Looking for the best trails around Kingston?

Explore the best rated trails in Kingston, 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 48 trails covering 387 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.

Recent Trail Reviews

Maybrook Trailway

Maybrook Trail is a delight

June, 2023 by fivecylinderfreak

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!

Albany-Hudson Electric Trail

Enjoyable and mostly easy

June, 2023 by ebjbiker

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.

Kingston Point Rail Trail

great way to get downtown

June, 2023 by hiboomer

This trail connects midtown and the waterfront. Easy ride both ways

Accordion

Hudson Valley Rail Trail

Enjoying a beautiful ride

May, 2023 by dennis.daly

Fantastic ride, very smooth well-maintained. Enjoyed the views and shade with my wife. Recommend for novice bike riders.

Albany-Hudson Electric Trail

Enjoyable Ride - May 2023

May, 2023 by juan.capote

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.

Sue Grossman Still River Greenway

Trail has been extended

May, 2023 by colleen727

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.

Albany-Hudson Electric Trail

Short May ride

May, 2023 by lindarkv

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.

Harlem Valley Rail Trail

Nice Surprise

May, 2023 by bazydloforcrawford

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!

O&W Rail Trail

Construction at Kingston Terminus

April, 2023 by bauhaus

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.

Putnam Trailway

Flanked by better trails

April, 2023 by robert.richter89

I'm slowly checking trails that make up the Empire State Trail off my list so I will compare the Putnam Trailway to its adjacent trails.

Both the North County Trailway and Maybrook Trailway offer a better riding experience in my opinion. They are both slightly longer, are a little less hilly (which could be a positive or a negative) and are in better shape. All three trails provide similar scenery with a good mix of residential, tree cover and a few lakes/revivors.

That being said the Putnam Trailway isn't a bad trail by any means. It is hillier but that breaks up the monotony of a flat trail. Some of the hills are a fair challenge but they are not very long so its a few short climbs followed by a exciting downhill. There are a fair amount of road crossings especially around Baldwin Place but only two or three are busy, the rest were very quiet. I would say the roughest part of the trail is also around Baldwin Place, nothing crazy just a few bumps and cracks. I have a hybrid bike and had no issues with the trail.

Catskill Scenic Trail

Stanford to Bloonville

April, 2023 by george192

My wife and I traveled from Stanford to Bloonville today. Very nice day for a mtn bike ride. As many others have stated the gravel does get a bit tiring on the way back but thankfully we had very good mtn bikes. We were also able to have sandwiches made at the Tops grocery store. They made great sandwiches to order. The store is in Stanford about 1/4 mile from the parking area. The views and streams that are adjacent to the trail are very nice. We passed only a few bikers and a few walkers. No ATVs and one tractor that was doing trail maintenance.

Hudson Valley Rail Trail

Great Ride!

April, 2023 by blselkins

We had a great experience! Beautiful scenery. The trail is paved and very clean and well kept. The ride is not hilly. Round trip we recorded 22 miles.

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Accordion

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