Find the top rated walking trails in Roscoe, whether you're looking for an easy short walking trail or a long walking trail, you'll find what you're looking for. Click on a walking trail below to find trail descriptions, trail maps, photos, and reviews.
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Great trail a must do . FYI bridge #1,2,3,4 were under construction but are now complete and the trail is open complete . When in Monroe just before overpass there is a good burger and place called Wayback burger . You have to pedal through a gas station lot but it’s next door .
Started 3 miles south of New Paltz & ride all the way to Kingston , plenty of places to eat & drink in New Paltz after that there is a farm brewery on your right going north & a little health food eatery in the middle of nowhere by a campsite on the left going north after that you come to get Rosendsle trestle , the mining caves ( you can feel the cold air mass as you ride by ) Once you get to Kingston you pedal via rroad to the town
Started in Simpson and headed north. The first 12 miles is very nice, except for the occasional noise from the ATV trail nearby. The next eight miles is a little rough, but not too bad. Then a mile of the trail was very soft, like they were working on the trail. After that, it becomes VERY rough - riding on balast. Some very nice scenery; has the potential to be a great trail - if they ever finish cindering the full length of the trail.
Nice trail a must do . From Kingston it’s paved at least 5 -6 miles the rest is easy ride great scenery !
This isn’t the most scenic trail in the world, but it’s in spectacular condition, paved from end to end, busy on weekends but never overcrowded. There are a few nice stops along the trail. Beware: there is a slightly confusing part in Goshen where the trail has a short gap - the signage is not great so you might fumble around to find the next section, but it’s totally worth the trouble.
Wildly inconsistent and discontinuous trail. Has potential, but I sense it will be many, many years before this will rival the trails on the east side of the Catskills. Skip this and just go to the Heritage Trail in Middletown.
I tried this trail starting in two spots. First at the north end off 208. The first few hundred yards are good, but then it becomes overgrown. I went through the brush and mud for another few hundred yards, but turned around at a washed out culvert. Next I drove to the north end of the southern section off S road. This was better. Bumpy with roots across the trail. Foot tall grass in most places, but passable for a half mile or so. After the underpass there are several bridges in degrading condition. I didn't dare ride across, but walked these. There were also downed trees in two spots. A little over a mile in I turned around at another rotting bridge that had 3 large snakes (I believe Northern Water Snakes, but not 100% sure).
I wouldn't waste your time with trying this trail.
Great trail did from Harriman to Middletown plenty of opportunities to get food & water . I recommend Mason’s Place in New Hampton right on the trail breakfast lunch , dinner & bar . Very cool 1866 place , lots of history , good food . The owner Brett was very accommodating and offered to stay late for us .
Rode from Harriman ti right before downtown Chester. The trail is closed for maintenance at about the 7 mile marker.
This mostly flat, well maintained trail goes though woods and across dykes. The scenery makes this a near perfect trail.
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!
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