Looking for the best trails around Stamford?

Explore the best rated trails in Stamford, NY, whether you're looking for an easy walking trail or a bike trail like the Albany-Hudson Electric Trail and Hudson River Brickyard Trail . With more than 22 trails covering 541 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

Wallkill Valley Rail Trail

great ride!

July, 2025 by v65xtm2gzt

Great ride through the shawingunk mountains ! Trail was great bikes were awesome ! What a beautiful day !!

O&W Rail Trail (Ulster County)

a little rough in spots but all in all a great ride !!!

July, 2025 by v65xtm2gzt

Rough in spots but really nice ride !!! Would do it again ! Tough around the steep hill x2 , Tressel bridge !!! But nice scenery and cool breeze Pat and Kevin B

Sullivan O&W Rail Trail

awesome ride

July, 2025 by v65xtm2gzt

Throughly enjoyed the trail end of the trail needs some work otherwise an awesome ride !!!

Accordion

Wallkill Valley Rail Trail

nicest crushed stone trail ever

June, 2025 by vbergerg_tl

Section from New Paltz (and maybe a mile or two below, I haven’t checked) to a mile or so north of the Rosendale Trestle is superb. Just after the Women’s Studio Workshop is an interesting historical furnace chimney. But then the trail comes apart - chunky gravel and hills I wouldn’t want to come down, leading to Williams Lake (saw lots of landscaping going on but no one using that end of it recreationally). I returned to the Women’s Studiovia the road.

Erie Canalway Trail

rode from Henrietta to lock 33

June, 2025 by tnuhyllek_tl

Beautiful trail. Well maintained. Headed west from Henrietta first, a little secluded. Only went about 2 miles then headed east to lock 33. Felt safer going east. Full of exercise traffic… love to see that!

Wallkill Valley Rail Trail

worth the time & effort

October, 2024 by kaiser

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

O&W Rail Trail (Ulster County)

O&W Kingston

September, 2024 by kaiser

Nice trail a must do . From Kingston it’s paved at least 5 -6 miles the rest is easy ride great scenery !

Albany-Hudson Electric Trail

Nassau to Stuyvesant Falls Park

August, 2024 by andrix

This trail (14 mile section) was in pristine condition with surprising amount of wildlife (herons, deer, turtles) along the way. Park, falls and 1800's mill factory at the southern end was worth a stop. Maybe shaded 50% so suntan lotion a must. There's a parking lot in Nassau right next to the trail. As others have mentioned, very few bathroom facilities on route.

Sullivan O&W Rail Trail

overgrown, unmaintained

August, 2024 by mwoods54321

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.

Ashokan Rail Trail

great bike trail

July, 2024 by frednshapiro

This mostly flat, well maintained trail goes though woods and across dykes. The scenery makes this a near perfect trail.

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!

Catskill Scenic Trail

Started in Roxbury and fell a couple of miles short of finishing trail but headed back. A lot of mud towards Bloomfield section.Can't say enough about the views. Totally fine for any gravel bike or hybrid .

July, 2024 by antross73

Started in Roxbury and fell a couple of miles short of finishing trail but headed back. A lot of mud towards Bloomfield section.Can't say enough about the views. Totally fine for any gravel bike or hybrid .

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Accordion

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