Explore the best rated trails in Middletown, 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 84 trails covering 600 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.
Wife and I had a nice ride through the trail. Will definitely be back. Nice area and plenty of benches along the way to sit and relax.
This mostly flat, well maintained trail goes though woods and across dykes. The scenery makes this a near perfect trail.
Rode from Blairstown to knowlton and back. 14 miles. Goes for a good distance in a tree covered environment which usually is good However, the ground is still wet often, for biking the surfaces vary which is hard enough but when you have to bike through “wagon wheel ruts in the ground”, uncut grass, single file, avoid bushes, etc. not a lot of fun. Was watching the ground so not to slip. But the biggest fault was, there was no signage when the bike trail went on roads and then back on the trail. At least six or 7 times wish they had signs that said turn here, go left. We almost ended up on the runway of the local Blairstown Airport Also, it end before the Pauls Kill Viaduct Which is a major structure in NJ - was the largest concrete structure built in the world when it was built. Does not tell us how to there. Only a quarter a mile further ?? Lastly, in this section enjoy seeing old rail artifacts, country farms etc. not a lot here
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!
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.
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.
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.
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?
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!!
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.
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.
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