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Middletown, NY Walking Trails and Maps

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Looking for the best Walking trails around Middletown?

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

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Length
Most Popular

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

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

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

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

Roselle Park Bike Path

0.5 mi

State: NJ

Asphalt

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	6 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	3 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	5 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	27 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	117 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	16 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	5 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	1 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	77 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	25 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	22 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	35 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	17 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	42 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	30 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	1 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	1 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	2 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	4 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	21 reviews
Mohansic trailway 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	0 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	59 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	38 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	11 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	8 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	3 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	17 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	8 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	15 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	60 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	51 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, Crushed Stone	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	6 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	4 reviews
Roselle Park Bike Path This bike-ped path in Roselle Park, Union County. The bike path is nestled at the bottom of the railroad embankment carrying New Jersey Transit's Raritan Valley Line. Stretching between Galloping Hill...	NJ	0.5 mi	Asphalt	0 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	57 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	46 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	33 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	2 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	4 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	11 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	17 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	22 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	59 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	19 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	4 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	51 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	8 reviews

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

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...

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...

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...

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...

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...

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...

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....

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...

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....

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...

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...

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...

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...

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...

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 EssexPassiac county...

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...

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...

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...

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...

More Middletown bike trails

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...

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...

Randolph Trails

NJ - 16 miles

Roselle Park Bike Path

NJ - 0.5 miles

This bike-ped path in Roselle Park, Union County. The bike path is nestled at the bottom of the railroad embankment carrying New Jersey Transit's Raritan Valley Line. Stretching between Galloping Hill...

Accordion

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...

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...

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...

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

NY - 1 miles

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....

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...

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...

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....

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...

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...

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...

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...

Karamac Trail

NJ - 1.5 miles

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...

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...

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...

More Middletown walking trails

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...

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 EssexPassiac county...

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...

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...

Accordion

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...

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....

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...

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...

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...

Ashokan Rail Trail

NY - 11.5 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...

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...

Bronx River Greenway

NY - 23.3 miles

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...

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,...

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...

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...

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...

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...

More Middletown running trails

Recent Trail Reviews

Walkway Over The Hudson

great scenery

October, 2020 by jimft13

We did this in a Sunday afternoon and it was impossible to ride our bikes across. We walked most of the way and the views were great going over the bridge.

William R. Steinhaus Dutchess Rail Trail

great ride

October, 2020 by jimft13

This trail is an easy ride for everyone. It’s well maintained with plenty of benches to rest and a mixture of sun and shady spots. The end of this trail leads right into the Walkway over the Hudson.

Columbia Trail

perfect fall ride

October, 2020 by 5tdetbn26e

Flat and beautiful ride. ~ 30 miles round trip. Some parts require mask wearing, please comply.

Accordion

William R. Steinhaus Dutchess Rail Trail

Amazing

October, 2020 by radiggy1

One of the best trails I have done. Nice and smooth. You must do Walkway over The Hudson.

Wallkill Valley Rail Trail

gorgeous foliage

October, 2020 by michelewallach

We rode from New Paltz to a bit north of Rosendale trestle. Stopped for pizza at Rail Trail Cafe (delicious but really slow). View from the trestle is excellent, especially with the foliage almost peaking right now. The trail was in good condition but it hadn’t rained in a long time. Just north of the trestle there’s a cave you can explore on the right. Bring a good light.

Ashokan Rail Trail

stunning foliage

October, 2020 by michelewallach

Amazing ride in mid-October! Nice wide trail, mostly flat, plenty of benches to take breaks. Saw a beaver by its dam not far from the middle parking area

Bronx River Greenway

nice long ride

October, 2020 by c.landara2

A nice 23 mile up and back from soundview. The most scenic part being from bronxville north to the dam. Definitely have a map handy though, as you will need to do street riding a few times. There are some hilly portions that will get you into gear changing which is nice. Bronxville has a great downtown with food options if you need to stop for a break. If this trail is ever connected it would be 5 stars for me. Solid ride and the dam at the conclusion is quite impressive.

Ashokan Rail Trail

Ashokan

October, 2020 by margobrien71

Beautiful Ride!!

Putnam Trailway

Hilly Section of the Trail

October, 2020 by slipsoup

My friend and I rode from Millwood on the North County Trail and just kept going. We ended up on the Putnam Trailway for a total of 46 miles. There are several decent hills on this segment of the trail. There are some street crossings but they are not very busy roads. You eventually come to the end of the trail, which is clearly marked. Near the end of the trail is a large reservoir. The trail is completely paved with just a few bumpy spots. We rode on 10/10 and the foliage has not changed much yet.

Kennedy Trail

Lovely Easy Trail

October, 2020 by chezbento

Level easy trail quiet and very pretty. Tricky entrance and exit onto busy road. Short easy trail. Wear boots muddy areas.

Joseph B. Clarke Rail Trail

Great trail. We took the fork to piermont and went over the TZ bridge. Awesome ride

October, 2020 by ljgarda

Great trail. We took the fork to piermont and went over the TZ bridge. Awesome ride

Walden-Wallkill Rail Trail

Nice peaceful trail from Walden to the Town of Shawangunk. After the police station, you pick up an unpaved but somewhat managed section that leads you onto the road through a prison.

October, 2020 by geeunit1971

Nice peaceful trail from Walden to the Town of Shawangunk. After the police station, you pick up an unpaved but somewhat managed section that leads you onto the road through a prison.

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