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Find Trails > New York > Middletown Trails

Middletown, NY Trails and Maps

1312 Reviews

Looking for the best trails around Middletown?

Explore the best rated trails in Middletown, NY. Whether you're looking for an easy walking trail or a bike trail like the Walkway Over The Hudson and D & H Canal Linear Park. With more than 73 trails covering 531 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
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Type
73 Results
Activities
Length
Surfaces
Type

Ashokan Rail Trail
11.5 mi
State: NY
Crushed Stone

Ashokan Reservoir Promenade
2.7 mi
State: NY
Asphalt

Berkshire Valley Management Area Trail
2.1 mi
State: NJ
Ballast, Cinder

Black River County Park Trail
2.3 mi
State: NJ
Dirt

Black River Wildlife Management Area Trail
4 mi
State: NJ
Ballast

Boulevard Trolley Line Path
2.5 mi
State: NJ
Asphalt, Concrete

Briarcliff-Peekskill Trailway
12 mi
State: NY
Asphalt, Dirt, Grass

Bronx River Greenway
24.8 mi
State: NY
Asphalt, Boardwalk, Concrete

Columbia Trail
15 mi
State: NJ
Crushed Stone

D & H Canal & Gravity Railroad Heritage Corridor - Port Jervis Branch Trail
1 mi
State: NY
Cinder, Gravel

D & H Canal Linear Park
4.7 mi
State: NY
Ballast, Cinder, Dirt, Grass, Gravel

D & H Canal Park
0.6 mi
State: NY
Crushed Stone

D & H Canal Towpath
0.4 mi
State: NY
Crushed Stone

D & H Canal Trail - Bashakill Wildlife Management Area
5.7 mi
State: NY
Ballast, Cinder, Dirt, Grass

Fort Washington Park Greenway
1 mi
State: NY
Asphalt

Great Valley Trail
3.5 mi
State: NJ
Dirt, Grass

Hamburg Mountain Wildlife Management Area
3 mi
State: NJ
Ballast, Cinder, Dirt

Harlem River Greenway
2.2 mi
State: NY
Asphalt, Concrete

Heritage Trail (NY)
19.5 mi
State: NY
Asphalt, Crushed Stone, Dirt

Hook Mountain/Nyack Beach Bikeway
4.9 mi
State: NY
Asphalt, Ballast, Crushed Stone, Dirt, Gravel
Accordion

Hudson River Greenway
12.9 mi
State: NY
Asphalt, Concrete

Hudson River Waterfront Walkway
1.5 mi
State: NJ
Concrete

Hudson Valley Rail Trail
7.1 mi
State: NY
Asphalt

Jack Harrington White Plains Greenway
1.2 mi
State: NY
Woodchips

John Kieran Nature Trail
1 mi
State: NY
Dirt, Gravel, Woodchips

Jones Point Path
2 mi
State: NY
Asphalt

Joseph B. Clarke Rail Trail
4.1 mi
State: NY
Asphalt

Joseph M. McDade Recreational Trail
31.3 mi
State: PA
Crushed Stone

Karamac Trail
1.5 mi
State: NJ
Cinder, Dirt

Kennedy Trail
1.7 mi
State: NY
Cinder

Kingston Point Rail Trail
1.2 mi
State: NY
Asphalt

Klara Sauer Trail
1 mi
State: NY
Crushed Stone

Lake Iliff Trail
1.1 mi
State: NJ
Ballast, Cinder, Crushed Stone

Liberty Rail Trail
2.6 mi
State: NY
Asphalt, Cinder, Dirt, Grass, Gravel

Loantaka Brook Reservation Trail
7 mi
State: NJ
Asphalt, Dirt, Grass

Mamakating Rail Trail
3.2 mi
State: NY
Ballast, Cinder, Grass, Gravel

Maybrook Trailway
24 mi
State: NY
Asphalt

Mohansic Trailway
1 mi
State: NY
Boardwalk, Dirt, Gravel

Morris Canal Greenway
4.1 mi
State: NJ
Dirt, Grass

Mosholu-Pelham Greenway
10.3 mi
State: NY
Asphalt

North County Trailway
20.7 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

Old Mine Railroad Trail
2.2 mi
State: NY
Dirt

Old Putnam Trail
1.25 mi
State: NY
Asphalt

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, Crushed Stone, Dirt, Grass

Pequest Wildlife Management Area Trail
4.2 mi
State: NJ
Ballast, Cinder, Dirt, Gravel

