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Middletown, NY Trails and Maps

1068 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 70 trails covering 499 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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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

23.3 mi

State: NY

Asphalt, 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

Heritage Trail (NY)

15.1 mi

State: NY

Asphalt, Crushed Stone, Dirt

Hook Mountain/Nyack Beach Bikeway

4.9 mi

State: NY

Asphalt, Ballast, Crushed Stone, Dirt, Gravel

Hudson River Greenway

12.9 mi

State: NY

Asphalt, Concrete

Accordion

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

Ballast, Dirt

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

Maybrook Trailway

3.7 mi

State: NY

Asphalt

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

Cinder, Dirt, Grass

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, 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

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
	Ashokan Rail Trail 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	0 reviews
	Ashokan Reservoir Promenade 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	2 reviews
	Berkshire Valley Management Area Trail 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	4 reviews
	Black River County Park Trail 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	2 reviews
	Black River Wildlife Management Area Trail 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	17 reviews
	Boulevard Trolley Line Path 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	7 reviews
	Briarcliff-Peekskill Trailway 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	4 reviews
	Bronx River Greenway 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	23.3 mi	Asphalt, Concrete	23 reviews
	Columbia Trail 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	113 reviews
	D & H Canal & Gravity Railroad Heritage Corridor - Port Jervis Branch Trail 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	2 reviews
	D & H Canal Linear Park 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	14 reviews
	D & H Canal Park 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	2 reviews
	D & H Canal Towpath 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	0 reviews
	D & H Canal Trail - Bashakill Wildlife Management Area 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	4 reviews
	Fort Washington Park Greenway 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	0 reviews
	Great Valley Trail 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	3 reviews
	Hamburg Mountain Wildlife Management Area 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	7 reviews
	Heritage Trail (NY) 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	15.1 mi	Asphalt, Crushed Stone, Dirt	70 reviews
	Hook Mountain/Nyack Beach Bikeway 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	20 reviews
	Hudson River Greenway 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	21 reviews

Accordion

Hudson River Waterfront Walkway 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	1 reviews
Hudson Valley Rail Trail 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	33 reviews
Jack Harrington White Plains Greenway 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	6 reviews
John Kieran Nature Trail 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	3 reviews
Jones Point Path 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	Ballast, Dirt	15 reviews
Joseph B. Clarke Rail Trail 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	38 reviews
Joseph M. McDade Recreational Trail 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	26 reviews
Karamac Trail 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	5 reviews
Kennedy Trail The Kennedy Trail begins at the northwest corner of the 68-acre campus of John F. Kennedy Catholic High School in Somers. The town, which sits 30 miles from White Plains and 55 miles from New York...	NY	1.7 mi	Cinder	0 reviews
Kingston Point Rail Trail 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	0 reviews
Klara Sauer Trail 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	4 reviews
Lake Iliff Trail 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	0 reviews
Liberty Rail Trail 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	3 reviews
Loantaka Brook Reservation Trail 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	17 reviews
Maybrook Trailway Owned by the Metro-North Railroad, the Maybrook Trailway starts at the Connecticut state line in Farringtons Park, and spans 5 miles into the town of Brewster. The trail follows what was once part of...	NY	3.7 mi	Asphalt	7 reviews
Morris Canal Greenway 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	2 reviews
Mosholu-Pelham Greenway 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	2 reviews
North County Trailway 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	50 reviews
O&W Rail Trail 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	36 reviews
Ogden Mine Railroad Path 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	6 reviews
Old Croton Aqueduct Trail 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	9 reviews
Old Erie Path 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	7 reviews
Old Mine Railroad Trail 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	2 reviews
Old Putnam Trail 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	Cinder, Dirt, Grass	15 reviews
Parksville Rail Trail 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	6 reviews
Patriots' Path (NJ) 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	13 reviews
Paulinskill Valley Trail 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, Dirt, Grass	59 reviews
Pequest Wildlife Management Area Trail 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	4 reviews
Putnam Trailway 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	45 reviews
Quarry Trail 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	1 reviews
Ramsey Bike Path 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	3 reviews
Randolph Trails 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	12 reviews
Raymond G. Esposito Memorial Trail 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	4 reviews
Ridgefield Rail Trail 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	11 reviews
River-to-Ridge Trail 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	1 reviews
Saddle River County Park Bike Path 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	50 reviews
Samuel G. Fisher Mount Ivy Environmental Park 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	3 reviews
South County Trailway 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	42 reviews
Sussex Branch Trail 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	31 reviews
Tallman Mountain State Park Bike Path 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	1 reviews
Timp-Torne Trail 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	3 reviews
Traction Line Recreation Trail 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	10 reviews
Walden-Wallkill Rail Trail 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	16 reviews
Walkway Over The Hudson The Walkway Over the Hudson State Historic Park—the longest pedestrian bridge in the world at just over 1.6 miles—emerges from the trees and over the rooftops of the old riverfront town of...	NY	1.6 mi	Concrete	20 reviews
Wallkill Valley Rail Trail 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	55 reviews
West Essex Trail 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 EssexPassiac county...	NJ	2.84 mi	Cinder, Gravel	17 reviews
West Hudson Park Path 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	3 reviews
Wharton Rail-Trail (part of Patriots' Path) 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	4 reviews
William R. Steinhaus Dutchess Rail Trail The William R. Steinhaus Dutchess Rail Trail—named for the county executive who championed it—is a local treasure in the Hudson Valley region of New York. The 13.1-mile trail runs through what seems...	NY	13.1 mi	Asphalt	45 reviews
Wood Duck Nature Trail (Wallkill River NWR) 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	7 reviews

