Callicoon, NY Running Trails and Maps

606 Reviews

Looking for the best Running trails around Callicoon?

Find the top rated running trails in Callicoon, whether you're looking for an easy short running trail or a long running trail, you'll find what you're looking for. Click on a running trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
Surfaces
Type
33 Results
Activities
Length
Surfaces
Type

Andes Rail Trail

4 mi
State: NY
Dirt, Grass

Ashokan Rail Trail

11.5 mi
State: NY
Crushed Stone

Ashokan Reservoir Promenade

2.7 mi
State: NY
Asphalt

D & H Canal Towpath

0.4 mi
State: NY
Crushed Stone

Great Valley Trail

3.5 mi
State: NJ
Dirt, Grass

Heritage Trail (NY)

19.5 mi
State: NY
Asphalt, Crushed Stone, Dirt

Parksville Rail Trail

1.3 mi
State: NY
Cinder

River-to-Ridge Trail

4.9 mi
State: NY
Gravel

Sussex Branch Trail

18 mi
State: NJ
Cinder, Dirt, Grass

Trolley Trail (PA)

4.7 mi
State: PA
Boardwalk, Crushed Stone, 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

Catskill Scenic Trail

26 mi
State: NY
Cinder, Crushed Stone, Dirt, Gravel

D & H Canal Linear Park and Towpath Trail

6.84 mi
State: NY
Ballast, Cinder, Dirt, Grass, Gravel

D & H Canal Trail - Bashakill Wildlife Management Area

5.7 mi
State: NY
Ballast, Cinder, Dirt, Grass

D&H Rail Trail

38 mi
State: PA
Ballast, Cinder, Crushed Stone, Dirt

Iroquois Trail

1.8 mi
State: PA
Crushed Stone

Joseph M. McDade Recreational Trail

31.3 mi
State: PA
Gravel

Lackawanna River Heritage Trail

17.9 mi
State: PA
Asphalt, Crushed Stone
Accordion

Luzerne County National Recreation Trail

1.8 mi
State: PA
Cinder, Concrete, Gravel

Mamakating Rail Trail

3.2 mi
State: NY
Ballast, Cinder, Grass, Gravel

O&W Rail Trail (Ulster County)

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

Paulinskill Valley Trail

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

Wood Duck Nature Trail (Wallkill River NWR)

1.5 mi
State: NJ
Ballast, Crushed Stone, Dirt, Grass

D & H Canal Park

0.6 mi
State: NY
Crushed Stone

Endless Mountains Trail

9.2 mi
State: PA
Ballast, Dirt

Liberty Rail Trail

2.4 mi
State: NY
Asphalt, Cinder, Dirt, Grass, Gravel

O&W Trail (PA)