Putnam Trailway
11.9 mi
State: NY
Asphalt

Quarry Trail
0.1 mi
State: NY
Dirt, Grass

Ramsey Bike Path
1 mi
State: NJ
Asphalt

Randolph Trails
16 mi
State: NJ
Asphalt, Concrete, Crushed Stone

Raymond G. Esposito Memorial Trail
1 mi
State: NY
Crushed Stone

Ridgefield Rail Trail
2.3 mi
State: CT
Gravel

River-to-Ridge Trail
4.9 mi
State: NY
Gravel

Saddle River County Park Bike Path
7.6 mi
State: NJ
Asphalt

Samuel G. Fisher Mount Ivy Environmental Park
2 mi
State: NY
Ballast, Cinder, Dirt, Grass, Woodchips

South County Trailway
14.4 mi
State: NY
Asphalt, Concrete

Sussex Branch Trail
18 mi
State: NJ
Cinder, Dirt, Grass

Tallman Mountain State Park Bike Path
2.1 mi
State: NY
Asphalt, Cinder, Dirt

Timp-Torne Trail
5.4 mi
State: NY
Dirt

Traction Line Recreation Trail
2.7 mi
State: NJ
Asphalt

Walden-Wallkill Rail Trail

4.3 mi
State: NY
Asphalt, Ballast, Cinder, Crushed Stone, Dirt, Grass, Gravel

Walkway Over The Hudson
1.6 mi
State: NY
Concrete

Wallkill Valley Rail Trail
21.3 mi
State: NY
Asphalt, Cinder, Dirt, Gravel

West Essex Trail
2.84 mi
State: NJ
Cinder, Gravel

West Hudson Park Path
2.2 mi
State: NJ
Asphalt

Wharton Rail-Trail (part of Patriots' Path)
0.5 mi
State: NJ
Asphalt

William R. Steinhaus Dutchess Rail Trail
13.1 mi
State: NY
Asphalt

Wood Duck Nature Trail (Wallkill River NWR)
1.5 mi
State: NJ
Ballast, Crushed Stone, Dirt, Grass
Trail Image Trail Name States Length Surface Rating
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
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
In the mid 1800s Chester, New Jersey, was the home of the iron ore industry; railroads shipped the ore all over the county. With the end of the industry, however, the rail lines were abandoned, turned...
 NJ 2.3 mi Dirt
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
This 2.1-mile long paved path runs directly adjacent to (about 30-40 feet off of) the Boulevard in Mountain Lakes, NJ, and follows the exact route of a former trolley line operated by the Morris...
 NJ 2.5 mi Asphalt, Concrete
The Briarcliff-Peekskill Trailway is a 12-mile linear park that runs from the town of Ossining north to Westchester County's Blue Mountain Reservation in Peekskill. The trail is built on land...
 NY 12 mi Asphalt, Dirt, Grass
The Bronx River travels from the mouth of the East River north to the Kensico Dam, providing views of the natural history of the area. Because the trail is under development, there are several gaps...
 NY 24.8 mi Asphalt, Boardwalk, Concrete
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 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
The Delaware & Hudson 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....
 NY 4.7 mi Ballast, Cinder, Dirt, Grass, Gravel
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
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 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 Fort Washington Park Greenway brings residents and visitors to Washington Heights right up to the edge of the Hudson. The mile-long trail begins near the pier at the end of Dyckman Street and...
 NY 1 mi Asphalt
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
This trail is in an area rich in geological history. Zinc and Iron Ores were transported along this branch from mines in the area that operated for over 200 years. The trail is scenic with a slight...
 NJ 3 mi Ballast, Cinder, Dirt
The Harlem River Greenway runs north-south along the Harlem River on the East Side of Upper Manhattan. The northern terminus is Dyckman Street and Harlem River Drive. Going west on Dyckman allows...
 NY 2.2 mi Asphalt, Concrete
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
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
Accordion
The Hudson River Greenway (HRG) is one of the most popular places to ride, walk, and jog in New York City. It makes up part of the Manhattan Waterfront Greenway loop, the cross-state Empire State...
 NY 12.9 mi Asphalt, Concrete
The Hudson River Waterfront Walkway is a 1.5 mile walkway along the bank of the Hudson River in Jersey City. The walkway offers stunning views of Manhattan as well as access to a number of ferries and...
