Kingston Horseback Riding Trails and Maps

515 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
13 Results
Activities
Length
Surfaces
Type

Catskill Scenic Trail

26 mi
State: NY
Cinder, Crushed Stone, Dirt

Corkscrew Rail Trail

3.8 mi
State: NY
Dirt

D & H Canal Heritage Corridor (O&W Rail-Trail)

11.8 mi
State: NY
Asphalt, Crushed Stone, Dirt

D & H Canal Linear Park

4.7 mi
State: NY
Ballast, Cinder, Dirt, Grass, Gravel

New Milford River Trail

5 mi
State: CT
Asphalt, Crushed Stone, Dirt

North County Trailway

22.1 mi
State: NY
Asphalt

O & W Rail Trail

7.5 mi
State: NY
Ballast, Cinder, Dirt, Grass

Old Croton Aqueduct Trail

22.8 mi
State: NY
Asphalt, Concrete, Dirt

Parksville Rail Trail

3.2 mi
State: NY
Cinder

Railroad Ramble

1.7 mi
State: CT
Asphalt, Dirt, Grass

Shawangunk, Walden, and Wallkill Rail Trail

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

Wallkill Valley Rail Trail

21.2 mi
State: NY
Asphalt, Cinder, Dirt, Gravel
Trail Image Trail Name States Length Surface Rating
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
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
Sandwiched between the Hudson River and the Catskill Mountains near the busy US Route 209 corridor, this trail has a little something for everyone. The Delaware & Hudson Canal Heritage Corridor (D & H...
NY 11.8 mi Asphalt, Crushed Stone, Dirt
The D&H Canal Linear Park is 45 acres with a trail situated along the historic D&H Canal. Remains of the original locks, dry dock and waste weirs are visible from the towpath trail. Interpretive signs...
NY 4.7 mi Ballast, Cinder, Dirt, Grass, Gravel
Much of the 15-mile Heritage Trail, a.k.a. the Orange Heritage Trail, sails past wide fields of corn and wheat. The trail starts in Harriman at the Mary Harriman Park. From there, it heads northwest...
NY 15 mi Asphalt
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
The North County Trailway is the longest of the four connected rail-trails breathing new life into the former New York Central Railroad's Putnam Division line. The "Old Put" provided passenger and...
NY 22.1 mi Asphalt
Three segments of the O&W Rail-Trail are open to the public within the Town of Fallsburg: Mountaindale to Woodridge, 2.7 miles; Woodridge toward South Fallsburg, 1.8 miles; South Fallsburg to...
NY 7.5 mi Ballast, Cinder, Dirt, Grass
The Old Croton Aqueduct State Historic Park follows the route of the Old Croton Aqueduct, which carried water to New York City from 1842 to 1955. Most of the structure lies beneath the trail and has...
NY 22.8 mi Asphalt, Concrete, Dirt
This rustic unpaved trail, just over three miles in length, runs along a route formerly used by the New York, Ontario, & Western Railway's Main Line through Parksville in Sullivan County, NY. The...
NY 3.2 mi Cinder
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
Shawangunk, Walden, and Wallkill Rail Trail is built on a railroad right-of-way that was abandoned by Conrail in the late 1970s. Conrail and its predecessors, Penn Central, New York Central, and The...
NY 4.5 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt, Grass, Gravel
The Wallkill Valley Rail Trail extends more than 20 miles between Kingston and Gardiner along the route of the old Wallkill Valley Railroad, which, in the late 1800s, carried produce from Ulster...
NY 21.2 mi Asphalt, Cinder, Dirt, Gravel

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Trails by activity

Old Croton Aqueduct Trail

NY - 22.8 miles

The Old Croton Aqueduct State Historic Park follows the route of the Old Croton Aqueduct, which carried water to New York City from 1842 to 1955. Most of the structure lies beneath the trail and has...

New Milford River Trail

CT - 5 miles

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....

Shawangunk, Walden, and Wallkill Rail Trail

NY - 4.5 miles

Shawangunk, Walden, and Wallkill Rail Trail is built on a railroad right-of-way that was abandoned by Conrail in the late 1970s. Conrail and its predecessors, Penn Central, New York Central, and The...

