Middletown, NY Horseback Riding Trails and Maps

1172 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
20 Results
Activities
Length
Surfaces
Type

Berkshire Valley Management Area Trail

2.1 mi
State: NJ
Ballast, Cinder

Columbia Trail

15 mi
State: NJ
Crushed Stone

Great Valley Trail

3.5 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

7 mi
State: NJ
Asphalt, Dirt, Grass

Mosholu-Pelham Greenway

10.3 mi
State: NY
Asphalt

O&W Rail Trail

25.9 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

Old Erie Path

3 mi
State: NY
Dirt, Gravel

Parksville Rail Trail

3.2 mi
State: NY
Cinder

Patriots' Path (NJ)

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

Paulinskill Valley Trail

27.1 mi
State: NJ
Ballast, Cinder, Dirt, Grass

Quarry Trail

0.1 mi
State: NY
Dirt, Grass

Samuel G. Fisher Mount Ivy Environmental Park

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

Sussex Branch Trail

18 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

21.3 mi
State: NY
Asphalt, Cinder, Dirt, 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
This trail goes through the Black River Wildlife Management area along streambeds and forest. Equestrians must have a NJ Wildlife Permit, which is available from NJ DEP for a fee. The trail follows...
NJ 4 mi Ballast
The Columbia Trail has the distinction of being named for a natural gas pipeline that runs beneath it for 15 miles in rural northern New Jersey. The crushed-stone trail rolls along the South Branch of...
NJ 15 mi 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 3.5 mi Dirt, Grass
While not a "rail-trail," the Hook Mountain/Nyack Beach Bikeway is a very scenic trail along the Hudson River in Rockland County. The southern half of this trail is flat and runs right along the...
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. Loantaka Brook...
NJ 7 mi Asphalt, Dirt, Grass
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 provides a glimpse into the area’s history from the perspectives of both a historical canal and a railroad. The Delaware & Hudson (D&H) Canal carried coal from Honesdale,...
NY 25.9 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
At first glance, there’s no evidence that an aqueduct ever existed along the Old Croton Aqueduct Trail. The trail is often a singletrack dirt pathway that winds through communities and trees and...
NY 26.5 mi Crushed Stone, Dirt, Grass, Gravel
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
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 Patriots' Path covers roughly 35 miles of terrain and is open to mountain biking, horseback riding, cross-country skiing and hiking. The multi-use trails links parks, open space, recreational...
NJ 35 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 27.1 mi Ballast, Cinder, 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
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 corridor now home to the Sussex Branch Trail was originally the narrow-gauge, mule-drawn Sussex Mine Railroad, which opened in 1851 to haul iron ore from mines in Andover to the Morris Canal....
NJ 18 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
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

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

Wallkill Valley Rail Trail

NY - 21.3 miles

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...

Sussex Branch Trail

NJ - 18 miles

The corridor now home to the Sussex Branch Trail was originally the narrow-gauge, mule-drawn Sussex Mine Railroad, which opened in 1851 to haul iron ore from mines in Andover to the Morris Canal....

Columbia Trail

NJ - 15 miles

The Columbia Trail has the distinction of being named for a natural gas pipeline that runs beneath it for 15 miles in rural northern New Jersey. The crushed-stone trail rolls along the South Branch of...

Hook Mountain/Nyack Beach Bikeway

NY - 4.9 miles

While not a "rail-trail," the Hook Mountain/Nyack Beach Bikeway is a very scenic trail along the Hudson River in Rockland County. The southern half of this trail is flat and runs right along the...

Accordion

Patriots' Path (NJ)

NJ - 35 miles

The Patriots' Path covers roughly 35 miles of terrain and is open to mountain biking, horseback riding, cross-country skiing and hiking. The multi-use trails links parks, open space, recreational...

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...

Loantaka Brook Reservation Trail

NJ - 7 miles

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. Loantaka Brook...

O&W Rail Trail

NY - 25.9 miles

The O&W Rail Trail provides a glimpse into the area’s history from the perspectives of both a historical canal and a railroad. The Delaware & Hudson (D&H) Canal carried coal from Honesdale,...

Mosholu-Pelham Greenway

NY - 10.3 miles

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...

Lake Iliff Trail

NJ - 1.1 miles

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...

Walden-Wallkill Rail Trail

NY - 4.3 miles

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...

O&W Rail Trail

NY - 25.9 miles

The O&W Rail Trail provides a glimpse into the area’s history from the perspectives of both a historical canal and a railroad. The Delaware & Hudson (D&H) Canal carried coal from Honesdale,...

