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Heritage Trail (NY)

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Explore the best rated trails in South Fallsburg, 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 50 trails covering 437 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.

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Recent Trail Reviews

Maybrook Trailway

The Weeds Are Gone

August, 2025 by robertgerry

I just rode the trail today and the weeds mentioned in a previous review have now been mowed and the tree leaning across the trail near Whaley Lake has been cut. The trail is now in excellent condition with none of the typical rail trail root bumps encountered today. BobG.

Ashokan Rail Trail

beautiful ride

August, 2025 by campinfool

Awesome ride !!! total 24 miles just breathtaking !!! Trail was wonderful mostly flat , busy with walkers and bikers all friendly !! Pat &Kevin Bennett

D & H Canal Linear Park and Towpath Trail

Great start from Wurtsboro ... but then THIS!

July, 2025 by jason.harry

Sunny and warm July Sunday. Started from the handy parking spaces across from the Wurtsboro firehouse (corner of Pine St. and Canal St.) The informational signs in the little park back toward Sullivan St. are worth checking out before heading north on the trail.

The trail is really nice in that beginning stretch: some gravel, mown grass, hard dirt. Easy on a hybrid or mountain bike ... probably too rough for a road bike. Riding along the long-forgotten, but still totally visible, D&H canal is very pleasant. Some lengths of the canal itself are totally dry and filled with mature trees; other lengths have water. (We didn't stop to read them, but there is fun signage along the way that tells a narrative story about the area.) Mixture of shady tree coverage and open skies. Very, very nice!

BUT THEN! Big surprise. As the towpath crosses McDonald Rd and continues north, which is maybe only 1 mile from the start, the bike path is fully flooded by water and completely unpassable. This is due to a total blockage of water in the canal by a massive beaver dam. (This is right where a home, yard, and outbuildings are visible on the satellite view. And, yes, there are some scary dogs on long ropes ... that come lunging.) The beaver dam is interesting to see, but there is no way to continue on the towpath at that point.

It turns out that the Mamakating O&W rail trail also has an entrance right on McDonald Rd. We chose to ride that back to Wurtsboro. There is a supposed continuation of Mamakating that heads northeast (the satellite view shows it), and it might be possible to jump back onto the D&H trail on the other side of the beaver dam blockage. But the official listing for Mamakating shows that this length is not developed ... so we decided not to chance it.

The Mamakating trail back to Wurtsboro is a straight shot ... no problems. That unintended shorter loop was maybe 3 miles total. But worth it!!

Accordion

Maybrook Trailway

Great Ride!

July, 2025 by douglas.klion

A friend and I did this ride today starting from Brewster to Hopewell Junction, continuing on the Dutchess Rail Trail for ~4 miles and back. The ride was excellent, a little over 50 miles with a gradual decent (~10 miles) on the way to Hopewell and ascent back. The trail was very smooth, there were a couple of spots on the Dutchess side that had growth into the trail and one downed tree blocking the way.

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 !!

Maybrook Trailway

what a amazing ride from 292/55 to Hopewell junction

July, 2025 by cudacom

Beautiful ride in the am was nice and cool and quiet Down hill to hopewell This time of year there are so many raspberries on the side of the trail going back to collect some for jam end of the week Being a rail trail the way back is just a slight incline Great Ride

D&H Rail Trail

I've ridden the trail from Simpson to Buck's Falls which is outside of Starrucca. The trail is well groomed until you hit the other side of Ararat. Then you run into ballast stone and coal silt. No ballast stone or coal silt from Simpson to Ararat.

July, 2025 by seamusmc1950

I've ridden the trail from Simpson to Buck's Falls which is outside of Starrucca. The trail is well groomed until you hit the other side of Ararat. Then you run into ballast stone and coal silt. No ballast stone or coal silt from Simpson to Ararat.

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 !!!

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.

D&H Rail Trail

I have ridden from Lansboro to Steven's Point several times. I'm from the area and can't find the trail from Steven's Point to Starucca. Where can I pick up the trail to Starucca.

June, 2025 by srinker58

I have ridden from Lansboro to Steven's Point several times. I'm from the area and can't find the trail from Steven's Point to Starucca. Where can I pick up the trail to Starucca.