Parksville Rail Trail

NY - 3.2 miles

This rustic unpaved trail, just over three miles in length, runs along a route formerly used by the New York, Ontario, & Western Railway's Main Line through Parksville in Sullivan County, NY. The...

Accordion

Wallkill Valley Rail Trail

NY - 21.2 miles

The Wallkill Valley Rail Trail extends more than 20 miles between Kingston and Gardiner along the route of the old Wallkill Valley Railroad, which, in the late 1800s, carried produce from Ulster...

North County Trailway

NY - 22.1 miles

The North County Trailway is the longest of the four connected rail-trails breathing new life into the former New York Central Railroad's Putnam Division line. The "Old Put" provided passenger and...

Railroad Ramble

CT - 1.7 miles

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...

Heritage Trail (aka Orange Heritage Trail)

NY - 15 miles

Much of the 15-mile Heritage Trail, a.k.a. the Orange Heritage Trail, sails past wide fields of corn and wheat. The trail starts in Harriman at the Mary Harriman Park. From there, it heads northwest...

D & H Canal Heritage Corridor (O&W Rail-Trail)

NY - 11.8 miles

Sandwiched between the Hudson River and the Catskill Mountains near the busy US Route 209 corridor, this trail has a little something for everyone. The Delaware & Hudson Canal Heritage Corridor (D & H...

New Milford River Trail

CT - 5 miles

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....

Corkscrew Rail Trail

NY - 3.8 miles

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...

Catskill Scenic Trail

NY - 26 miles

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,...

O & W Rail Trail

NY - 7.5 miles

Three segments of the O&W Rail-Trail are open to the public within the Town of Fallsburg: Mountaindale to Woodridge, 2.7 miles; Woodridge toward South Fallsburg, 1.8 miles; South Fallsburg to...

Accordion

Shawangunk, Walden, and Wallkill Rail Trail

NY - 4.5 miles

Shawangunk, Walden, and Wallkill Rail Trail is built on a railroad right-of-way that was abandoned by Conrail in the late 1970s. Conrail and its predecessors, Penn Central, New York Central, and The...

Heritage Trail (aka Orange Heritage Trail)

NY - 15 miles

Much of the 15-mile Heritage Trail, a.k.a. the Orange Heritage Trail, sails past wide fields of corn and wheat. The trail starts in Harriman at the Mary Harriman Park. From there, it heads northwest...

Old Croton Aqueduct Trail

NY - 22.8 miles

The Old Croton Aqueduct State Historic Park follows the route of the Old Croton Aqueduct, which carried water to New York City from 1842 to 1955. Most of the structure lies beneath the trail and has...

D & H Canal Linear Park

NY - 4.7 miles

The D&H Canal Linear Park is 45 acres with a trail situated along the historic D&H Canal. Remains of the original locks, dry dock and waste weirs are visible from the towpath trail. Interpretive signs...

North County Trailway

NY - 22.1 miles

The North County Trailway is the longest of the four connected rail-trails breathing new life into the former New York Central Railroad's Putnam Division line. The "Old Put" provided passenger and...

Wallkill Valley Rail Trail

NY - 21.2 miles

The Wallkill Valley Rail Trail extends more than 20 miles between Kingston and Gardiner along the route of the old Wallkill Valley Railroad, which, in the late 1800s, carried produce from Ulster...

Parksville Rail Trail

NY - 3.2 miles

This rustic unpaved trail, just over three miles in length, runs along a route formerly used by the New York, Ontario, & Western Railway's Main Line through Parksville in Sullivan County, NY. The...

Railroad Ramble

CT - 1.7 miles

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...

D & H Canal Heritage Corridor (O&W Rail-Trail)

NY - 11.8 miles

Sandwiched between the Hudson River and the Catskill Mountains near the busy US Route 209 corridor, this trail has a little something for everyone. The Delaware & Hudson Canal Heritage Corridor (D & H...

Railroad Ramble

CT - 1.7 miles

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...

New Milford River Trail

CT - 5 miles

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....