8 mi
State: PA
Dirt, Gravel

Liberty Loop Trail

2.5 mi
State: NJ
Crushed Stone, Dirt, Grass, Gravel

Sullivan O&W Rail Trail

20.65 mi
State: NY
Asphalt, Grass, Gravel

Timberdoodle Trail

2.3 mi
State: NJ
Crushed Stone, Dirt, Grass, Gravel
Trail Image Trail Name States Length Surface Rating
The Andes Rail Trail begins in the quaint town of Andes in the beautiful Catskill Mountains region of southeastern New York and follows a branch of the former Delaware and Northern Railroad. At the...
NY 4 mi Dirt, Grass
The Ashokan Rail Trail is an 11.5-mile multi-use trail that traces the northern edge of the Ashokan Reservoir, which provides a large proportion of New York City's drinking water. The trail sits on...
NY 11.5 mi Crushed Stone
With vistas of the Catskill Mountains and a vast blue lake, the Ashokan Reservoir Promenade is a stunner. The paved pathway begins in Olivebridge, a hamlet in southeastern New York, and spans just shy...
NY 2.7 mi Asphalt
Although the D & H Canal Towpath is a short pathway (about 1 mile roundtrip), it offers scenic views of the Delaware and Hudson Canal and the Delaware River in Minisink Ford, New York. You’ll see the...
NY 0.4 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
Built on the former Erie Railroad main line, the 15-mile Heritage Trail runs through the small Orange County towns of Goshen, Chester, Monroe, and Harriman. The shaded trail runs through different...
NY 19.5 mi Asphalt, Crushed Stone, Dirt
Overview 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...
NY 1.3 mi Cinder
Connecting the Walkill River and Shawangunk Ridge, the aptly named River-to-Ridge Trail, which opened in September 2018, runs from New Paltz to the Mohonk Preserve. Begin at the Carmine Liberta Bridge...
NY 4.9 mi Gravel
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 Trolley Trail uses a former interurban line to link several communities north of Scranton. The trail comprises two disconnected sections that total 4.7 miles, although the nonprofit Countryside...
PA 4.7 mi Boardwalk, Crushed Stone, 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
The Catskill Scenic Trail lives up to its name as it winds through a broad farming valley and small towns in New York's Catskill Mountains. The West Branch of the Delaware River is often in sight,...
NY 26 mi Cinder, Crushed Stone, Dirt, Gravel
The City of Port Jervis is the latest community to save a portion of the former D&H Canal and turn it into a greenway for use by residents and visitors. A section of the canal, which is approximately...
NY 1 mi Cinder, Gravel
Overview The D&H Canal Linear Park and Towpath Trail, situated in Wurtsboro, NY carries trail users for 6.84 miles along the former towpath for the historic Delaware and Hudson Trail. Use of...
NY 6.84 mi Ballast, Cinder, Dirt, Grass, Gravel
The Bashakill Wildlife Management Area is located on the Orange County-Sullivan County border just south of Wurtsboro, New York. It consists of over 3,000 acres of wetlands and uplands which were...
NY 5.7 mi Ballast, Cinder, Dirt, Grass
The 38-mile D&H Rail-Trail traces the former corridor of the Delaware & Hudson Railway, a line that primarily carried anthracite coal out of the Lackawanna Valley in the second half of the 19th...
PA 38 mi Ballast, Cinder, Crushed Stone, Dirt
The Iroquois Trail is scenic and remote, stretching about 2 miles through Tunkhannock, a gateway community to the Endless Mountains in northeastern Pennsylvania. The rail-trail follows the route of...
PA 1.8 mi Crushed Stone
Please note: With a surface of large-sized gravel, the trail is not recommended for road bikes nor mountain bikes with no suspension.  The Joseph M. McDade Recreational Trail runs nearly the length...
PA 31.3 mi Gravel
The multi-use Lackawanna River Heritage Trail (LRHT) follows Pennsylvania's Lackawanna River and, when complete, will be more than 70 miles. The trail begins at the confluence of the Lackawanna and...
PA 17.9 mi Asphalt, Crushed Stone
Accordion
Tracing nearly two miles of riverfront, the Luzerne County National Recreation Trail (also known as the Luzerne County Rail Trail) will eventually form a 16-mile pathway along an active railway. Chain...
PA 1.8 mi Cinder, Concrete, Gravel
Overview The Mamakating 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 3.2 mi Ballast, Cinder, Grass, Gravel
Overview 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...
NY 18 mi Asphalt, Cinder, Crushed Stone, Dirt, Grass
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, Crushed Stone, Dirt, Grass
The Wood Duck Nature Trail, appropriately named for the secretive duck, was made possible through the hard work and dedication of refuge volunteers. This beautiful trail now extends about 1.5 miles on...
NJ 1.5 mi Ballast, Crushed Stone, Dirt, Grass
The D & H Canal towpath is nestled within the 300-acre D & H Canal Park in the New York hamlet of Cuddebackville. The crushed-stone trail, stretching just over a half mile, is one section of a larger...
NY 0.6 mi Crushed Stone
The local riding club enjoyed this former rail line, which was purchased in 1944 for a dollar from the Delaware, Lackawanna & Western Railroad, as a bridle trail for many years. It changed management...
PA 9.2 mi Ballast, Dirt
Overview The Liberty 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 2.4 mi Asphalt, Cinder, Dirt, Grass, Gravel
There are two trails named the O&W: one in New York and this one in Pennsylvania. Although the trail stretches 32 miles (as shown on the map), only the first 8 miles of trail (from Simpson to...
PA 8 mi Dirt, Gravel
Overview 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
Overview Located in the Wallkill River National Wildlife Refuge, the Liberty Loop Trail is 2.5 miles long with a surface of gravel, grass, dirt, and crushed stone. Some portions may have raised...
NJ 2.5 mi Crushed Stone, Dirt, Grass, Gravel
Overview 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...
NY 20.65 mi Asphalt, Grass, Gravel
Overview The Timberdoodle Trail runs along a former railroad corridor through the Wallkill River National Wildlife Refuge for 2.3 miles. It is accessible at its northern end and at a trailhead...
NJ 2.3 mi Crushed Stone, Dirt, Grass, Gravel

Recent Trail Reviews

Sussex Branch Trail

love this trail

April, 2024 by bc27b4z4qh

A week or two ago my husband and I went on this trail at the Lafayette end of the trail. We had a great time. Him pushing me in my wheelchair then I would get out and walk some. It was amazing!!!!!!

Mamakating Rail Trail

Beautiful and well maintained

March, 2024 by jkmitch23

Lovely trail

O&W Rail Trail (Ulster County)

10 m paved at Kingston end?

March, 2024 by vbergerg_tl

TrailLink is not updated and someone should confirm but a visiting cyclist on the user-run Facebook Rail to Trails site just posted that he rode 10 paved miles at the Kingston end!

Accordion

Catskill Scenic Trail

Rough ride in patches

October, 2023 by rdavies

As others have mentioned, this is a rough trail. Although somewhat scenic, it requires a lot of vigilance to slog through the gravel and overgrown path. We have hybrid tires, so perhaps mountain bikes would offer a more comfortable ride. The high point of our trip was staying at the Stamford inn and eating at the Millpond Inn.

Lackawanna River Heritage Trail

not worth the trip

September, 2023 by fal1046

Trail heads were hard to find, parking areas hard to find or not safe looking.