 NJ 1.5 mi Concrete
Offering a picturesque and family-friendly adventure, the Hudson Valley Rail Trail stretches 7.1 miles through hardwood forests, over Black Creek, and under two spectacular stone-arch bridges....
 NY 7.1 mi Asphalt
The Jack Harrington White Plains Greenway was recently renamed to honor a long-time member of the city's conservation board. The trail's corridor follows the former New York, Westchester & Boston...
 NY 1.2 mi Woodchips
The John Kieran Nature Trail is a short loop that borders Van Cortlandt Lake and its associated wetlands. It is a wonderful site for bird-watching. The trail also passes several sites of significance...
 NY 1 mi Dirt, Gravel, Woodchips
The Jones Point Path occupies an abandoned motor vehicle route (old US Route 9W). The path provides bicyclists with a relatively safe bypass to a dangerous section of busy US Route 9W near Bear...
 NY 2 mi Asphalt
You might expect a 4-mile rail-trail that passes through three downtowns to be excessively urban, but the quaint town centers on the Joseph B. Clarke Rail Trail are compact and surrounded by...
 NY 4.1 mi Asphalt
The Joseph M. McDade Recreational Trail runs nearly the length of the Delaware Water Gap National Recreation Area on the Pennsylvania side of the Delaware River across from New Jersey. The protected...
 PA 31.3 mi Crushed Stone
The Karamac Trail is a short walking trail that starts under the Interstate 80 bridge on the New Jersey side of the Delaware River. The trail follows an old railroad right-of-way; there is a railroad...
 NJ 1.5 mi Cinder, Dirt
The Kennedy Trail begins at Brick Hill Road and ends at the northwest corner of the 68-acre campus of John F. Kennedy Catholic High School in Somers.  The cinder trail, built on a former rail bed,...
 NY 1.7 mi Cinder
The Kingston Point Rail Trail will be a paved pathway stretching from Kingston’s midtown to the Rondout Creek waterfront, connecting important points in the community such as Kingston High School,...
 NY 1.2 mi Asphalt
The Klara Sauer Trail (formerly known as the Beacon Riverside Trail) runs for 1 mile along the Hudson River on the west side of New York's village of Beacon. The trail occupies the same corridor as...
 NY 1 mi Crushed Stone
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 Liberty Rail Trail extends about 2.5 miles through the village of Liberty, NY, between Chestnut Street/SR 52 (near West Street) and the old rail trestle in Ferndale. The trail occupies a portion...
 NY 2.6 mi Asphalt, Cinder, Dirt, Grass, Gravel
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
This is a section of the New York, Ontario and Western (O&W) Railway line that ran across New York State from Port Jervis to Lake Ontario. The trail consists of two discrete sections: State Route 209...
 NY 3.2 mi Ballast, Cinder, Grass, Gravel
Note: As of December 2021, the trail is fully complete except for a bridge on its southern end in Brewster; stairways on either side of the bridge are available for the detour. Construction on the...
 NY 24 mi Asphalt
The Mohansic Trailway is a rail-trail providing an important link between the North County Trailway and the Franklin Delano Roosevelt State Park. The trailway occupies a short-lived spur of the New...
 NY 1 mi Boardwalk, Dirt, Gravel
In the early 1830s the Morris Canal opened across northern New Jersey, from Phillipsburg on the Delaware River to Newark, and later to Jersey City on the Hudson River. It provided a thoroughfare for...
 NJ 4.1 mi 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 former “Old Put” commuter rail corridor that ran from the Bronx to northern bedroom communities in Westchester and Putnam Counties is popular once again, only this time it’s for people riding...
 NY 20.7 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
Fahnestock State Park is a relatively undiscovered gems in the New York State Park System. Located a few miles east of Cold Spring Village on Rt. 301 (Main Street), the park jurisdiction was recently...
 NY 2.2 mi Dirt
