Cold Spring Trails and Maps

1525 Reviews



Looking for the best trails around Cold Spring?

Explore the best rated trails in Cold Spring, 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 94 trails covering 675 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

O&W Rail Trail (Ulster County)

Newly paved north end!

July, 2024 by bsmith4_tl

Had a great ride yesterday on the north end going from Kingston trailhead to just before Marbletown wooded trail. Marbletown south was a little muddy from recent rains. Ran into 3 folks on horses there too!

Ashokan Rail Trail

Disappointed

July, 2024 by schneidny

My experience did not match the glowing description and reviews for this trail. While I agree it can be ridden with a road bike as I did it makes for a very rough ride. The surface is clearly not crushed stone as advertised but rather gravel with 1/4 to 1/2” pebbles. Furthermore with the exception of a few hundred feet at the beginning (West Hurley) you don’t see the lake, the rest of the way you are in the forest, which on a hot day is nice but also almost completely blocks the view of the water. I ended up riding back via route 28A, which makes for a loop of a little over 30 miles and was not too busy with cars. If you do go this route make sure to take the Ashokan Reservoir Promenade, which parallels route 28A along the shore of the lake for about three miles. The only difficulty is crossing busy route 28 at the end to get back to the parking lot in West Hurley.

O&W Rail Trail (Ulster County)

A hot mess of inconsistency

July, 2024 by eswnyc

I have not been on the northern part of this trail, but the southern part is years (and probably millions of dollars) away from being a great trail. There are short parts near Ellenville that have been rehabilitated and a tiny stretch near Port Ben that’s okay, but it’s mostly rough riding in the middle of no-where, without a person in sight . Trees are down. There’s trash (tires, old toys, abandoned cars, everywhere). The trail is poorly marked where it starts and stops; it ends abruptly in multiple places; and is generally not worth the trouble to navigate.

If you’re brave enough to start at Ellenville, the trail does not start in the park (as noted on the O&W website) - it start’s off Main Street down a road that leads to a municipal parking lot for snow plows. (Looks carefully, it’s very easy to miss.)

Let’s hope the dream of this trail becomes a reality sooner rather than later.

Accordion

Maybrook Trailway

5 Star

July, 2024 by z4g9gshqpr

The smoothest trail you will find anywhere around NYC. Nice and long, mostly flat. As others have pointed out, plants are beginning to overgrow on the Dutchess County end and need to be cut back. But the trail goes by numerous lakes and offers fantastic views. Highly recommend. Just make sure to start early because the trail is quite long.

Maybrook Trailway

Maybrook to Brewster

July, 2024 by bktourer1

Excellent trail except for the staircase once you get into Brewster from the Danbury area. Why wasn't a ramp put in instead of 2 steep staircases to carry a bike up or down?

Joseph M. McDade Recreational Trail

Wow. Was very bumpy. A couple of trees were down. Started at Dingmans ferry. Went north. Lots of hills! Had to stop at Zimmermans Farm Road. It got too narrow from there. Exhausted!!

July, 2024 by ebechtoldt

Wow. Was very bumpy. A couple of trees were down. Started at Dingmans ferry. Went north. Lots of hills! Had to stop at Zimmermans Farm Road. It got too narrow from there. Exhausted!!

Maybrook Trailway

Incredible Trail -- Almost impassable in Dutchess County Right Now

July, 2024 by dryaun

The Dutchess County portion of this incredible biking trail is almost unusable right now. Weeds wildly overgrown and sticking out 4-5 feet into the trail on either side. The Dutchess County people responsible for this negligence should be ashamed of themselves.

Ashokan Rail Trail

Enchanting Views

July, 2024 by wrogers1

While short at 11 miles one way, this trail has a lot to offer. The view of the reservoir with the green Catskill Mountains in the distance is quite enchanting. Much of the ride is through the woods with plenty of shade. The surface is packed cinders and the ride is generally flat. There are plenty of port-a-potties at the trail heads. This is our second time on the trail, so we did view it as worth returning too. Our first trip, during a summer weekend, was quite busy. This time we were there on a rainy weekday in June, and there were minimal people.
We extended the ride by travelling an additional 20 miles on the rode to ride around the reservoir. Starting at the Woodstock Dike Trailhead, we headed east on a very busy Route 28, but only for less than a quarter mile. The rest of the trip had minimal traffic, although I should note it was a rainy weekday. I ‘m unsure how different it would be on a sunny weekend.
We then followed Basin Road to Dike Road where we enjoyed amazing views. Dike Road is on what I believe is the dam at the east end of the Reservoir, offering unobstructed views of the water. From there, we continued on Route 28A. We were a short distance from the Promenade when we encountered a rain storm approaching in from the west. We turned back, managing to get to the car right before the rain began. In total the trip covered 40 miles on hybrid bikes.
While we did not reach the Promenade on this trip, I would highly recommend visiting it. During a previous visit, we took a short drive from the Rail Trail to the Promenade. It was well worth the hassle of loading and unloading the bikes on the car. You will find gorgeous views of the revisor with the mountains in the distance. We even spotted a bald eagle soaring over the water.
It takes us 2.5 hours to drive from our home to the western trailhead. The journey is well worth it. We definitely will be visiting again.

Heritage Trail (NY)

Heritage trail

July, 2024 by flywithme_tl

A great ride . A watch for when you’re in Goshen , if coming from Harriman when you get to where it says end of trail in Goshen proceed straight across into parking lot continue on railroad ave make left on west main then take west main until you see a cemetery on the left then make a right onto a paved walkway near the dead end street then make left to continue on the trail . I am writing this to help others poor signage

William R. Steinhaus Dutchess Rail Trail

great ride William trail

July, 2024 by flywithme_tl

Can’t say enough well maintained , a must do !

Walkway Over The Hudson

walkway over Hudson

July, 2024 by flywithme_tl

Great a must do . Food & drinks along with bathrooms on each end of bridge .

Hudson Valley Rail Trail

perfect

July, 2024 by flywithme_tl

Great trail well maintained would be good if porta John was available in the parking lot across from Lowe’s . Plenty of places to get a drink .

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Accordion

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