inline skating trails in Poughkeepsie, whether you're looking for an easy short inline skating trail or a long inline skating trail, you'll find what you're looking for. Click on a inline skating trail below to find trail descriptions, trail maps, photos, and reviews.
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Flat, paved rail trail. Dead ends at almost one mile. Located right in Port Jervis town.
Hubby & I went this morning for a trial run with my new e-bike! It was tons of fun!!!!
Mostly cinder. Started from access lot off of RT 7. Shared RT Trail with the Town Of new Milford. Parallels an active track. Good variety of terrain and scenery..
We are casual cyclists (no ebikes) and decided to take a short ride on this trail. We parked at the Nassau Lake Trailhead which has about 13 parking spots. We headed towards East Greenbush and cycled about 8 miles before turning around. The 8 mile section of the trail we cycled was paved and very well maintained. There was a slight elevation gain in this section but made for a nice downhill on the way back. There were no amenities on the 8 mile route. The trail had a couple of easy street crossings but was mostly off-road.
On the way back, we continued pass the TH parking for about 3 miles to the Village of Nassau to have a look. There is another TH in town next to a small park and across the street from an ice cream shop. This section of the trail in the village was flat. If we had the time, we would have gone further.
I would recommend this trail.
Wonderful trail. Part of the larger Empire State Trailway. This part from Eastview to Baldwin Place is the section I ride the most. Mostly shaded once you're north of Millwood with plenty of spots where you can stop for a bite or veer off for road riding near the reservoirs.
My wife and I walked the trail after dinner tonight. It’s a fine 12 foot wide trail, very well maintained and great for moms running with strollers or teaching kids to ride a 2 wheeler. Too short for a serious adult bike ride and it’s not terribly scenic but it’s nonetheless a nice addition for the community. It does lack mileage markers which would be helpful.
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.
The Trailways Bridge over the river in Brewster is open, eliminating the on-road detour. The eastern end is currently at the NY/CT line at Farrington Woods (with trail parking) in CT. Long range plans are to develop the CT portion of the RR path to Danbury.
There are far more legit parking areas than currently shown on TrailLink. Services are few and some might seem close lack easy access from route to road. High point is Whaley Lake. The trail is in good condition for it's entire length.
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.
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.
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