Splayed over 1,146 acres in northwest Bronx, Van Cortlandt Park has a lot going on. The park is New York City's fourth largest and is home to the oldest municipal golf course in America. There are...
 NY 1.25 mi Asphalt
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, Crushed Stone, Dirt, Grass
This trail is much better suited to walking than to biking. It provides excellent access to the Pequest River which is stocked with trout. Not all of the bridges across the river have been decked and...
 NJ 4.2 mi Ballast, Cinder, Dirt, Gravel
The old New York Central rail line that ran from the Bronx to northern bedroom communities in Westchester and Putnam Counties carried commuters during the workweek, but on the weekends tourists...
 NY 11.9 mi Asphalt
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 Ramsey Bike Path is a recreational path built on the former Paterson to Suffern trolley line right-of-way. The path extends along a north-south route from one end of Ramsey to the other....
 NJ 1 mi Asphalt
The Randolph Trail system covers 16 miles of pathways through five parks, the Clyde Potts Reservoir watershed and 2,000 acres of pristine open space. The trails link schools and neighborhoods and also...
 NJ 16 mi Asphalt, Concrete, Crushed Stone
The Raymond G. Esposito Memorial Trail travels from one end of the village of South Nyack to the other in 1 mile but greatly expands its reach by connecting with the Old Erie Path and a new shared-use...
 NY 1 mi Crushed Stone
The Ridgefield Rail-Trail meanders for nearly 2.5 miles through the forested exburbs of Ridgefield, Connecticut. The trail passes among suburban acreages, along a creek at one point, and past a couple...
 CT 2.3 mi Gravel
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 Saddle River County Park Bike Path is a beautiful suburban trail that winds alongside the Saddle River. Most of the trail runs through moderately dense suburban development, with residential and...
 NJ 7.6 mi Asphalt
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 South County Trailway rolls 14.4 miles through one of the most densely populated parts of New York, but its route through pocket woodlots, parks, and golf courses and along riverbanks makes it...
 NY 14.4 mi Asphalt, Concrete
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
Tallman Mountain State Park Bike Path is partially paved and bisects the Tallman Mountain State Park. The route provides a motor-vehicle-free way for bicyclists using US Route 9W to connect with...
 NY 2.1 mi Asphalt, Cinder, Dirt
Just an hour north of New York City, the Timp-Torne Trail offers a scenic hike through Bear Mountain and Harriman State Parks with panoramic vistas of the Hudson River. The rugged blue-blazed trail...
 NY 5.4 mi Dirt
Running alongside a New Jersey Transit passenger line, the Traction Line Recreation Trail has been around since 1986, when Jersey Central Power & Light donated portions of the land to the Morris...
 NJ 2.7 mi Asphalt
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 Walkway Over the Hudson State Historic Park—the longest pedestrian bridge in the world at 1.28 miles—emerges from the trees and over the rooftops of the old riverfront town of Poughkeepsie,...
 NY 1.6 mi Concrete
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 West Essex Trail follows a short distance (just under 3 miles) of the former rail bed of the Caldwell Branch on the old Erie-Lackawanna Railroad. The trail runs between the Essex–Passiac county...
 NJ 2.84 mi Cinder, Gravel
The paved pathway running through West Hudson Park offers a scenic, tree-lined escape between Harrison and Kearny, NJ. The trail provides access to the park’s stocked lake, water park, athletic...
 NJ 2.2 mi Asphalt
A short rail trail with two covered bridges occupying a portion of the former Mount Hope Mineral Railroad right-of-way in Wharton, NJ. In the future this trail will be linked with the Rockaway...
 NJ 0.5 mi Asphalt
The William R. Steinhaus Dutchess Rail Trail—named for the Dutchess County executive who championed it—is a treasure in New York's Hudson Valley region. The 13.1-mile trail runs through what seems...
 NY 13.1 mi Asphalt
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