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...

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...

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...

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....

Accordion

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...

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...

Joseph M. McDade Recreational Trail

PA - 31.3 miles

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...

D & H Canal Park

NY - 0.6 miles

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...

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...

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...

Walkway Over The Hudson

NY - 1.6 miles

The Walkway Over the Hudson State Historic Park—the longest pedestrian bridge in the world at just over 1.6 miles—emerges from the trees and over the rooftops of the old riverfront town of...

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...

Joseph B. Clarke Rail Trail

NY - 4.1 miles

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...

Ramsey Bike Path

NJ - 1 miles

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....

Bronx River Greenway

NY - 23.3 miles

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...

South County Trailway

NY - 14.4 miles

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...

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...

Lake Iliff Trail

NJ - 1.1 miles

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...

Traction Line Recreation Trail

NJ - 2.7 miles

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...

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...

More Middletown bike trails

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...

Kennedy Trail

NY - 1.7 miles

The Kennedy Trail begins at the northwest corner of the 68-acre campus of John F. Kennedy Catholic High School in Somers. The town, which sits 30 miles from White Plains and 55 miles from New York...

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.”...

South County Trailway

NY - 14.4 miles

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...

Accordion

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...

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...

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...

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...

Loantaka Brook Reservation Trail

NJ - 7 miles

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...

Ogden Mine Railroad Path

NJ - 2.7 miles

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...

Hamburg Mountain Wildlife Management Area

NJ - 3 miles

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...

Timp-Torne Trail

NY - 5.4 miles

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...

Great Valley Trail

NJ - 3.5 miles

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...

Traction Line Recreation Trail

NJ - 2.7 miles

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...

Ashokan Reservoir Promenade

NY - 2.7 miles

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...

Jack Harrington White Plains Greenway

NY - 1.2 miles

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...

William R. Steinhaus Dutchess Rail Trail

NY - 13.1 miles

The William R. Steinhaus Dutchess Rail Trail—named for the county executive who championed it—is a local treasure in the Hudson Valley region of New York. The 13.1-mile trail runs through what seems...

Joseph B. Clarke Rail Trail

NY - 4.1 miles

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...

River-to-Ridge Trail

NY - 4.9 miles

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...

Ridgefield Rail Trail

CT - 2.3 miles

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...

More Middletown walking trails

Berkshire Valley Management Area Trail

NJ - 2.1 miles

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...

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....

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...

Joseph B. Clarke Rail Trail

NY - 4.1 miles

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...

Accordion

Wharton Rail-Trail (part of Patriots' Path)

NJ - 0.5 miles

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...

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,...

Black River Wildlife Management Area Trail

NJ - 4 miles

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...

Heritage Trail (NY)

NY - 15.1 miles

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...

Liberty Rail Trail

NY - 2.6 miles

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...

Paulinskill Valley Trail

NJ - 27.1 miles

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...

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...

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...

Hudson River Greenway

NY - 12.9 miles

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...

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...

Bronx River Greenway

NY - 23.3 miles

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...

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...

More Middletown running trails

Recent Trail Reviews

West Hudson Park Path

Great multi use park

December, 2019 by niwrad001

Fun park for walks. Has fountain and ducks and paved trails for walking biking or running

William R. Steinhaus Dutchess Rail Trail

Walk on Sunday

November, 2019 by rose.burrus

Great trail for biking and just walking. So nicely maintained!

Wallkill Valley Rail Trail

Started in New Paltz

October, 2019 by michaelberlin66

What a nice ride. If your not use to gravel trails your going to be bounced around a bit but overall it is a great ride. Had a nice snack and glass of wine when we got back to where we started.

Accordion

Heritage Trail (NY)

great trail

October, 2019 by dirtp1

I have biked about two-thirds of this trail, and it's great. There are several access points, and many places where you can exit the trail to ride on local roads.

Paulinskill Valley Trail

No skinny tires here.

October, 2019 by huntingr321_tl

Ive been riding this trail since the 90s. The trail is scenic in certain sections, However, Its pretty rustic & you're gonna need at least a 1.7 tire or higher.

