Kingston Horseback Riding Trails and Maps

505 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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  • Length
Activities
Length
Surfaces
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

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...

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...

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...

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...

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...

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....

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...

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...

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...

Accordion

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...

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...

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...

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...

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...

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....

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...

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...

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...

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...

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...

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...

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...

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...

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,...

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...

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...

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...

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....

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...

Recent Trail Reviews

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!!

Albany County Rail Trail

A green oasis

October, 2017 by akitalady

I and my dog usually turn left on the trail out of Delmar, towards the South Pearl trail head. Within a few minutes, you feel as if you are in the middle of the forest - it's peaceful, with lots of wildflowers and wildlife. I regularly see deer, turkeys, and once, a bald eagle.

I feel fortunate to live so close to this wonderful resource, and greatly appreciate the time and resources that went into creating it.

Accordion

Heritage Trail (aka Orange Heritage Trail)

our favorite trail

September, 2017 by candacebarnes977

All asphalt no real hills, places to eat behind the golf driving range and at the end of the Trail in Goshen. Also the first historic trotters horse track.

Heritage Trail (aka Orange Heritage Trail)

MORE MILES

September, 2017 by dna9603

They added almost 2 miles from monroe to Harriman!! Nice new paved trail

North County Trailway

The North County

September, 2017 by chrisatwood

This is a hybrid/mountain bike trail. Great riding experience.

Heritage Trail (aka Orange Heritage Trail)

Repaving from from Moore to Goshen

September, 2017 by jimnuaeabhrac

Excellent work, much better.

Harlem Valley Rail Trail

Perfection !

September, 2017 by slowpokebob

I have been riding this trail several times each year and am never disappointed. From the Wassaic train station in Amenia to Millerton is 10 miles of farmland and woodland with spectacular views. Beautifully maintained and lightly traveled it attracts courteous hikers and bikers. Millerton has a couple of excellent places to grab a snack and on Saturday mornings there is a small farmer's market. I try other trails for variety but return to the HVT to recharge.

William R. Steinhaus Dutchess Rail Trail

a breeze

August, 2017 by linay

Today, we rode from Hopewell Junction to the Walk on the Hudson Bridge a perfect 26 miles. The trail is well maintained and wide enough for multiple use. It is shady and flat as a pancake except for the normal bridge crossing. Highly recommend

Kaaterskill Rail Trail

Nice walk in the woods

August, 2017 by wtrathbun_tl

This trail is now complete from the old train station to the falls. Not sure I'd take a bike on it at this point - lots of old rr ties, stumps and roots - but a really nice walk from Haines Falls to Kaaterskill Falls.

Heritage Trail (aka Orange Heritage Trail)

Nice new paved spots

August, 2017 by dna9603

new paved spots from chester to monroe

Hudson Valley Rail Trail

Trail Safety

August, 2017 by streak1

Tried to post a review but censors refused to post it.Let's see if they allow this post.Ran here in early August at 6AM on a cool,humid morning.Trail well maintained.Started at Tony Williams Park.Encountered group of people walking trail who had dumbbells and appeared questionable.Same people were eyeing my car when I returned to Williams Park.This may be a very isolated incident but is there any police presence on trail.Should not have experienced this at 6AM.For the safety of other trail users,you censors need this to be posted.

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