Middletown, NY Bike Trails and Maps

1409 Reviews

Looking for the best Bike trails around Middletown?

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

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Activities
Length
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Type
58 Results
Activities
Length
Surfaces
Type

Ashokan Rail Trail

11.5 mi
State: NY
Crushed Stone

Ashokan Reservoir Promenade

2.7 mi
State: NY
Asphalt

Boulevard Trolley Line Path

2.5 mi
State: NJ
Asphalt, Concrete

Bronx River Greenway

24.8 mi
State: NY
Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel

Columbia Trail

15 mi
State: NJ
Asphalt, Crushed Stone

D & H Canal Towpath

0.4 mi
State: NY
Crushed Stone

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

Hudson River Greenway

12.9 mi
State: NY
Asphalt, Concrete

Hudson River Waterfront Walkway

21.6 mi
State: NJ
Concrete

Hudson Valley Rail Trail

7.1 mi
State: NY
Asphalt

Joseph B. Clarke Rail Trail

4.1 mi
State: NY
Asphalt

Kennedy Trail

1.7 mi
State: NY
Cinder

Lake Iliff Trail

1.1 mi
State: NJ
Ballast, Cinder, Crushed Stone

Maybrook Trailway

26.85 mi
State: NY
Asphalt

North County Trailway

20.7 mi
State: NY
Asphalt

Parksville Rail Trail

1.3 mi
State: NY
Cinder

Putnam Trailway

11.9 mi
State: NY
Asphalt

River-to-Ridge Trail

4.9 mi
State: NY
Gravel

Saddle River County Park Bike Path

7.6 mi
State: NJ
Asphalt
Accordion

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

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

D & H Canal Trail - Bashakill Wildlife Management Area

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

Jones Point Path

2 mi
State: NY
Asphalt

Kingston Point Rail Trail

1.2 mi
State: NY
Asphalt

Loantaka Brook Reservation Trail

7 mi
State: NJ
Asphalt

Morris Canal Greenway

4.1 mi
State: NJ
Dirt, Grass

Mosholu-Pelham Greenway

10.3 mi
State: NY
Asphalt

O&W Rail Trail (Ulster County)