North County Trailway

NY - 22.1 miles

The North County Trailway is the longest of the four connected rail-trails breathing new life into the former New York Central Railroad's Putnam Division line. The "Old Put" provided passenger and...

Catskill Scenic Trail

NY - 26 miles

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,...

Accordion

Old Croton Aqueduct Trail

NY - 22.8 miles

The Old Croton Aqueduct State Historic Park follows the route of the Old Croton Aqueduct, which carried water to New York City from 1842 to 1955. Most of the structure lies beneath the trail and has...

Wallkill Valley Rail Trail

NY - 21.2 miles

The Wallkill Valley Rail Trail extends more than 20 miles between Kingston and Gardiner along the route of the old Wallkill Valley Railroad, which, in the late 1800s, carried produce from Ulster...

Corkscrew Rail Trail

NY - 3.8 miles

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...

Heritage Trail (aka Orange Heritage Trail)

NY - 15 miles

Much of the 15-mile Heritage Trail, a.k.a. the Orange Heritage Trail, sails past wide fields of corn and wheat. The trail starts in Harriman at the Mary Harriman Park. From there, it heads northwest...

O & W Rail Trail

NY - 7.5 miles

Three segments of the O&W Rail-Trail are open to the public within the Town of Fallsburg: Mountaindale to Woodridge, 2.7 miles; Woodridge toward South Fallsburg, 1.8 miles; South Fallsburg to...

Parksville Rail Trail

NY - 3.2 miles

This rustic unpaved trail, just over three miles in length, runs along a route formerly used by the New York, Ontario, & Western Railway's Main Line through Parksville in Sullivan County, NY. The...

D & H Canal Heritage Corridor (O&W Rail-Trail)

NY - 11.8 miles

Sandwiched between the Hudson River and the Catskill Mountains near the busy US Route 209 corridor, this trail has a little something for everyone. The Delaware & Hudson Canal Heritage Corridor (D & H...

Shawangunk, Walden, and Wallkill Rail Trail

NY - 4.5 miles

Shawangunk, Walden, and Wallkill Rail Trail is built on a railroad right-of-way that was abandoned by Conrail in the late 1970s. Conrail and its predecessors, Penn Central, New York Central, and The...

D & H Canal Linear Park

NY - 4.7 miles

The D&H Canal Linear Park is 45 acres with a trail situated along the historic D&H Canal. Remains of the original locks, dry dock and waste weirs are visible from the towpath trail. Interpretive signs...

Recent Trail Reviews

Catskill Scenic Trail

Catskill Scenic Trail

May, 2018 by ellafan

I rode from Stamford to Bloomfield on May 21st. The ride is scenic although you should expect farmfields and farm trash pushed to the edge of fields. I do a lot of cycling and used a cyclocross bike but this trail really was bumpy with downed trees and many, many sticks on the trail. The constant attention I had to give to avoiding sticks flipping into my spokes and sending me flying made me lose sight at times of the marvelous scenery. A few parts of the trail were mowed grass. I wish I could win the lottery and give the CST folks a generous donation so the trail could be a bit better maintained. Stamford has a gorgeous amenity with this rail-trail and a depot still standing.

Sue Grossman Still River Greenway

Love walking

May, 2018 by casiluv1982

I love walking this trail. I have yet to make it to the end with the kids as they get tired we have gone most of the way. I walk there a few times a week with them. They love seeing the turtles in the water. Only thing I dislike is those who dont clean up after their dogs. I have stepped in dog doo on the trail, and alot of those who do clean up throw the colored baggies in the bushes so you always see colored bags oi n the ground and un the tree.if your not going to take the bag with you then leave the pool it will eventually go away your bag on the other hand will go nowhere :(

Harlem Valley Rail Trail

From Millerton to Coleman Station

May, 2018 by thisworksforme

Absolutely beautiful scenery. Asphalt path was in great condition. People on the trail were friendly. Maps were available in Millerton as well as a clean porta potty. Many sections were shaded to provide some relief from the heat! Millerton is a small, quaint village with plenty of nice shops to check out.

