Explore the best rated trails in Poughkeepsie, NY. Whether you're looking for an easy walking trail or a bike trail like the Tannersville Bike Path (Huckleberry Multi-Use Trail) and Hudson River Brickyard Trail. With more than 63 trails covering 450 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
I chanced upon this trail on a cycling day from Pennsylvania Terminal in NYC to Amenia, New York and while pedaling I thought of the former freight train engineers gliding through these wonderful environments and having the views all to themselves. Now, we all can enjoy the trailway! The surface is smooth and the journey is peaceful. My trip north from Gotham and return trip south two days later took place on nice days in August, and I imagine that the Maybrook must be terrific in the fall. On its own, the Maybrook is an excellent trail; connect to it via Westchester County's South- and North County Trailways and/or the Putnam Trailway, and the Maybrook becomes one leg of many possible cycling adventures. This summer, I am going back, because I need my Maybrook fix. Thank you, New York State, for investing in premier recreational resources!
We did 11 miles of this trail. We went from Nassau Lake to Valatie. It was mostly flat. It did go on a road for a short section. There was ONE bench the whole way and no bathrooms. Valatie did have several places to eat. Please be aware that many are closed on Tuesday, so that limits the selection somewhat. Pizza ab Mexican we’re closed. Deli and diner were open. Overall it was worth the trip.
This trail connects midtown and the waterfront. Easy ride both ways
Fantastic ride, very smooth well-maintained. Enjoyed the views and shade with my wife. Recommend for novice bike riders.
I got onto the trail at Southbury. I parked at IBM since there was no parking at the trailhead, and got a nice (?) note from security on my windshield. The first half mile from Southbury is very verdant and marked by nice wild phlox, but the path was so narrow you had to watch your feet instead to try to avoid the poison ivy. It widens out once you get to the rail trail. We saw a heron and a deer. A woman on horseback said the heron is famous for trying to scare the horses, they call it the "Pterodactyl". The trail seems to disappear once you get to some of the cross roads and is hard to find again.
Parked at 1007 Kinderhook St. and headed down towards Stuyvesant Falls. Nice ride. I then rode back to my car for lunch before heading toward North Chatham. Pavement in good shape both ways and I enjoyed the scenery. Will definitely ride it again in the fall.
I just rode this trail, again. I pleasantly surprise that the trail has been extended about 3/4 mile and now goes up to motor vehicle office in Winsted.
Valatie to Nassau in the early morning en route to northern NY. Beautifully maintained well-marked trail along water, past farms and through woods. Parking at several locations was easy to find. Looking forward to returning to do other sections of the trail.
Was not expecting trail to be as nice as it was. Rode from southern trailhead to Millerton about 12 miles one way. Great views of farms / hills / streams/ wetlands all along a nicely paved trail. Planning to go back and complete the remaining 13 miles north of Millerton. And by the way thank you to Millerton for the excellent bathroom facilities!
As of April 2023 the section out of Kingston for about 3-4 miles is under construction and impassible. Use Hurley Ave. to ride down to the connector with the rte 209 paved section just above Davis St.
Honestly the paved section along 209 is pretty uninspiring. After the trail breaks away from 209 and becomes crushed cinder does it become enjoyable. Wonderful scenery and wildlife along this section.
4/21. We parked at the Beardley Zoo parking lot and biked only 1 mile until we couldn't go any further. There was flooding and construction was taking place for a new water pipe. So we had to go to our car and start somewhere else. We parked on Trumbull Ave. at the Dept of Parks and Recreation as the parking lot for the trail on Trumbull was closed. We biked about 5 miles to Whitney Ave. and there was another sign that the trail was temporarily closed. The 5 miles we biked were lovely along the river. I'm not sure who you would contact to find out the status of the trail. We were hoping to do 26 miles round trip and got in 13.
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