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Trails by activity

Karamac Trail

NJ - 1.5 miles

The Karamac Trail is a short walking trail that starts under the Interstate 80 bridge on the New Jersey side of the Delaware River. The trail follows an old railroad right-of-way; there is a railroad...

Maybrook Trailway

NY - 24 miles

Note: As of December 2021, the trail is fully complete except for a bridge on its southern end in Brewster; stairways on either side of the bridge are available for the detour. Construction on 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...

Fort Washington Park Greenway

NY - 1 miles

The Fort Washington Park Greenway brings residents and visitors to Washington Heights right up to the edge of the Hudson. The mile-long trail begins near the pier at the end of Dyckman Street and...

Accordion

Walkway Over The Hudson

NY - 1.6 miles

The Walkway Over the Hudson State Historic Park—the longest pedestrian bridge in the world at 1.28 miles—emerges from the trees and over the rooftops of the old riverfront town of Poughkeepsie,...

West Hudson Park Path

NJ - 2.2 miles

The paved pathway running through West Hudson Park offers a scenic, tree-lined escape between Harrison and Kearny, NJ. The trail provides access to the park’s stocked lake, water park, athletic...

Morris Canal Greenway

NJ - 4.1 miles

In the early 1830s the Morris Canal opened across northern New Jersey, from Phillipsburg on the Delaware River to Newark, and later to Jersey City on the Hudson River. It provided a thoroughfare for...

West Essex Trail

NJ - 2.84 miles

The West Essex Trail follows a short distance (just under 3 miles) of the former rail bed of the Caldwell Branch on the old Erie-Lackawanna Railroad. The trail runs between the Essex–Passiac county...

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...

Ashokan Rail Trail

NY - 11.5 miles

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...

Tallman Mountain State Park Bike Path

NY - 2.1 miles

Tallman Mountain State Park Bike Path is partially paved and bisects the Tallman Mountain State Park. The route provides a motor-vehicle-free way for bicyclists using US Route 9W to connect with...

Hudson Valley Rail Trail

NY - 7.1 miles

Offering a picturesque and family-friendly adventure, the Hudson Valley Rail Trail stretches 7.1 miles through hardwood forests, over Black Creek, and under two spectacular stone-arch bridges....

Boulevard Trolley Line Path

NJ - 2.5 miles

This 2.1-mile long paved path runs directly adjacent to (about 30-40 feet off of) the Boulevard in Mountain Lakes, NJ, and follows the exact route of a former trolley line operated by the Morris...

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...

D & H Canal Towpath

NY - 0.4 miles

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...

Kingston Point Rail Trail

NY - 1.2 miles

The Kingston Point Rail Trail will be a paved pathway stretching from Kingston’s midtown to the Rondout Creek waterfront, connecting important points in the community such as Kingston High School,...

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....

Hudson River Waterfront Walkway

NJ - 1.5 miles

The Hudson River Waterfront Walkway is a 1.5 mile walkway along the bank of the Hudson River in Jersey City. The walkway offers stunning views of Manhattan as well as access to a number of ferries and...

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,...

More Middletown bike trailsView Fewer Middletown bike trails

Pequest Wildlife Management Area Trail

NJ - 4.2 miles

This trail is much better suited to walking than to biking. It provides excellent access to the Pequest River which is stocked with trout. Not all of the bridges across the river have been decked 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...

North County Trailway

NY - 20.7 miles

The former “Old Put” commuter rail corridor that ran from the Bronx to northern bedroom communities in Westchester and Putnam Counties is popular once again, only this time it’s for people riding...

West Hudson Park Path

NJ - 2.2 miles

The paved pathway running through West Hudson Park offers a scenic, tree-lined escape between Harrison and Kearny, NJ. The trail provides access to the park’s stocked lake, water park, athletic...

Accordion

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...

Liberty Rail Trail

NY - 2.6 miles

The Liberty Rail Trail extends about 2.5 miles through the village of Liberty, NY, between Chestnut Street/SR 52 (near West Street) and the old rail trestle in Ferndale. The trail occupies a portion...

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...

Ashokan Rail Trail

NY - 11.5 miles

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...

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....

Hudson Valley Rail Trail

NY - 7.1 miles

Offering a picturesque and family-friendly adventure, the Hudson Valley Rail Trail stretches 7.1 miles through hardwood forests, over Black Creek, and under two spectacular stone-arch bridges....

Old Putnam Trail

NY - 1.25 miles

Splayed over 1,146 acres in northwest Bronx, Van Cortlandt Park has a lot going on. The park is New York City's fourth largest and is home to the oldest municipal golf course in America. There are...

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...

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...

Fort Washington Park Greenway

NY - 1 miles

The Fort Washington Park Greenway brings residents and visitors to Washington Heights right up to the edge of the Hudson. The mile-long trail begins near the pier at the end of Dyckman Street and...

Maybrook Trailway

NY - 24 miles

Note: As of December 2021, the trail is fully complete except for a bridge on its southern end in Brewster; stairways on either side of the bridge are available for the detour. Construction on the...

Tallman Mountain State Park Bike Path

NY - 2.1 miles

Tallman Mountain State Park Bike Path is partially paved and bisects the Tallman Mountain State Park. The route provides a motor-vehicle-free way for bicyclists using US Route 9W to connect with...

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.”...

Klara Sauer Trail

NY - 1 miles

The Klara Sauer Trail (formerly known as the Beacon Riverside Trail) runs for 1 mile along the Hudson River on the west side of New York's village of Beacon. The trail occupies the same corridor as...

