Poughkeepsie Horseback Riding Trails and Maps

711 Reviews

Looking for the best Horseback Riding trails around Poughkeepsie?

Find the top rated horseback riding trails in Poughkeepsie, 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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16 Results
Activities
Length
Surfaces
Type

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

Hook Mountain/Nyack Beach Bikeway

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

Larkin State Park Trail

10.8 mi
State: CT
Cinder, Crushed Stone, Dirt, 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

Old Erie Path

3 mi
State: NY
Ballast, Crushed Stone, Dirt, Grass, Gravel

Parksville Rail Trail

3.2 mi
State: NY
Cinder

Quarry Trail

0.1 mi
State: NY
Dirt, Grass

Railroad Ramble

1.7 mi
State: CT
Asphalt, Dirt, Grass

Samuel G. Fisher Mount Ivy Environmental Park

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

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
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
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
The Larkin State Park Trail meanders 10.8 miles through the woods and around the lakes and low hills of southwestern Connecticut. The rail-trail follows the route of the New York & New England...
CT 10.8 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
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
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
NY 3 mi Ballast, Crushed Stone, Dirt, Grass, 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 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 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
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
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

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 Erie Path

NY - 3 miles

These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Accordion

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...

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...

Larkin State Park Trail

CT - 10.8 miles

The Larkin State Park Trail meanders 10.8 miles through the woods and around the lakes and low hills of southwestern Connecticut. The rail-trail follows the route of the New York & New England...

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...

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...

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...

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...

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...

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...

Old Erie Path

NY - 3 miles

These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...

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....

Larkin State Park Trail

CT - 10.8 miles

The Larkin State Park Trail meanders 10.8 miles through the woods and around the lakes and low hills of southwestern Connecticut. The rail-trail follows the route of the New York & New England...

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...

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...

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....

Accordion

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...

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...

Old Erie Path

NY - 3 miles

These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...

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...

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...

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...

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...

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...

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...

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...

Recent Trail Reviews

Jones Point Path

Jones point

July, 2018 by charliews1230

I walked the trail this morning.The trail needs work too overgrown.No bicycle riders on the trail they use 9w that can be too dangerous.

Heritage Trail (aka Orange Heritage Trail)

Worth a Visit

July, 2018 by lughnerson

Dateline: Sunday July 08, 2018.
Weather: Sunny, clear, temps in the 80's, low humidity.

It has been on my list for a long time, because it's a good distance (25 miles according to my Strava) and it's only an hour drive from me. I am glad I can cross it off my list. Not in my top 5, but I many trails, so it has stiff competition. The trail itself is in pretty good shape, and no trail is perfect. The scenery to me would rate average at best, but again it has very stiff competition from the places I have visited. I definitely suggest a visit so you can decide for yourself.

Caution. After visiting many bike trails thanks to TrailLink, my only complaint is that some of the parking areas need to be reviewed more carefully. In this case I kept driving past the northern most parking area listed in Goshen and went to one midway in Monroe just off Route 17. It is a Park & Ride, very nicely paved, well lit, safe and right next to the trail.

Always take the address/directions/GPS to more than one parking lot and visit the TLink site just before departing for any updates. I drove 2.5 hours to Windsor Locks, CT to find out the entire trail was closed temporarly, and my only parking lot address closed for the entire year. But I will go back, because the trails themselves have not let me down.

Jones Point Path

Agreed - completely overgrown / poorly maintained

July, 2018 by cyclehaven9w

Took this as an alternative to the narrow shoulder section of 9W and much like another post from last year, it's still completely overgrown - I was able to pass on 25mm tires, but it definitely wasn't easy. A ton of small rocks underneath the greenery, a fallen tree, some wet sand, etc...

The trail really has potential if it were properly maintained.

Accordion

Hook Mountain/Nyack Beach Bikeway

Possibly the most scenic trail in the Tristate area!

July, 2018 by leonardo.gr

Pictures don’t do it justice. Get your mountain bike or cross country bike ready and hit this trail! First section of the trail is a bit busy with pedestrians, but it becomes nice and clear once you start entering the woods further north.

Bronx River Greenway

starlight park entry closed

July, 2018 by tbryant221

The trail started off great, but starlight park entry is closed and the detour is pretty far out of the way. We rode from manhattan to Bronx on bikes so we decided not to finish the trail

William R. Steinhaus Dutchess Rail Trail

Thanks

June, 2018 by wayne7532

Would like to take this time to thank all that help keep this trail in the wonderful condition that it is in. This week was riding and notice two women picking up trash. Took time and thanked both for what they where doing. More of us should take the time when seeing these people doing work to keep this trail. Thanks !

