Poughkeepsie, NY Horseback Riding Trails and Maps

1159 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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14 Results
Activities
Length
Surfaces
Type

Hook Mountain/Nyack Beach Bikeway

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

Old Erie Path

3 mi
State: NY
Dirt, Gravel

Parksville Rail Trail

1.3 mi
State: NY
Cinder

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

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

O&W Rail Trail (Ulster County)

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

Old Croton Aqueduct Trail

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

Railroad Ramble

1.7 mi
State: CT
Asphalt, Dirt, Grass

Quarry Trail

0.1 mi
State: NY
Dirt, Grass

Sullivan O&W Rail Trail

20.65 mi
State: NY
Asphalt, Grass, Gravel

Samuel G. Fisher Mount Ivy Environmental Park

2 mi
State: NY
Ballast, Cinder, Dirt, Grass, Woodchips
Trail Image Trail Name States Length Surface Rating
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
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 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 Larkin State Park Trail meanders 10.8 miles through the woods and around the lakes and low hills of southwestern Connecticut. About the Route Horseback riders use this trail frequently and...
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 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
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 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
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
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

Recent Trail Reviews

O&W Rail Trail (Ulster County)

a little rough in spots but all in all a great ride !!!

July, 2025 by v65xtm2gzt

Rough in spots but really nice ride !!! Would do it again ! Tough around the steep hill x2 , Tressel bridge !!! But nice scenery and cool breeze Pat and Kevin B

Sullivan O&W Rail Trail

awesome ride

July, 2025 by v65xtm2gzt

Throughly enjoyed the trail end of the trail needs some work otherwise an awesome ride !!!

Wallkill Valley Rail Trail

nicest crushed stone trail ever

June, 2025 by vbergerg_tl

Section from New Paltz (and maybe a mile or two below, I haven’t checked) to a mile or so north of the Rosendale Trestle is superb. Just after the Women’s Studio Workshop is an interesting historical furnace chimney. But then the trail comes apart - chunky gravel and hills I wouldn’t want to come down, leading to Williams Lake (saw lots of landscaping going on but no one using that end of it recreationally). I returned to the Women’s Studiovia the road.

Accordion

Quarry Trail

adorable surprise off the aqueduct

May, 2025 by vbergerg_tl

Really doesn’t qualify as a trail, just a pocket park, it’s way too small but it is a very pretty surprise off the Okd Croton Aquaduct Trail

D & H Canal & Gravity Railroad Heritage Corridor - Port Jervis Branch Trail

D&H

May, 2025 by kaiser

Not a bad ride if you are already riding in the area , not much to see and very short .Not to far up is Port Jervis watershed park area several miles of paved road leading to a look out out the city of Port and various off path trails ( rough terrain )

North County Trailway

North county Rail Trail

May, 2025 by kaiser

Entered @ Elmsford and found a parking lot where we unloaded . Well maintained nice scenery along the way as well as a few eateries and gas stations where you can get a drink or snack .

Heritage Trail (NY)

Heritage trail update!

December, 2024 by kaiser

Great trail a must do . FYI bridge #1,2,3,4 were under construction but are now complete and the trail is open complete . When in Monroe just before overpass there is a good burger and place called Wayback burger . You have to pedal through a gas station lot but it’s next door .

Harlem Valley Rail Trail

Everything you could ask for

October, 2024 by robert.richter89

I rode the entire 24.7 mile southern portion of the Harlem Valley Rail Trail on a beautiful fall day. The HVRT offers everything you could want from a trail experience: a fully paved surface, mostly flat, beautiful scenery (especially in the Fall) and a perfect mid-point trailhead to grab a bite to eat.

I don't recall seeing any water fountains along the trail although the trailhead in Millerton offers many options for places to eat or resupply. The HVRT offers a myriad of scenery changes from farmland, quiet streams, distant hills to quaint towns. I have ridden many paved rail trails in the past and the HVRT is one of the best with almost no surface imperfections for the entire distance. There are many trailheads along the entire trail giving many distance options. All this adds up to a perfect trail in my opinion!

Harlem Valley Rail Trail

trail is complete now but map not updated

October, 2024 by vbergerg_tl

Map is 6 months out of date

Old Erie Path

Good Connector Trail

October, 2024 by cehersh

We recently did a loop ride, crossing the George Washington Bridge and Mario Cuomo Bridges. This trail was a seamless connector from Rt. 9 and the town of Sparkill to the MCB. It's fairly narrow with occasional views across the Hudson River and the bridge. The condition was pretty good, gravel/dirt.

Bronx River Greenway

A Bit Disjointed

October, 2024 by cehersh

We attempted to ride the entirety of the greenway in two halves, north and south. North have was pretty good--a lot of raised roots on pavement--from Valhalla and south to Bronxville. The southern half began with an abrupt dead end below Bronxville, followed by miles on road. We eventually linked up with a bike lane alongside roadways that led us as far south as Bronx Zoo. Overall, the trail lack good markings and directives. We were disappointed with the southern section of greenway and aborted plans of continuing to the East River. Wanted to like it!

Wallkill Valley Rail Trail

worth the time & effort

October, 2024 by kaiser

Started 3 miles south of New Paltz & ride all the way to Kingston , plenty of places to eat & drink in New Paltz after that there is a farm brewery on your right going north & a little health food eatery in the middle of nowhere by a campsite on the left going north after that you come to get Rosendsle trestle , the mining caves ( you can feel the cold air mass as you ride by ) Once you get to Kingston you pedal via rroad to the town

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Accordion

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