Catskill Scenic Trail

Nice scenery but one step up from a goat path

September, 2023 by johnecarl

This path would be great if work were done on it. Road bikes won’t make it. You basically need a mountain bike with suspension. I have a hybrid bike with suspension and wide tires but it’s still a difficult ride. The scenery is nice but you have to pay a lot of attention to the path.

Ashokan Rail Trail

One of the most beautiful rail trails in NY

September, 2023 by johnecarl

This trail has beautiful scenery. While it’s lose gravel most road bikes with skinny tires are good. This is an awesome ride!!!

Ashokan Rail Trail

beautiful, easy ride

September, 2023 by mark.houghtaling

i've biked sections of this trail end to end on many occasions.

parking is plentiful at any of the 3 trailheads. the surface is well maintained crushed gravel and pretty level from end to end.

the views of the ashokan resevoir are beautiful, and the stream and woodland views along the entire length of the trail are also lovely.

the three trailheads are also convenient to charming towns, restaurants, and other nature attractions.

recommended!

Joseph M. McDade Recreational Trail

Not a trail for anything except a mt. bike with suspension.

September, 2023 by julienneandmom

I can't believe I'm forced to give this trail two stars. It's not due to the location, the scenery or lack of variety. The trail gets five stars for these features. It's due to the condition of the trail. It's HORRIBLE!! Someone got the bright idea to put very large gravel down on the trail. which turned the trail into one that is only suitable for a mountain bike with suspension. Even then, it's not an easy ride. Yes, there are sections that are flat, but there are also sections that are so steep that you're forced to get off your bike to get up it. Though I'm not any sort of professional biker, I am someone who takes 70 mile road bike day trips on a regular basis. It took me five hours to go 36 miles - 18 miles out and 18 miles back. I had planned to do the entire trail out and back. If I'm having issues with a trail, there's good reason. I took my regular mountain bike (no suspension) and my body was shaken all over the place due to the trail condition. Until the trail condition is resolved, I sadly won't be returning to this trail again. It's a darn shame. On a positive note, I did see a bobcat!

* The trail description of the trail on the national park web page, the official Rails to Trails book for PA and other sources need to be updated to reflect the true condition(s) of the trail.

D&H Rail Trail

Just did the northern end of D&H ... great experience!

August, 2023 by jason.harry

We had a beautiful Saturday for the ride, and surprised to encounter no other bikes! (Just a couple of walkers and 2 on horseback.) We started in Starrucca (at Little Ireland road), and went toward Lanesboro from there. Not clear where to park at the Starrucca trail entrance, but there's room off the road for a couple of cars.

It's always a good day on the trail when you can start with a historical marker! And there is a nice one there on an old railroad work shed that is still standing. The trail stretching north to Stevens Point is largely unimproved, but certainly ride-able with a decent off-road bike. There are stretches of grassy track that are smooth, some pretty rocky stretches that can be rough, and some muddy spots after a rain. But it's really no problem to keep moving, with a pretty steady, gentle downhill grade. Very pretty tree-lined experience, quite shady, with breaks that reveal the beautiful valley below. The stream down to the right, and occasional small waterfalls on the left, make things very pleasant.

When you get to Stevens Point, you do have to cross Starrucca Creek Road, but not a big deal, and you quickly come into the main trailhead parking area at Rockwell Memorial Park. (Thank you, kind Samaritans, for leaving some water bottles there for bikers!! Really saved us!) From there it's clear sailing all the way to Lanesboro. For this stretch, it's a broad, fine-gravel path that is very easy going, with the slight downhill grade continuing. Fantastic to ride along Starrucca Creek as it rushes to meet the Susquehanna. Outstanding dedicated bike bridges over the creek.

Before you know it, you're under the phenomenal Starrucca Viaduct, standing tall and true since the 1850's!! A testament to engineering!

We continued on to the NY border, just to say we did it! That last stretch occasionally puts you right alongside the Susquehanna, which is broad and calm. Trail surface is largely quick good along this stretch, except as you approach the border ... just gets a little rougher, but not bad.

From Starrucca to the NY border was 11.3 miles. We turned right around and went all the way back. Admittedly, the return was harder as you're going back up the gentle grade, especially the last 5 miles in the unimproved section. But it was an epic and fine journey that took us about 3+ hours of riding and a little over 4 hours elapsed time. (For what it's worth, I'll say that we are 60 and 66 years old ... and we weren't trying to set any speed records.)

If you want a less challenging and much shorter round trip, starting at Stevens Point and going down to Lanesboro and back is just the ticket!

Heritage Trail (NY)

from Harriman

August, 2023 by dagpl8

Was a great great trail! Got a little lost through Goshen, thank you kind gents for allowing us to follow you to the connection!

Catskill Scenic Trail

August ride

August, 2023 by saltshaker10

Parked in Bloomville and traveled 7 or 8 miles. E bikes with wide tires. There are spots that are a little rough because larger stone base, but they are minimal. Trail is a real beauty. We did see 2 UTV’s, first one was rude. Also gave right of way to a horse and rider. We were concerned the whining of our e bikes might freak him out. We pulled over and shut them off. Beautiful horse, he looked thankful. We’ll be on this one again, especially when the leaves are changing. Canopy covers lots of the trail, so you can get cooled off.

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Accordion

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