Heritage Trail (aka Orange Heritage Trail)

Orange Heritage Trail

June, 2018 by wayne7532

Yes trail is paved and is great to ride smooth pavement. Was wondering why there are no entrance signs to trail. Was at Monroe, Airport Park, and there are NO MARKINGS as to where one is to enter trail. Noted small goat paths from parking lot to trail. Also was wondering why when heading South that there is no notice that trail dead ends with a chain link fence. Wonder how many law suits from hitting fence or rider dumping their bikes. Good thing that I was not goin down that hill at a fast pace, 20 plus mph. Also this trail is no way a 1. The North and South directions from Monroe are hills that are 5 degrees or more and each are 2.5 miles or longer. This would be a work out for any beginner. Just a note that I was riding a Catrike Expedition. I have about 3k miles riding trikes. Would have been nice if there was a entrance that a trike would be able to enter Trail.

Wallkill Valley Rail Trail

Great Trail

June, 2018 by hallfit

Totally ignore the previous comment about the trail being rough w/ large rocks. We just rode from Gardiner to Rosendale. Trail is great. My wife a sissy on rough stuff and even she thought the trail was easy. She was on a Hybred...did fine. That previous lady must walk over sidewalk cracks! I’m just glad we ignored her comment! I’d have been pissed if the wife had stayed home. (So would she)! We stopped in New Paltz and had lunch at Los Jalapeno’s! Best Guacamole Dip we’ve ever had!! Burrito was excellent also! Highly recommend (and we’re from Texas) Overall..I highly recommend this trail for ANY level of cyclists!

Kaaterskill Rail Trail

Nice walk

June, 2018 by tuckeralice

So glad this railtrail is now complete. Glad we wore hiking boots - old rr ties and tree roots. Great view of the falls - the side trail off this railtrail to view the falls is not well marked. The DEC trail to the top of the falls is well done. Port-a-potties at Laurel House trail head. TrailLink needs to update their map as it is not correct.

South County Trailway

Bumpy But Family Friendly

June, 2018 by nmg114

My husband and I recently explored this trail on our road bikes with a 2-year old in a bike trailer.

Pros:

1) Plenty of shade and tree cover. Perfect for those scorching summer days!

2) Most (not all) people know how to stay to one side of the road, but if you give a friendly "On your left!" or "On your right!" they'll quickly move over for you.

3) Easy entry. We parked at Briarcliff Manor Public Library and felt completely safe leaving our car there. The entrance to the trail is in the parking lot, next to the library (big red building). Plus, there is a public bathroom in the tented area, as well as plenty of picnic tables.

4) Trail is well marked.

5) Most (not all) cyclists are respectful and know how to conduct themselves on two wheels.

Now, the cons:

1) Considerable amount of bumps from tree roots, cracks, potholes, dips, and corroded asphalt, which honestly seems like the norm when it comes to bike trails. I think it's just impossible to have a completely smooth surface when nature is so unpredictable. My butt was a bit sore and my kid said "ouch" a few times, but we had no problems getting through it on our road bikes. In fact, you'll see plenty of cyclists training on road bikes with no problems whatsoever.

2) Getting to the North County Trail seems impossible, at least from the Public Library. We discovered it would require riding ON the shoulder of the Saw Mill River Parkway. No way!

3) Bathrooms do not exist, so make sure to pee before you head out.

Tip: From the Library, we rode about 12 miles to Rivertowns Square Shopping Plaza in Dobbs Ferry to grab lunch at Chipotle. It's a quick 5 minute detour from the trail and you'll need to cross Saw Mill River Parkway, but there are traffic lights and crosswalks in this section. We also stopped at Menchie's Fro Yo which is in the same shopping plaza. There's also a Starbucks and Chop't if you're in need of a salad and caffeine.

Enjoy your ride!

Joseph B. Clarke Rail Trail

The trail is now complete!

June, 2018 by sschwinn

The never-ending road project actually had an end! The underpass is now open and the trail is rideable end-to-end!

Larkin State Park Trail

Disappointing; unrideable, even with hybrid bikes

May, 2018 by rsbkeys

We have ridden this trail before, and really enjoyed it, especially the part near the ponds below Oxford Airport. We expected it to be somewhat rough, and we are always willing to walk through particularly wet/mucky areas and to put up with rough stretches. However, the trail has really gotten much worse. After about 2-2.5 miles in, it became extremely sandy/silty, and we could only ride on the narrow edges. Then at about 4 miles in, there was a stream flowing through the whole trail, with nothing but mud and muck; no way to ride through, as it continued as far as we could see, so we had to turn around. End of ride for the day...

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