Accordion

Old Croton Aqueduct Trail

From Yonkers to Ossining

May, 2018 by mb.provenzano

The OCA trail offers a rich variety of surfaces and surroundings. I rode a commuter bike with 38mm slicks and did just fine, even through the muddy sections. I picked the trail up in Yonkers off the South County with a bit of street riding. This initial section runs through some rough spots in Yonkers and includes some on-street sections. After reaching the northern neighborhoods of Yonkers, it all starts to feel European with back-to-back posh villages, mansions, and views of the Hudson. There are even some interesting stone ruins, not to mention the Lyndhurst Mansion grounds.

The trail comes and goes a bit further north and you'll find yourself on the road more than you may like, but there are some deeply wooded sections and a fun climb to a bridge over Phelps Way. There is an aqueduct museum along the way and many clear signs of former aqueduct works.

I highly recommend this trail and shall return to it many times.

Heritage Trail (aka Orange Heritage Trail)

Excellent Trail 4/22/2018

April, 2018 by woochang04

I rode my bicycle from the parking lot in Goshen NY to the end of the paved trail 12 miles long. There is a dead stop at 12 miles with a fence preventing you from advancing over an old bridge.
The trail is in great or perfect condition and some new repaving was noted along the way. Walk, run, bike, rollerblade or whatever your non motorized pleasure is. I noticed a few cameras along the trail and a police officer in a golf cart.
People were all nice and offered greetings as you pass. One thing to remember is a lot of people wear earphones/buds while using the trail and may not hear your warning when you are passing.
I find railroad trails feel like they are uphill both ways, the 24 mile ride was a bit much for my first ride this year.
Great trail, my congratulations to the caretakers of this wonderful trail.

Catskill Scenic Trail

Beautiful, but tough going

April, 2018 by gabeherrera3

This trail has a ton of potential, but a couple words of warning: the sections East of Stamford are looser, and the Roxbury--Grand Gorge section in particular is ill-maintained. We went in April which was probably a bit early in the season, as much of it was wet and we found it tough going for much of it, even on gravel bikes. Full MTBs might work better.

Corkscrew Rail Trail

Not that long then

April, 2018 by russnelson_tl

When I rode it in September 2016, it stopped a short way into the town of New Lebanon, dead-ending before it reached the village. It's a nice ride as far as it goes. Hopefully it's now as long as the map says it is.

D & H Canal Linear Park

Not a rail-trail

April, 2018 by russnelson_tl

You would think from the name that this is a canal towpath trail, and you'd be right. While at times the NYO&W railroad ran close by this trail, they are separate rights-of-way.

Briarcliff-Peekskill Trailway

not well maintained

March, 2018 by brian144

I started at Watch Hill Rd near the shooting range, over the Croton Gorge, and up the road. The trail continues across the street but it’s hard to find and doesn’t look like a trail. It heads through Tea Town and is very nice for a few miles. Once you get near Rte 134 it’s a mess. Apparently it continues for another mile or two but I turned around at 134. Very nice in spots, especially when all the trees are in, say May-June.

D & H Canal Heritage Corridor (O&W Rail-Trail)

Longer than this site suggests

March, 2018 by andyshelto

While i believe there is a short break around the town of Accord where the "trail" is on the curb of the road for a quarter mile, this trail I believe picks up again and continues as far as Ellenville. At least thats what maps on the trail suggest, thouh i have yet to hike that far down myself.

Its also worth noting that the county has plans to eventually join this trail with the Walkill Valley trail and the trail by Kingston Point beach (not on this site). Ive also heard there are plans for another trail along the rail line from Kingston to Poughkeepsie. How much of this is just talk and how much is actually being put into action i have no idea tbh.

Albany County Rail Trail

Favorite trail

November, 2017 by gigischolz

I love this trail and ride it 3 - 4 times a week. The western section from Slingerlands to Voorheesville is not yet paved, but is rideable with a fitness or mountain bike.

There is a parking lot on South Pearl street, the eastern end of the trail. There are bike tools and a pump located at this lot, as well as CDPHP rental bikes.

O & W Rail Trail

Fall Ride

October, 2017 by leafguy63

it was a nice ride today. all the leaves are on the trail. was too crowded too ride the summer with all the people walking!!

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