For those of you who have the 700c tire, A 42mm or higher will get you going. After rain fall, You will encounter lots of pockets of puddles & some mud.

Lots of wildlife & on weekends you'll bump into equestrians. If you like fishing, You'll pass a few small lakes & creeks to hang out & wet your line & have lunch.

Heritage Trail (NY)

Goshen Section Disjointed

October, 2019 by strategy

I parked at the westernmost parking area and rode west. Nothing much to see (other than the Orange County prison) and fairly populated on a Monday.

I then rode East towards Goshen. Just before the town, a resident has put up several "No Trespassing; Private Property" signs and the trail is no more although the map shows it jagging left and coming back into town.

What you have to do is ignore the signs for about 10 yards and make a u-turn onto a road that leads up to West Main Street. Take that through town to North Church and then to St. James. You'll find the rest of the trail headed to Harriman.

The trail is excellent and well-maintained. I only went as far as Chester. That will be my starting point next time. From Goshen to Chester there were a lot of walkers and dog-walkers -- all extremely polite and practicing trail etiquette. It's a little too tame and populated for my taste, but I am guessing as you go further east, it is less so.

I will be returning.

O&W Rail Trail

Hurleyville Area

October, 2019 by strategy

I started in Hurleyville. Heading East, once the asphalt ended, I clearly had the wrong bike with me. It's a fat-tire trail. It was so bad that I pulled Google Maps to do a parallel side road just to see if it got any better further up. It didn't.

I went back through Hurleyville to the other end. It stops at Denman road. However, there is a gravel path that continues. Oops..after a couple of miles it just dead-ends in an industrial parking lot. I rode up to Liberty (that was pretty pointless since it was Monday and no place to eat was open). I took 52 back to Cross Farm and then down Denman back to the trail and back to Hurleyville.

I wouldn't recommend this stretch.

Heritage Trail (NY)

Fall spectacular

October, 2019 by michaelberlin66

My wife, dog and I ride the trail nearly every day. The Hartley road entrance is a bit tricky but once you figure out how to get to in its a piece of cake. Hint...when you get into Goshen and get to the end of the first part of the trail follow the dirt path to the fence, there is a gate, be courteous and shut it behind you and ride thru the development and you will be in connect with railroad ave and see the connection for the rest of the trail. Enjoy!!!

Ashokan Reservoir Promenade

Short but worth it

October, 2019 by strategy

This is a short but amazing trail on the south side of the reservoir. The word is they will be opening a longer trail on the north side. It is absolutely beautiful and, although it is only a couple of miles, it took me over an hour due to all the photo ops along the way.

You won't regret this side trip.

Putnam Trailway

Pretty

October, 2019 by waxnwally

Beautiful in fall, but a workout going from Brewster. A few major hills.

Wallkill Valley Rail Trail

First time visit. What a GREAT day!

October, 2019 by tomgparker

Having not ridden this trail before we made the mistake of trying to start at the very bottom end of the trail (0.0 mi), and later in the day than normal. Even though the TrailLink map indicates that parking was 2.5mi further north, we figured we'd give it shot. Mistake. Don't do that. There truly isn't any place to park, unless you want to leave your car randomly on the side of the rode on somebody's private property. 😂
We parked up in the Gardiner lot (Main & 2nd, 2.5mi mark on the trail). We rode north from there. What a great ride. Trail is mostly shaded, covered by the tress. The leaves where changing colors. It made for a very tranquil, fall covered tunnel feeling. The was flat and well maintained. We encountered other riders, joggers, and walkers along the way. We passed through farmland, apple orchards, and small communities. The trail takes you over roads and streams.
We stopped in New Paltz for lunch. We found a bike rack near the edge of the trail and locked our bikes there. We sat outside and enjoyed a nice meal at The Parish (New Orleans fare).
We continued our ride north for another 3mi or so before we had to turn back as it was getting late and didn't want to be on the trail when the sun set. (Note - we got a very late start at the beginning of the day). The trail north of New Paltz seemed to grow less traveled, a bit more narrow. As much as we enjoyed the souther portion of our ride, it seemed to me that the norther portion was shaping up to be even prettier.
We definitely plan to ride this trail again. (I've tagged it in my Google Maps) We will plan for a longer day so that we can explore further north of New Paltz. I think I will pack lunch in a backpack so that we can stop somewhere along the trail, stream side as there where some nice pull off areas.

Hudson Valley Rail Trail

cyclists do NOT obey STOP Signs

September, 2019 by catfixr

The trail itself is beautiful, however you take your life in your hands trying to pull in/out of Rt. 299 with your vehicle as the cyclists fly past the giant stop signs. There needs to be speed bumps or a gate to force them to stop. This is a fatality waiting to happen.

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