Poughkeepsie Trails and Maps

1069 Reviews



Looking for the best trails around Poughkeepsie?

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.

Recent Trail Reviews

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.

Accordion

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.

Pequonnock River Trail

Limited trail

April, 2023 by arlene.deardorff

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.

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.

Joseph B. Clarke Rail Trail

simply wonderful : )

April, 2023 by greg10954

The Rail Trails of Rockland county are simply wonderful!

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.

Mamakating Rail Trail

connect the trail

March, 2023 by mulkcats

I walked the south section today 3/24/23 . I was surprised .A very nice little trail.My intention was to walk the whole length but the middle is not maintained.Not sure why,.

Norwalk River Valley Trail

Great Trails

January, 2023 by asiamcraejohnson

I’ve completed the Wilton trails in Lovers Lane, Entrance near Orem’s Dinner and Mathews Park. All are great. My favorites are the Wilton Trails, you enter and your engulfed in nature. Absolutely beautiful. I also love walking In Mathews park although that is more of a city trail to me not as much nature as these are concrete paved and you pass near traffic and such. So grateful to all the hard work put into to providing these trails thank you!

Harlem Valley Rail Trail

Rod it in sections

December, 2022 by bblhed_tl

I rode this over two separate weekends, Once from the Wassaic train station to Millerton, and once from Millerton to almost the end of the trail. Picking a favorite section is a really hard call, they both have their pluses. One of the things I really liked is the lack of level crossings making this more of a bikers trail than a walking trail with a lot of trail where you will only see bikes for a few miles. Pedestrians are great, with only bikes there is a lot less stress about passing. I think just about every level crossing has a portalet, even the ones without parking.

Wassaic didn't offer much in the way of attractions or close by food, Millerton on the other hand had plenty to offer and explore, there is even an actual bathroom on the trail in Millerton. While it would probably be fine to bike the town, I used the rack and walked it. Lots of interesting shops and food options in Millerton so it is worth stopping. Once you head north of Millerton you are back in open land with the occasional road crossings. There is a section where you ride over a large pond on a bridge that is nice.

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Accordion

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