Saddle River County Park Bike Path

NJ - 7.6 miles

The Saddle River County Park Bike Path is a beautiful suburban trail that winds alongside the Saddle River. Most of the trail runs through moderately dense suburban development, with residential and...

Randolph Trails

NJ - 16 miles

The Randolph Trail system covers 16 miles of pathways through five parks, the Clyde Potts Reservoir watershed and 2,000 acres of pristine open space. The trails link schools and neighborhoods and also...

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John Kieran Nature Trail

NY - 1 miles

The John Kieran Nature Trail is a short loop that borders Van Cortlandt Lake and its associated wetlands. It is a wonderful site for bird-watching. The trail also passes several sites of significance...

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...

Walkway Over The Hudson

NY - 1.6 miles

The Walkway Over the Hudson State Historic Park—the longest pedestrian bridge in the world at 1.28 miles—emerges from the trees and over the rooftops of the old riverfront town of Poughkeepsie,...

D & H Canal Linear Park

NY - 4.7 miles

The Delaware & Hudson 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....

Accordion

Black River County Park Trail

NJ - 2.3 miles

In the mid 1800s Chester, New Jersey, was the home of the iron ore industry; railroads shipped the ore all over the county. With the end of the industry, however, the rail lines were abandoned, turned...

Fort Washington Park Greenway

NY - 1 miles

The Fort Washington Park Greenway brings residents and visitors to Washington Heights right up to the edge of the Hudson. The mile-long trail begins near the pier at the end of Dyckman Street 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,...

Klara Sauer Trail

NY - 1 miles

The Klara Sauer Trail (formerly known as the Beacon Riverside Trail) runs for 1 mile along the Hudson River on the west side of New York's village of Beacon. The trail occupies the same corridor as...

Putnam Trailway

NY - 11.9 miles

The old New York Central rail line that ran from the Bronx to northern bedroom communities in Westchester and Putnam Counties carried commuters during the workweek, but on the weekends tourists...

Karamac Trail

NJ - 1.5 miles

The Karamac Trail is a short walking trail that starts under the Interstate 80 bridge on the New Jersey side of the Delaware River. The trail follows an old railroad right-of-way; there is a railroad...

D & H Canal Trail - Bashakill Wildlife Management Area

NY - 5.7 miles

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...

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...

Wood Duck Nature Trail (Wallkill River NWR)

NJ - 1.5 miles

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...

Jones Point Path

NY - 2 miles

The Jones Point Path occupies an abandoned motor vehicle route (old US Route 9W). The path provides bicyclists with a relatively safe bypass to a dangerous section of busy US Route 9W near Bear...

Harlem River Greenway

NY - 2.2 miles

The Harlem River Greenway runs north-south along the Harlem River on the East Side of Upper Manhattan. The northern terminus is Dyckman Street and Harlem River Drive. Going west on Dyckman allows...

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...

Tallman Mountain State Park Bike Path

NY - 2.1 miles

Tallman Mountain State Park Bike Path is partially paved and bisects the Tallman Mountain State Park. The route provides a motor-vehicle-free way for bicyclists using US Route 9W to connect with...

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

NY - 1 miles

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...

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...

West Essex Trail

NJ - 2.84 miles

The West Essex Trail follows a short distance (just under 3 miles) of the former rail bed of the Caldwell Branch on the old Erie-Lackawanna Railroad. The trail runs between the Essex–Passiac county...

More Middletown running trailsView Fewer Middletown running trails

Recent Trail Reviews

Columbia Trail

Scenic Rural Trail

May, 2022 by maryepalermo

The Columbia Trail is well maintained, clearly marked, very shady, with a slight uphill grade starting in High Bridge. We rode with hybrid bikes with absolutely no problem. There are a few rough patches near Long Valley but these are few, very short and easily traversed. The trail is very scenic and we definitely do it again. Great for kids even with the crossings which are not busy.

read more …

D & H Canal Linear Park

D & H Towpath to O & W Rail Trail

May, 2022 by wzvknnx87q

I started today by the Wurtsboro Fire house and managed a nice 3.5 mile run. I consider this a great trail for anyone who wants to loop around instead of doing and out and back run/walk. Some of the rail trail needs some upkeep but it’s still doable. Great hidden gem in the community.

read more …

William R. Steinhaus Dutchess Rail Trail

First Rail trail Ride

May, 2022 by senseibarb

My friend and I started at Hopewell Junction and glad we did. It was a nice leisurely ride up to Walkway on the Hudson in Poughkeepsie. The trail is very well maintained, and an easy ride. We locked the bikes up by the walkway, headed into town for an incredible lunch. I only wish it were more scenic but very happy we chose this way to ride.

