Kingston, NY Horseback Riding Trails and Maps

859 Reviews

Looking for the best Horseback Riding trails around Kingston?

Find the top rated horseback riding trails in Kingston, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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Type
11 Results
Activities
Length
Surfaces
Type

Parksville Rail Trail

1.3 mi
State: NY
Cinder

Walden-Wallkill Rail Trail

4.3 mi
State: NY
Asphalt, Ballast, Cinder, Crushed Stone, Dirt, Grass, Gravel

Wallkill Valley Rail Trail

21.3 mi
State: NY
Asphalt, Cinder, Dirt, Gravel

Catskill Scenic Trail

26 mi
State: NY
Cinder, Crushed Stone, Dirt, Gravel

New Milford River Trail

5 mi
State: CT
Asphalt, Crushed Stone, Dirt

O&W Rail Trail (Ulster County)

18 mi
State: NY
Asphalt, Cinder, Crushed Stone, Dirt, Grass

Old Croton Aqueduct Trail

26.5 mi
State: NY
Crushed Stone, Dirt, Grass, Gravel

Railroad Ramble

1.7 mi
State: CT
Asphalt, Dirt, Grass

Corkscrew Rail Trail

3.8 mi
State: NY
Dirt

Sullivan O&W Rail Trail

20.65 mi
State: NY
Asphalt, Grass, Gravel
Trail Image Trail Name States Length Surface Rating
Overview The Parksville Rail Trail is the northernmost section of the Sullivan O&W Trail, which runs for 20.65 miles in Sullivan County in 7 distinct sections along the previous O&W Railroad Main...
NY 1.3 mi Cinder
The Walden-Wallkill Rail Trail is built on a former Conrail right-of-way. Conrail and its predecessors, Penn Central, New York Central, and The Wallkill Valley Railway, provided service to farmers...
NY 4.3 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt, Grass, Gravel
While the Wallkill Valley Railroad no longer carries fruits and vegetables from Ulster County to New York City, trail users can still discover small, family-owned farms and farmers markets serving up...
NY 21.3 mi Asphalt, Cinder, Dirt, Gravel
The Catskill Scenic Trail lives up to its name as it winds through a broad farming valley and small towns in New York's Catskill Mountains. The West Branch of the Delaware River is often in sight,...
NY 26 mi Cinder, Crushed Stone, Dirt, Gravel
The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles....
CT 5 mi Asphalt, Crushed Stone, Dirt
Overview The O&W Rail Trail follows the route of the old NY O&W Railroad (Kingston-Port Jervis Branch) right-of-way for 19.1 miles through Ulster County, NY, between Kingston and Ellenville. The...
NY 18 mi Asphalt, Cinder, Crushed Stone, Dirt, Grass
Overview The Old Croton Aqueduct Trail spans 26.5 miles across West Chester County, NY. It is often a singletrack dirt pathway that winds through communities and trees and provides an oasis of...
NY 26.5 mi Crushed Stone, Dirt, Grass, Gravel
The Railroad Ramble occupies a corridor abandoned by the Central New England Railroad, which provided service from 1871 through 1967. In Lakeville, the trail can be found just off of Route 41 behind...
CT 1.7 mi Asphalt, Dirt, Grass
The first section of the Corkscrew Rail Trail opened in June 2015. It begins at Knapp Road in Stephentown and heads south under a shady tree canopy towards New Lebanon, near the New York/Massachusetts...
NY 3.8 mi Dirt
Overview The Basha Kill Rail Trail is part of the Sullivan O&W Trail, which runs for 20.65 miles in Sullivan County in 7 distinct sections along the previous O&W Railroad Main Line and Port Jervis...
NY 5.5 mi Dirt, Grass
Overview The Sullivan O&W Trail runs for 20.65 miles in Sullivan County in 7 distinct sections along the NY O&W Railroad Main Line and Port Jervis-Kingston Branch rights-of-way. The Sullivan O&W...
NY 20.65 mi Asphalt, Grass, Gravel

Recent Trail Reviews

Putnam Trailway

meh

June, 2024 by vbergerg_tl

Finally reached it from the North County trail way and was both surprised and disappointed. Some nice spots but mostly odd hills and backend of towns. Expected it to be much nicer. Now I’m trying to figure out the road connections in Brewster to get to the better reviewed Maybrook.

Old Croton Aqueduct Trail

great view the whole time

May, 2024 by smashwin111

This and the Erie Path on the other side of the river are relatively flat, and I rode both easily on a hybrid. The view on either side of the river is really nice the whole time, because your are just elevated enough to see the river clearly the whole time. Also Tarrytown is a nice stop. I did this in two legs - Yonkers to Tarrytown, and Tarrytown to Croton Reservoir. The reservoir at the end is a nice destination.

Harlem Valley Rail Trail

Harlem River Trail

May, 2024 by johnecarl

This is a great trail. Great scenery and well paved. The northern part is partially under repair and new pavement so you have may to go to a starting point a little further south

Accordion

Harlem Valley Rail Trail

Perfection in imperfection

May, 2024 by john9mcnulty

Several sections of the trail are currently closed between Copake and Millerton. Although I wouldn't recommend them to everyone, I considered them very rideable or walkable. I'd probably start a few stops down next time, but only to avoid rerouting if they were actually doing maintenance and wouldn't let me pass though. When I wasn't considering alternative routes I was overtaken by the scenery between Copake and Milerton. The wildlife and landscapes were seldom disappointing, but the countless bugs were distracting. Milerton to Wassaic was underwhelming if you've drove along 22 before. Strangely, it was in worse condition than the closed sections. Scattered frost heaves sent cyclist darting around the trail or shot out of their saddle and skateboards trying to break their fall. Knowing this made it easier on the way back, but also way slower.

