Poughkeepsie, NY Horseback Riding Trails and Maps

887 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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12 Results
Activities
Length
Surfaces
Type

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

O&W Rail Trail

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

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

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

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
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 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
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 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
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

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 - 21.3 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...

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...

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

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,...

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...

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...

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....

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...

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...

Accordion

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...

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 - 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,...

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...

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...

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...

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...

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...

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...

Accordion

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,...

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...

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...

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....

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...

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...

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...

Recent Trail Reviews

Kress Family Trail

pros and cons

September, 2020 by thepoetsuede

Pros: - Perfect for everyone at every age. Flat terrain. 3 mile walk, 6 miles round trip. - Water pictures, trail pictures, field pictures. - Well shaded Cons: None!!! Unless your seeking a challenging long trail. - For mountain bikes only maybe hybrids Thoughts:

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.

Larkin State Park Trail

Saturday Ride

September, 2020 by SPanny

We rode this trail on 9/12/20, starting at the parking lot on route 63.
Overall, a nice trail, but it has a lot of plusses but also some things that could be considered “minuses” by some.
Plus:
Shaded, pretty sections high over the adjoining forest.
Some nice scenery including horse farms (and horses share the trail, we passed several), plus several ponds. Route goes through the woods the whole way…very little in the way of passes through suburbia.
Not crowded.
Not a huge number of road crossings, and typically with good sight lines.
No big hills, some gradual ups and downs.
Minuses:
Most of the train is hard packed dirt or stone dust that makes for a good surface. However, there are significant sections that are a bit rougher. Some of the road crossings involve a downhill, cross the road, and then an uphill…often with a lot of stone or sand involved. There is a section around mile 8-9(when going West) where the trail follows something like a creek bed, with large stones that make it problematic (we walked this section). There are some embedded stones along the way so you have to watch where you’re going and steer around them..or even walk briefly. Some sections do have some drainage issues, so just need to be careful there. And parts of the trail become more like singletrack. We were able to navigate the entire route with our mountain/trail bikes (30 or 32 cc tires)…I would not recommend a conventional skinny tire road bike here.
Please don’t think the minuses outnumber the plusses here. Overall I recommend this trail because it’s pretty and ridable. Maps are available at the Connecticut DEP website.
Finally I recommend starting at the Naugatuck route 63 parking area…several other posters have noted that there’s basically no parking if you start in Southbury.
Check out the Air Line trail and the Hop River trail, not too far away in central Connecticut, for other options you may want to try.




Accordion

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.

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.

Larkin State Park Trail

quirky

September, 2020 by rckexgb

First & most important: start in Naugatuck !! Zero parking in Southbury. Don’t be put off off super steep hill - it’s only about 80 yards - just wheel your bike up to the top & you’ll be on nice flat rail bed. First time ride this trail. Had a raw unfinished feel to it. Some steep up & downs at road crossings which were little off putting outbound but on return was expecting them & didn’t even have to dismount for 3 out of 4 of them. One section like riding a dry river bed - take it slow or walk - only 200 yards or so. Sone areas muddy and would be messy after rain. Despite unfinished feel was well maintained and even huge fallen trees had been cleared. Very peaceful ride. I have hybrid bike regular tyres not fat ones.

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!!

Parksville Rail Trail

length of trail

August, 2020 by reaganokieme

The trail is absolutely beautiful and feels like I can etc with nature with a quick getaway. I used my under armour tracking app to guide my run. Sadly the trail itself is not 3.2 miles. It runs approximately somewhere in the 2.8 region. That’s joule be corrected. Aside from that, I think I’ll be running this trail very often.

Harlem Valley Rail Trail

Great trail

August, 2020 by potterdunn

This was my first time on this trail and it is worth the trip. It is well maintained with a few bumps here and there but nothing to worry about. It is “flat”, but there is an incline to it. The trail from the southern end in Wassaic to Millerton is 11.5 miles and the trail rises 250 feet. So that’s about a .5% incline which is nothing over a short ride but you do feel it a bit over 11 miles. Well, at least my 61 year old legs felt it a bit. Maybe 2/3rds of the trail is under a tree canopy which shades you from the sun on a hot day and provides some blockage on windy days. If I counted correctly, there are 10 road crossings, which works to less than one per mile. And most of the roads are rural roads so you don’t have to stop too frequently. Though the driver of the one car I encountered didn’t even let up in the gas, let only brake or stop. The restrooms in Millerton are closed, I assume due to COVID. There are two porta potties along the trail. One minor negative is there aren’t too many benches along the way if you want to stop, rest, and enjoy the scenery. And the scenery is nice, maybe not the nicest I’ve seen from a trail, but it certainly is a very pleasant ride. For a beautiful 85 degree August Saturday, there weren’t too many people on the trail, though there were other riders. And everyone seemed friendly. I’m not positive if I was suppose to park where I did - dirt parking lot next to the trail in Millerton - but my car was neither towed nor ticketed when I got back so I guess it was okay. There’s parking at the southern end plus a few smaller lots along the way. There are no services along the way but Millerton has restaurants and shops by the trail. And I believe there’s a place to rent bikes as well. They are extending the trail another 8 miles or so north from Millerton with an expected completion date of October, 2020. So once complete, you’ll be able to do a 40 mile round trip.

New Milford River Trail

Out-of-Towners not wanted

August, 2020 by dpierson1

I drove over an hour to bike this trail only to find signs at both ends of the trail stating parking is for New Milford residents only and cars will be towed. Literally nowhere else to park. It was Monday morning and there were only three cars total parked between the two entrances.

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