read more …
Accordion

Ashokan Rail Trail

Great trail for Mid-May ride

May, 2022 by nandrix

Very consistent trail with a variety of lake, stream and Mountain View’s. A short jaunt from a mid-way entrance takes you to Fruition, a nice chocolate/ ice cream spot. Saw a snapping turtle, deer and a beaver dam & lodge. Nice information signs along the way. Given a nice Saturday, trail was thinly traveled. Did ride with E-Bikes.

read more …

Heritage Trail (NY)

Great trail end of story

May, 2022 by powderpro

I have been riding parts of this trail for about 24 years. It now goes from Harriman to downtown Middletown. To find the new section from Goshen to Middletown you have to go up West Main street in Goshen just past Clowes Ave on left then make a right where there are no trespassing signs and you will see the trail on your left. The big issue with this entire trail is about 60% of the people using it do not know or follow the rules. If one simple rule was followed, 100% of the issues would be eliminated. Walk, ride jog and skate on the right side of the trail and allow people to pass you on the left. Simple as that. Do not ignore verbal warnings or bicycle bells. When you hear a warning move to the RIGHT! I constantly encounter people using the middle or left side of the trail and ignoring warnings to move right. Many people have no concept of the fact that every time they use the trail, faster moving traffic WILL come up behind them. I have people move left after a warning, I have people refuse to move at all and I have people that stop and glare at you for ringing a bell or announcing a verbal warning. Bells and warnings are for safety people!!! I encounter people who ride bikes in groups that block the entire trail and fail to move right after a warning. It amazes me how confused people are. One simple rule people. One simple rule! Move right and stay right!

read more …

Kennedy Trail

No Trail Access from Kennedy Catholic

May, 2022 by advancement

The Kennedy Catholic School is private property. Do not enter or depart the trail from the southern endpoint at Kennedy Catholic.

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Kennedy Trail

Private Propery

May, 2022 by wjlucas1954

The Kennedy Catholic High School parking lot is private property and they have not given anyone walking the trail permission to access the trail via their parking lot . As with any school they are very protective of the student body and control who has access to the school and parking lot. DO NOT PARK IN THE SCHOOL PARKING LOT. Do not access the trail from the Kennedy Catholic High School.

read more …

Maybrook Trailway

Great trail with beautiful views. In some section you're secluded (so be mindful) if alone. Trail is clean and flat best trail so far of 2022.

May, 2022 by carlosccalhoun

Great trail with beautiful views. In some section you're secluded (so be mindful) if alone. Trail is clean and flat best trail so far of 2022.

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Samuel G. Fisher Mount Ivy Environmental Park

First half of the trail was overcome with traffic noise from the highway running parallel. Most of the path was uncomfortable gravel with very little scenery. 2.5 miles round trip but not inspiring.

May, 2022 by rivkagoldstein1958

First half of the trail was overcome with traffic noise from the highway running parallel. Most of the path was uncomfortable gravel with very little scenery. 2.5 miles round trip but not inspiring.

read more …

Maybrook Trailway

Perfect condition, so-so scenery

April, 2022 by robert.richter89

I rode most of the Maybrook Trailway on a cold Easter Sunday in 2022. We started in Hopewell Junction and ended at a park right outside of Brewster. The trail is completely paved, very wide and in immaculate condition. There are mile markers but they are easy to miss and I wasn't quite sure what they were counting up or down towards as they did not start at 0. There are slight elevation changes that made riding back feel a little more difficult but there are no significant hills.

The scenery is nice but it is very monotonous with lakes being the only real variation to the trees and the disused railroad that encompasses the rest of the Maybrook Trailway. Since I did not make it all the way to Brewster proper I cannot speak to any sort of facilities there but the only real bathrooms or shelter/benches I found were at the very beginning in Hopewell Junction and where we ended near Brewster.

read more …

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

Flat and easy for kids. A little short and narrow but, nice bike ride.

April, 2022 by timjscully3

Flat and easy for kids. A little short and narrow but, nice bike ride.

read more …

Heritage Trail (NY)

New trailhead in Middletown

April, 2022 by steve.schwinn

This great trail got better! It is now paved to East Main Street in Middletown. Total trail length, all paved, is now 19.6 miles.

read more …
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