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 115 trails covering 753 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

Pequonnock River Trail

Bring your phone with GPS

May, 2024 by sboaters_tl

My wife and I did this trail on touring bikes, starting at Glenwood Park in Bridgeport, and proceeded northward. Easy to follow until Twin Brooks Park where the trail joins the park trails but there is no signage from here northward. Nice surface but we had to stop NUMEROUS times to look at our GPS to determine our location and which trail/path to take. Then finding the Tait Road starting point for the next section was a challenge. Either print out the Trail Description and have a map, and/or have your phone handy as there are very few, if any, signs showing where the trail goes. A nice series of trails once you find them but don't expect ANY directional advice.

Old Putnam Trail

Short ride through Van Cortlandt Park.

May, 2024 by steve.schwinn

Road this fully paved trail, known as the Putnam Greenway in Van Cortlandt Park, in connection with the South County Trailway as an out-and-back starting from the Tarrytown Lakes Park Parking Lot on Neperan Road (1 mile connector trail to the junction of the North and South County Trailways). About a 35 mile round-trip. Trail is in very good shape but a bit narrow considering it’s busy with runners and walkers, especially on weekends. Be sure to check out the very impressive Grand Central Stones along the way.
Part of the Empire State Trail.

South County Trailway

Great trail with seamless trail connections at both ends!

May, 2024 by steve.schwinn

Road this fully paved trail in connection with the Old Putnam Trail (also known as the Putnam Greenway) as an out-and-back from the Tarrytown Lakes Park Parking Lot on Neperan Road (1 mile connector trail to the junction of the North and South County Trails) to the south end of Van Cortlandt Park. About a 35 mile round-trip. Trail is in very good shape with only a few root heaves. Note that the Old Putnam Trail is significantly narrower and busy with runners and walkers, especially on weekends.

Accordion

Joseph M. McDade Recreational Trail

terrible trail

May, 2024 by ktrischitta

The most unkempt trail I’ve ever ridden. This trail is not maintained at all and after the first 4-5 miles it turns into a completely overgrown trail that no one would find a joy to ride. Whoever is in charge of this trail should resign!! Worst ever…don’t waste your time!!

Old Croton Aqueduct Trail

great view the whole time

May, 2024 by smashwin111

This and the Erie Path on the other side of the river are relatively flat, and I rode both easily on a hybrid. The view on either side of the river is really nice the whole time, because your are just elevated enough to see the river clearly the whole time. Also Tarrytown is a nice stop. I did this in two legs - Yonkers to Tarrytown, and Tarrytown to Croton Reservoir. The reservoir at the end is a nice destination.

Parks to Ports Greenway Trail

unpleasant

May, 2024 by pvdx6j56f6

Right along a busy 6 lane road where people seem to race between stoplights and show off their sub par modified exhaust systems. Bring your earplugs.

Harlem Valley Rail Trail

Harlem River Trail

May, 2024 by johnecarl

This is a great trail. Great scenery and well paved. The northern part is partially under repair and new pavement so you have may to go to a starting point a little further south

Bronx River Greenway

Almost perfect for cyclist

May, 2024 by toddwrobinson_tl

We started in Bronxville and the beginning of the trail was a bit "annoying" with a bunch of people walking. We weren't sure if we would enjoy this trail...boy did that change. The trail to Kensico Dam was full of surprises, the good kind. A bunch of twist and turns with some fun hills. We'll be going back! We grabbed some sandwiches in Bronxville (Lange's Delicatessen) after our ride before heading home. A perfect day, 24 miles roundtrip.

Pequonnock River Trail

outstanding!

May, 2024 by iemontejo

Make sure to understand the trail entry points!

Harlem Valley Rail Trail

Perfection in imperfection

May, 2024 by john9mcnulty

Several sections of the trail are currently closed between Copake and Millerton. Although I wouldn't recommend them to everyone, I considered them very rideable or walkable. I'd probably start a few stops down next time, but only to avoid rerouting if they were actually doing maintenance and wouldn't let me pass though. When I wasn't considering alternative routes I was overtaken by the scenery between Copake and Milerton. The wildlife and landscapes were seldom disappointing, but the countless bugs were distracting. Milerton to Wassaic was underwhelming if you've drove along 22 before. Strangely, it was in worse condition than the closed sections. Scattered frost heaves sent cyclist darting around the trail or shot out of their saddle and skateboards trying to break their fall. Knowing this made it easier on the way back, but also way slower.

Cannot say this enough. I rode into more bugs in 4h on this trail than I have in over 4000 miles anywhere else.

TLDR:
This trail is currently "closed" for several miles. The trail is full of stunning scenery, bumps, and bugs. Well worth visiting, but keep expectations in check. Would give 3.75 if it was an option.

Wharton Rail-Trail (part of Patriots' Path)

looked good

April, 2024 by bc27b4z4qh

It looked good but there was no way to park and use the trail. ¿

Litchfield Community Greenway

Great Trail!

April, 2024 by edupont88

Great trail through White Memorial Wildlife Preserve. Bantam section not complete yet, but still worth an out-and-back ride. Lunch in Litchfield, ice cream in Bantam.

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Accordion

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