Patriots' Path (NJ)

NJ - 35 miles

The Patriots' Path covers roughly 35 miles of terrain and is open to mountain biking, horseback riding, cross-country skiing and hiking. The multi-use trails links parks, open space, recreational...

Paulinskill Valley Trail

NJ - 27.1 miles

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.”...

Mosholu-Pelham Greenway

NY - 10.3 miles

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...

Accordion

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...

Columbia Trail

NJ - 15 miles

The Columbia Trail has the distinction of being named for a natural gas pipeline that runs beneath it for 15 miles in rural northern New Jersey. The crushed-stone trail rolls along the South Branch of...

Samuel G. Fisher Mount Ivy Environmental Park

NY - 2 miles

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...

Hook Mountain/Nyack Beach Bikeway

NY - 4.9 miles

While not a "rail-trail," the Hook Mountain/Nyack Beach Bikeway is a very scenic trail along the Hudson River in Rockland County. The southern half of this trail is flat and runs right along the...

Great Valley Trail

NJ - 3.5 miles

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...

Ogden Mine Railroad Path

NJ - 2.7 miles

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...

Lake Iliff Trail

NJ - 1.1 miles

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...

Old Erie Path

NY - 3 miles

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...

Walden-Wallkill Rail Trail

NY - 4.3 miles

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...

Black River Wildlife Management Area Trail

NJ - 4 miles

This trail goes through the Black River Wildlife Management area along streambeds and forest. Equestrians must have a NJ Wildlife Permit, which is available from NJ DEP for a fee. The trail follows...

Old Croton Aqueduct Trail

NY - 26.5 miles

At first glance, there’s no evidence that an aqueduct ever existed along the Old Croton Aqueduct Trail. The trail is often a singletrack dirt pathway that winds through communities and trees and...

Sussex Branch Trail

NJ - 18 miles

The corridor now home to the Sussex Branch Trail was originally the narrow-gauge, mule-drawn Sussex Mine Railroad, which opened in 1851 to haul iron ore from mines in Andover to the Morris Canal....

Wallkill Valley Rail Trail

NY - 21.3 miles

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...

Loantaka Brook Reservation Trail

NJ - 7 miles

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. Loantaka Brook...

Berkshire Valley Management Area Trail

NJ - 2.1 miles

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...

Patriots' Path (NJ)

NJ - 35 miles

The Patriots' Path covers roughly 35 miles of terrain and is open to mountain biking, horseback riding, cross-country skiing and hiking. The multi-use trails links parks, open space, recreational...

Berkshire Valley Management Area Trail

NJ - 2.1 miles

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...

Ogden Mine Railroad Path

NJ - 2.7 miles

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...

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

Loantaka Brook Reservation Trail

NJ - 7 miles

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. Loantaka Brook...

Walden-Wallkill Rail Trail

NY - 4.3 miles

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...

Columbia Trail

NJ - 15 miles

The Columbia Trail has the distinction of being named for a natural gas pipeline that runs beneath it for 15 miles in rural northern New Jersey. The crushed-stone trail rolls along the South Branch of...

Black River Wildlife Management Area Trail

NJ - 4 miles

This trail goes through the Black River Wildlife Management area along streambeds and forest. Equestrians must have a NJ Wildlife Permit, which is available from NJ DEP for a fee. The trail follows...

Quarry Trail

NY - 0.1 miles

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...

Paulinskill Valley Trail

NJ - 27.1 miles

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.”...

Old Croton Aqueduct Trail

NY - 26.5 miles

At first glance, there’s no evidence that an aqueduct ever existed along the Old Croton Aqueduct Trail. The trail is often a singletrack dirt pathway that winds through communities and trees and...

Wallkill Valley Rail Trail

NY - 21.3 miles

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...

Old Erie Path

NY - 3 miles

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...

Samuel G. Fisher Mount Ivy Environmental Park

NY - 2 miles

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...

Hook Mountain/Nyack Beach Bikeway

NY - 4.9 miles

While not a "rail-trail," the Hook Mountain/Nyack Beach Bikeway is a very scenic trail along the Hudson River in Rockland County. The southern half of this trail is flat and runs right along the...

Lake Iliff Trail

NJ - 1.1 miles

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...

Great Valley Trail

NJ - 3.5 miles

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...

Mosholu-Pelham Greenway

NY - 10.3 miles

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...

