Looking for the best trails around Peekskill?

Explore the best rated trails in Peekskill, NY. Whether you're looking for an easy walking trail or a bike trail like the Hudson River Brickyard Trail and Walkway Over The Hudson. With more than 106 trails covering 690 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

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.

Paulinskill Valley Trail

Beautiful But Needs Maintenance

May, 2023 by jlnightin

Did the 13 mile loop on our e-bikes. Our observations: Absolutely gorgeous trail, wildflowers were in bloom, a small waterfall, pretty bridges to ride over and slate “cliffs” to ride between. Trails need some serious maintenance. 3 places where trees were over trail, needed to lift bikes over in 2 places, shove bikes under in 1. Trails get very narrow on several places, only room for 1 bike to pass. Poison ivy abounds. Bone jarring areas full of rocks. bikes over in 2 places, had to a

Larkin State Park Trail

Serene walk, but parts of the trail need work

May, 2023 by mikeecsedy

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.

Accordion

Vanderbilt Motor Parkway

Vanderbilt Motor Parkway

May, 2023 by lil13mac

I rode it with my bike it was good ride.I will be doing it again. It was clean and well maintained. A lot of walkers.

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.

Bethpage Bikeway

E-Bikes

March, 2023 by pmicc01

NYS State Law prohibits E-Bikes from riding on the trail but it seems no one is obeying or enforcing the law. It will be an issue when someone gets hurt. There is no difference between an E-bike and a motorcycle except for the way it is powered. I'm not sure this will be an issue when someone gets hurt.

Loantaka Brook Reservation Trail

Nice bike trail but not well marked

March, 2023 by louis.garcia22

This was my first time riding the Loantaka Brook trail. It is late March 2023. I found the trail to be asphalt and smooth with beautiful creeks & dense wooded & nature scenery. On weekdays the trail is not very crowded but because the trail is somewhat narrow I can see it would be challenging to share the trail with walkers & hikers. I actually got lost trying to find my way back to the parking lot. The trail is not very well marked. If you are new to this trail I suggest you go online & review the trail map.

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Accordion

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