Cannot say this enough. I rode into more bugs in 4h on this trail than I have in over 4000 miles anywhere else.

TLDR:
This trail is currently "closed" for several miles. The trail is full of stunning scenery, bumps, and bugs. Well worth visiting, but keep expectations in check. Would give 3.75 if it was an option.

Litchfield Community Greenway

Great Trail!

April, 2024 by edupont88

Great trail through White Memorial Wildlife Preserve. Bantam section not complete yet, but still worth an out-and-back ride. Lunch in Litchfield, ice cream in Bantam.

Hudson Valley Rail Trail

A change in scenery

April, 2024 by robert.richter89

I rode both the William Stienhaus trail and the Hudson Valley Trail on a very windy early April Sunday. In comparison to the Stienhaus trail the Hudson Valley Trail is not as well marked but is also wide and in great condition like the Stienhaus trail. The Hudson Trail is overall more consistently scenic with less residential and commercial areas until you get to the end which runs right next to RT 9.

There are a few options to take a path of the trail to go into Highland which offers a few places to eat. My only complaint is that there is that there is no clear signage that the Hudson Valley Trail ended so I rode about a mile adjacent to RT 9 before realizing that the Hudson Valley trail technically ended at a small parking lot.

William R. Steinhaus Dutchess Rail Trail

One of the best trails on the Empire State Trail system

April, 2024 by robert.richter89

I rode the entirety of the Steinhaus Trail starting at Hopewell Junction and riding over the Walkway over the Hudson. On a very windy early April Sunday the trail was lightly used and everyone was very polite and practiced great trail etiquette including very attentive drivers at road intersections.

The trail itself is fairly wide, is well marked with mile markers counting up or down from Hopewell Junction depending on which way you are going and is in immaculate shape. I don't even recall a single bump, pothole or crack on the asphalt. The scenery is a mix of light residential, some commercial, a nice lake near Hopewell Junction and a good amount of tree cover.

I appreciate how easy it was to connect to the Hudson Valley Rail Trail via the Walkway over the Hudson which added to my ride.

Mamakating Rail Trail

Beautiful and well maintained

March, 2024 by jkmitch23

Lovely trail

O&W Rail Trail (Ulster County)

10 m paved at Kingston end?

March, 2024 by vbergerg_tl

TrailLink is not updated and someone should confirm but a visiting cyclist on the user-run Facebook Rail to Trails site just posted that he rode 10 paved miles at the Kingston end!

William R. Steinhaus Dutchess Rail Trail

William R. Steinhaus Dutchess Rail Trail

November, 2023 by thejake91739

After starting in New Paltz on the Hudson Valley Rail Trail and then crossing the Walkway Over The Hudson, I continued on to the Dutchess Rail Trail. I only went a few miles before turning around and heading back to New Paltz for a 21 mile ride.

The portion I rode is for the most part heavily forested, so if you like colorful trees in the fall or shade in the summer you'll love this. The trail is easy to ride, in amazing condition, and on a weekday morning in mid October lightly used. I especially appreciated the use of wood fencing in many spots which was the perfect architectural touch for this trail. Another highlight was Morgan Lake with its lovely swans and colorful trees reflecting upon the water.

I wish I would have had the time to venture further into the beautiful rural areas, but time was of the essence. I guess I have a reason to return and do the full length next time!

Walkway Over The Hudson

Walkway Over The Hudson

November, 2023 by thejake91739

After pedaling down the Hudson Valley Rail Trail from New Paltz, I made my way onto the walkway. It was 7:30 on a brisk mid October weekday morning, and the bridge was not crawling with hordes of tourists (like me). Instead it was obviously primarily locals out jogging, getting their steps in on their walks, rollerblading, and walking their dogs.

The views are as expected - absolutely sensational and breathtaking looking both up and downriver.

After continuing across I proceeded to explore the Dutchess Rail Trail for several miles before heading back.

As luck would have it, when I returned the walkway was a completely different world. It was totally enveloped in fog, and you could no longer see the Hudson let alone fifty yards in front of you. The bridge was essentially deserted. Worst of all, I didn't get to do my selfies with a Hudson River background!

The walkway, combined with the rail trails on either end, is a must destination ride for bicyclists. What an unforgettable experience!

Hudson Valley Rail Trail

Hudson Valley Rail Trail

November, 2023 by thejake91739

In my quest to bicycle in all fifty states, I drove 2,800 miles in order to ride my bike on this rail trail. It's hard to elaborate upon the Rails-To-Trails description. It was exactly as advertised and an absolute joy to experience on a brisk fall morn in early October.

About all I can add is the trail is flat, plenty wide, in excellent condition, and is a fun ride in autumn as the leaves are changing color and fluttering down to transform the path's hue from black to golden brown. There's also plenty of railroad memorabilia here and there to enhance the ride.

I didn't drive nearly 3,000 miles to just ride a seven mile trail. Naturally I continued on across the Walkway Over The Hudson and then on to the Dutchess Rail Trail for a fuller experience of the Hudson Valley! It was all exactly as I had hoped it would be!

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Accordion

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