O&W Rail Trail

NY - 25.9 miles

The O&W Rail Trail provides a glimpse into the area’s history from the perspectives of both a historical canal and a railroad. The Delaware & Hudson (D&H) Canal carried coal from Honesdale,...

Sussex Branch Trail

NJ - 18 miles

The corridor now home to the Sussex Branch Trail was originally the narrow-gauge, mule-drawn Sussex Mine Railroad, which opened in 1851 to haul iron ore from mines in Andover to the Morris Canal....

Recent Trail Reviews

North County Trailway

Nice training ride but some issues

September, 2020 by ohsunjoo

Great trail with greens and manageable hills. But some dangerous crossings and noise highways. Recommend ear buds. I wouldn’t take my kids for whole trail. Just south is fine. Will definitely go during foliage season.

Sussex Branch Trail

nice easy ride, mostly in woods

September, 2020 by bgoldburg

Rode from the trail parking lot in Andover to Lafayette. IPhone said 8 miles each way. My husband rode a commuter bike which did fine on this stretch. We saw two bow hunters from the trail - we had not realized that deer season had just started - and were happy we had worn vivid colored shirts, albeit to be visible to cars. We stopped for brunch at the Millside cafe in Lafayette, which is visible from the trail. I recommend it as a tasty destination!

Loantaka Brook Reservation Trail

generally good

September, 2020 by eddyzhd

My review is more conservative. This bike trail is mostly in the woods where you don’t get sunburn. There is also a an asphalt /gravel path for your choice. It’s worth a normal weekend visit but not a special tour to it

Accordion

Columbia Trail

Bucket list !!

September, 2020 by teresanj50

Awesome, peaceful, beautiful surroundings. Loved the break of trails they town on road then back in the woods. Tree farms.

Wallkill Valley Rail Trail

Abominable Trail Conditions September 3, 2020

September, 2020 by taylorc_tl

Rode this trail from Rockwell Lane to the Trestle and back Sept. 3 --- the trail was muddy with extensive puddles that were too deep and wide to ride through. As a result we had to do a lot of careful walking the bikes around the puddles in order not to fall in the mud. Riding was made even more treacherous by the heavy and numerous branches that covered the trail and frequently got caught in the spokes stopping the bike and pulling it down! This was a miserable experience. I understand that the branches were left by maintenance crews cutting brush on the sides of the trail, but one would have thought they would clear the cuttings from the trail bed for the cyclists! The part of the trail after the cement works to the trestle was much clearer and less muddy. I think its a shame that the crews did not clear trail of branches. I have never seen a rail trail in such bad condition!

Wallkill Valley Rail Trail

wallkill rail trail

September, 2020 by babsdavis6

Started at Rockwell lane in Kingston. It was a mud pit. Rode 2 miles and turned around too many sticks, twigs and mud on this section of trail. Doesn’t appear as it’s maintained. Next time I’ll start closer to Rosendale.

Columbia Trail

So beautiful!

September, 2020 by br9jtarewt

Fairly new to the trail scene and this was the perfect place to start! Wide trail, friendly people and beautiful environment! Did five miles today.

Columbia Trail

beautiful trail for biking

September, 2020 by sid.aroras

done this trail couple times. i loved the fact their was a place to grab a bite to eat along the ride. overall for nature lovers this is a gem of a trail. Highly recommended for biking/running

O&W Rail Trail

Admirable effort, great promise

September, 2020 by rgossen

Hurleyville has done a great job with their sections. Off the paved sections, much of the cinder trail is OK for cinder, but some could be termed "Narly mountain bike course."
I've done many long rails-to-trails and have enthusiasm for the future for the O&W. If they focus on the benefits of bike tourism by better signage (away from Hurleyville), services, one continuing trail, and regular grading and surfacing (cinder, or better, crushed limestone) this will become a great asset.

Saddle River County Park Bike Path

Beautiful ride

August, 2020 by rohan_desai78

Enjoyed this ride with our 10 yr. old daughter and she was thrilled to bike on this trail.. competed the entire trail of 7.6 miles.

North County Trailway

perfect Sunday walk

August, 2020 by mrobbinsct

easy, beautiful, peaceful, friendly, shaded Great for walking and biking

River-to-Ridge Trail

NO FEE - scam!!!

August, 2020 by omsjaw

On the top of the hill there is a small shack on your right. If you are approached by anybody asking you for a pass or to purchase a daily pass for $20 it’s a scam!!

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