Middletown, NY Horseback Riding Trails and Maps

1499 Reviews

Looking for the best Horseback Riding trails around Middletown?

Find the top rated horseback riding trails in Middletown, 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
23 Results
Activities
Length
Surfaces
Type

Berkshire Valley Management Area Trail

2.1 mi
State: NJ
Ballast, Cinder

Columbia Trail

15 mi
State: NJ
Asphalt, Crushed Stone

Great Valley Trail

4.3 mi
State: NJ
Dirt, Grass

Hook Mountain/Nyack Beach Bikeway

4.9 mi
State: NY
Asphalt, Ballast, Crushed Stone, Dirt, Gravel

Lake Iliff Trail

1.1 mi
State: NJ
Ballast, Cinder, Crushed Stone

Loantaka Brook Reservation Trail

8.5 mi
State: NJ
Asphalt

Old Erie Path

3 mi
State: NY
Dirt, Gravel

Parksville Rail Trail

1.3 mi
State: NY
Cinder

Sussex Branch Trail

21.2 mi
State: NJ
Cinder, Dirt, Grass

Walden-Wallkill Rail Trail

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

Wallkill Valley Rail Trail

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

Mosholu-Pelham Greenway

10.3 mi
State: NY
Asphalt

O&W Rail Trail (Ulster County)

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

Ogden Mine Railroad Path

2.7 mi
State: NJ
Ballast, Cinder, Crushed Stone, Dirt

Old Croton Aqueduct Trail

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

Patriots' Path

74.4 mi
State: NJ
Asphalt, Ballast, Crushed Stone, Dirt, Grass, Gravel

Paulinskill Valley Trail

27 mi
State: NJ
Ballast, Cinder, Crushed Stone, Dirt, Grass

Quarry Trail

0.1 mi
State: NY
Dirt, Grass

Sullivan O&W Rail Trail

20.65 mi
State: NY
Asphalt, Grass, Gravel
Accordion

Samuel G. Fisher Mount Ivy Environmental Park

2 mi
State: NY
Ballast, Cinder, Dirt, Grass, Woodchips

Lehigh and Hudson Rail Trail

2.3 mi
State: NJ
Crushed Stone, Dirt, Grass, Gravel
Trail Image Trail Name States Length Surface Rating
The Berkshire Valley Management Area Trail passes through hardwood forests and affords views of the valley below to the right. Equestrians must have a NJ Wildlife Permit, which is available from NJ...
NJ 2.1 mi Ballast, Cinder
The Columbia Trail has the distinction of being named for a natural gas pipeline that runs beneath the 15 miles of the trail that spans rural northern New Jersey. The crushed-stone trail rolls along...
NJ 15 mi Asphalt, Crushed Stone
The Great Valley Trail, built on the former Lehigh & New England Railroad, offers an unpaved, natural experience through quiet woodlands between the townships of Hampton and Frankford. Although...
NJ 4.3 mi Dirt, Grass
The Hook Mountain/Nyack Beach Bikeway is a scenic trail that runs almost 5 miles along the Hudson River in Rockland County.  About the Route The trail runs through Hook Mountain State Park and...
NY 4.9 mi Asphalt, Ballast, Crushed Stone, Dirt, Gravel
This is the first phase of the proposed Lehigh & Hudson River Rail Trail. The second phase will connect Hillside Park to Kittatinny Valley State Park. It is hoped that there will be an eventual...
NJ 1.1 mi Ballast, Cinder, Crushed Stone
The system of trails in Loantaka Brook Reservation are open to hikers, cyclists and equestrians, although the trails are marked as to which uses are permitted on each segment. There are 8.5 miles of...
NJ 8.5 mi Asphalt
The Old Erie Path reveals spectacular views of the Hudson River Valley as the rail-trail rolls along cliffs that border the river’s western shore. Although fairly short, it joins two other...
NY 3 mi Dirt, Gravel
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 Line and Port...
NY 1.3 mi Cinder
The Sussex Branch Trail is a 21.2-mile trail that runs between Branchville and Byram in northern New Jersey. Following a former railroad corridor, the surface of the unpaved trail is a mix of dirt,...
NJ 21.2 mi Cinder, Dirt, Grass
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
The Wallkill Valley Rail Trail runs 21.4 miles between Kingston and Gardiner through woods, fields, farmland. About the Route The corridor’s current incarnation as a linear park welcomes all...
NY 21.4 mi Asphalt, Cinder, Dirt, Gravel
The Black River Wildlife Management Area Trail runs for 4 miles through streambeds and forests of the Black River Wildlife Management Area. The straight multi-use trail offers access to other trails...
NJ 4 mi Ballast
The Mosholu-Pelham Greenway connects several parks and recreational opportunities in New York City's north and central Bronx neighborhoods. A portion of the trail is also part of the growing East...
NY 10.3 mi Asphalt
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 O&W Rail...
NY 18 mi Asphalt, Cinder, Crushed Stone, Dirt, Grass
This trail is located in the Mahlon Dickerson Reservation which is a unit of the Morris County Park Commission. The trail follows an abandoned railroad bed through hardwood forests, past ponds, swamps...
NJ 2.7 mi Ballast, Cinder, Crushed Stone, Dirt
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 green just north...
NY 26.5 mi Crushed Stone, Dirt, Grass, Gravel
The Patriots' Path covers roughly 74.4 miles of terrain (including all of the many trail spurs) and is open to mountain biking, horseback riding, cross-country skiing, and hiking. The multi-use trails...
NJ 74.4 mi Asphalt, Ballast, Crushed Stone, Dirt, Grass, Gravel
The Paulinskill Valley Trail follows a creek by the same name through a section of rural New Jersey with a strong German influence. In fact, the word kill is Dutch for “riverbed or stream channel.”...
NJ 27 mi Ballast, Cinder, Crushed Stone, Dirt, Grass
The Quarry Trail is currently a 600-foot long unimproved strip of land along what is known as Quarry Road in the Village of Hastings-on-Hudson, NY. The trail links Old Croton Aqueduct State Historic...
NY 0.1 mi Dirt, Grass
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 Rail Trail...
NY 20.65 mi Asphalt, Grass, Gravel
Accordion
A former right-of-way of the NY & NJ Railroad. Near historical Mount Ivy which was the center of a Quaker settlement in the 18th century. Hiking along railroad bed and wildlife observation and...
NY 2 mi Ballast, Cinder, Dirt, Grass, Woodchips
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
The Lehigh and Hudson Rail Trail is 2.3 miles long with a gravel surface. Following a former rail corridor, the trail runs through woods and fields.  About the Route The northern end of the...
NJ 2.3 mi Crushed Stone, Dirt, Grass, Gravel

Recent Trail Reviews

Pompton Valley Rail Trail

beautiful new trail

September, 2025 by krawiec.monica

Awesome trail, I tried inline skating and I wouldn’t recommend. It’s definitely possible but not enjoyable. I feel like everything else is doable.

Jones Point Path

Bad shape currently!

September, 2025 by bsmith4_tl

Took a ride on this once nice restored short trail yesterday. The state needs to get back in there and do some basic maintenance. The overgrowth of weeds has turned this into barely a single track lane. Many limbs and broken fencing. It's a shame after all the time and money put into it a few years ago.

Old Croton Aqueduct Trail

OCA south end

September, 2025 by kaiser

Interesting ride did it on a hybrid not a bad ride . Rode from Tarrytown to the end south a few places to get a bite and drink however did not see any porta John’s . Some old stone houses , walls some views of the Hudson River a must see Untermyer park & garden area .

Accordion

Saddle River County Park Bike Path

Heads up that ALL e- bikes are now banned in ALL Bergen County parks. Speed limit of 10mph for all (remaining) vehicles. ¿¿ Bummer.

August, 2025 by acahilly

Heads up that ALL e- bikes are now banned in ALL Bergen County parks. Speed limit of 10mph for all (remaining) vehicles. ¿¿ Bummer.

Walkway Over The Hudson

Walkway Courtesy

August, 2025 by wayne7532

Yes Walkway is wonderful, just one problem Cyclist Courtesy.
Have rode and seen a lot of cycling after 60 years, but never the lack of cycle courtesy that takes place on Walkway. Cyclist not letting one know that one is passing on left, or better yet on right, speeding, limit is10 mph. This is not just happing to slower cyclist but also when passing pedestrians. This also applies to the new E Bike presidents.

Sussex Branch Trail

diverse & well maintained

August, 2025 by kjfhall61

The trail is ~ 20 miles in each direction. A good mix of paved, gravel, dirt — with minor sections that are “single track”’ish.

Hudson Valley Rail Trail

Great connector trail from New Paltz

August, 2025 by ddylla

This is a great paved trail that connects New Paltz to the Walkway Over the Hudson and then to the Dutchess County Rail Trail. Done together, you can ride for well over 60 miles if you want. The Hampton Inn in New Paltz is a great place to stay with the trail starting just across the street. The hotel also provides easy access to the Wallkill Trail.

Heritage Trail (NY)

Nice trail. Poor signage in Goshen

August, 2025 by ddylla

Overall, a very nice paved trail that’s well maintained but very poor connectivity and signage in Goshen. If not for that poor connection, I would have rated this trail five stars. Well worth checking out and hopefully Goshen will improve that stretch in the future.

D & H Canal Towpath

Lovely little trail

August, 2025 by nvpierro

Perfect for my elderly dog since we have not been on long walks for the past year. Beautiful scenery of the river, geese flying close to the water, a place to let your loved dog get close to and into the water, and places to sit and just enjoy nature!! Great for MAHA 15 minute walks!

Governor Cuomo Bridge

Horrible surface, great views

August, 2025 by vbergerg_tl

While all are grateful that bike and pedestrian access were built into the new TZ Bridge, the rough bumpy surface is completely awful. Neither easy on the feet nor pleasant for bikes. I don’t know if it was like this a few years ago or was planned this way, but it’s disappointing.

D & H Canal Linear Park and Towpath Trail

Texas Chain Saw Trail

August, 2025 by jilliantor23

The trail was really nice if you went towards Wurtsboro, butttt we originally made the mistake of going the other way and wound up at the Texas Chain Saw House. I thought we were going to be killed by a rapid dog. The trail was very confusing, maybe we weren't going the right way??? It did look like the trail indicated to go straight, but there was a car parked in the middle of the trail and crazy dogs not fenced and only on a rope. I thought it would get loose and tear myself and my dog apart. There's got to be better markings. Or someone needs to figure out a way to make this homeowner happy, because clearly he is disgruntled.

Heritage Trail (NY)

great trail , great maintenance , would recommend

August, 2025 by campinfool

What a wonderful ride , we did a total of 30 miles from Middletown to Chester and back ! Awesome trail wonderful maintenance of the trail!! Would recommend to anyone that wants to ride Loved the many Jonny on the spots and benches along the trail! As well as eating and drinks along the way to buy ! Even a bike repair station on the trail!!!! ¿¿¿¿ Kevin & Pat Bennett

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Accordion

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