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

Old Putnam Trail

1.5 mi
State: NY
Asphalt

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

Randolph Trails

16 mi
State: NJ
Asphalt, Concrete, Crushed Stone

D & H Canal Park

0.6 mi
State: NY
Crushed Stone

Liberty Rail Trail

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

Ramsey Bike Path

1 mi
State: NJ
Asphalt

Fort Washington Park Greenway

1 mi
State: NY
Asphalt

Karamac Trail

1.5 mi
State: NJ
Cinder, Dirt

Harlem River Greenway

2.2 mi
State: NY
Asphalt, Concrete

Hudson River Brickyard Trail

1.5 mi
State: NY
Asphalt, Woodchips

Klara Sauer Trail

1 mi
State: NY
Crushed Stone

Marcus J. Molinaro Northside Line

0.57 mi
State: NY
Asphalt

Midtown Linear Park

0.9 mi
State: NY
Asphalt

NYS&W Bicycle & Pedestrian Path

2.5 mi
State: NJ
Asphalt

Sullivan O&W Rail Trail

20.65 mi
State: NY
Asphalt, Grass, Gravel

West Morris Greenway

5 mi
State: NJ
Crushed Stone, Gravel
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
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 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, Crushed Stone, Gravel
Overview The Columbia Trail has the distinction of being named for a natural gas pipeline that runs beneath the 15 miles of the trail that spans rural northern New Jersey. The crushed-stone trail...
NJ 15 mi Asphalt, 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
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
Overview The Hudson River Greenway (HRG) is one of the most popular places to ride, walk, and jog in New York City.  The greenway is separated from traffic and runs through a series of parks along...
NY 12.9 mi Asphalt, Concrete
The Hudson River Waterfront Walkway cruises along the Hudson river waterfront with spectacular views of the neighboring New York City skyline for nearly 22 miles. Made up of a series of boardwalks,...
NJ 21.6 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
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 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
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
Closure Notice: Due to flooding and storm damage, the Maybrook Trailway from Green Haven Rd. to Depot Hill Rd. See Empire State Trail for more current information. The Maybrook Trailway is a paved...
NY 26.85 mi Asphalt
Overview At just over 20 miles, the North County Trailway is the longest of four rail trails created from the former New York Central Railroad’s Putnam Division line. The trail travels through...
NY 20.7 mi Asphalt
Overview The Parksville Rail Trail is the northernmost section of the Sullivan O&W Trail, which runs for 20.65 miles in Sullivan County in 7 distinct sections along the previous O&W Railroad Main...
NY 1.3 mi Cinder
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
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
Overview    The Saddle River County Park Bike Path winds alongside its namesake river through moderately dense suburban areas, with surroundings that vary between wooded and open. The trail...
NJ 7.6 mi Asphalt
Accordion
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
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 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 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 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
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 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
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
Overview The O&W Rail Trail follows the route of the old NY O&W Railroad (Kingston-Port Jervis Branch) right-of-way for 19.1 miles through Ulster County, NY, between Kingston and Ellenville. The...
NY 18 mi Asphalt, Cinder, Crushed Stone, Dirt, Grass
Overview The Old Putnam Trail runs through New York City's fourth-largest park which is home to the oldest municipal golf course in America, the Van Cortlandt Park in the Bronx. Splayed over 1,146...
NY 1.5 mi Asphalt
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
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 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
Overview The Liberty Rail Trail is part of the Sullivan O&W Trail, which runs for 20.65 miles in Sullivan County in 7 distinct sections along the previous O&W Railroad Main Line and Port Jervis...
NY 2.4 mi Asphalt, Cinder, Dirt, Grass, Gravel
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 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 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
Overview The Basha Kill Rail Trail is part of the Sullivan O&W Trail, which runs for 20.65 miles in Sullivan County in 7 distinct sections along the previous O&W Railroad Main Line and Port Jervis...
NY 5.5 mi Dirt, Grass
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
The Hudson River Brickyard Trail runs 1.5 miles from North Street to John Street in East Kingston. Located in Sojourner Truth State Park, the trail follows the shoreline and offers scenic views of...
NY 1.5 mi Asphalt, Woodchips
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
The Marcus J. Molinaro Northside Line is a 0.57 mile dual-track trail that connects trail users between the city and town of Poughkeepsie. While the northern end of the route is still under...
NY 0.57 mi Asphalt
Following the former Ulster & Delaware Railroad (U&D) corridor, the Midtown Linear Park is part of the Kingston Greenline. Running through Midtown between Westbrook Lane and Cornell Street, the ADA...
NY 0.9 mi Asphalt
Overview The NYS&W Bicycle and Pedestrian Path is a 2.5-mile rail-trail that runs through areas of residential, commercial and industrial development in Pequannock.  In addition to providing...
NJ 2.5 mi Asphalt
Overview The Sullivan O&W Trail runs for 20.65 miles in Sullivan County in 7 distinct sections along the NY O&W Railroad Main Line and Port Jervis-Kingston Branch rights-of-way. The Sullivan O&W...
NY 20.65 mi Asphalt, Grass, Gravel
The West Morris Greenway is envisioned as a 25-mile rail-trail, whose route would make use of three former railroad corridors: the Chester Branch of the Delaware, Lackawanna, and Western; the Mount...
NJ 5 mi Crushed Stone, Gravel
Meandering along the Hudson River, this trail is part of the 51-mile Westchester RiverWalk. Running north from Croton Point Park and through Croton Landing Park, the paved 2.3-mile path offers scenic...
NY 2.3 mi Asphalt

Recent Trail Reviews

Sussex Branch Trail

love this trail

April, 2024 by bc27b4z4qh

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

Hudson Valley Rail Trail

A change in scenery

April, 2024 by robert.richter89

I rode both the William Stienhaus trail and the Hudson Valley Trail on a very windy early April Sunday. In comparison to the Stienhaus trail the Hudson Valley Trail is not as well marked but is also wide and in great condition like the Stienhaus trail. The Hudson Trail is overall more consistently scenic with less residential and commercial areas until you get to the end which runs right next to RT 9.

There are a few options to take a path of the trail to go into Highland which offers a few places to eat. My only complaint is that there is that there is no clear signage that the Hudson Valley Trail ended so I rode about a mile adjacent to RT 9 before realizing that the Hudson Valley trail technically ended at a small parking lot.

William R. Steinhaus Dutchess Rail Trail

One of the best trails on the Empire State Trail system

April, 2024 by robert.richter89

I rode the entirety of the Steinhaus Trail starting at Hopewell Junction and riding over the Walkway over the Hudson. On a very windy early April Sunday the trail was lightly used and everyone was very polite and practiced great trail etiquette including very attentive drivers at road intersections.

The trail itself is fairly wide, is well marked with mile markers counting up or down from Hopewell Junction depending on which way you are going and is in immaculate shape. I don't even recall a single bump, pothole or crack on the asphalt. The scenery is a mix of light residential, some commercial, a nice lake near Hopewell Junction and a good amount of tree cover.

I appreciate how easy it was to connect to the Hudson Valley Rail Trail via the Walkway over the Hudson which added to my ride.

Accordion

Mamakating Rail Trail

Beautiful and well maintained

March, 2024 by jkmitch23

Lovely trail

South County Trailway

great walk

March, 2024 by n2fy7f6jsc

I work the trail on NYE great walk what I recommend some great walking running sneakers great views burned a lot of calories planning to do it again when Late Spring Summer arrives

O&W Rail Trail (Ulster County)

10 m paved at Kingston end?

March, 2024 by vbergerg_tl

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

John Kieran Nature Trail

wrong picture! Unpaved nature trail through urban forest

March, 2024 by vbergerg_tl

Perfectly nice for what and where it is. We walk it often and kids experience it as an exploration. But FYI the picture here has nothing to do with either this trail or Van Cortlandt Park. The picture is of the building and small water park in Tibbett’s Brook Park a couple of miles north.

Hamburg Mountain Wildlife Management Area

Amazing 3 mile rugged old rail trail ¿,you need a MTN bike ¿ and there's a washout half way down ¿ but it's beautiful ¿

February, 2024 by petemcgill6969

Amazing 3 mile rugged old rail trail ¿,you need a MTN bike ¿ and there's a washout half way down ¿ but it's beautiful ¿

Loantaka Brook Reservation Trail

Nice but icy

February, 2024 by hrowan1029

We went to this trail, beginning right next to Seaton Hackney Stable, because we knew it had a paved path and we had a lot of snow. We didn't know the trail would be covered with ice and snow and after a very short walk we decided it would be wise to turn around before one of us fell. We intent to go back when the weather gets warmer because it's a beautiful park and trail.

Old Erie Path

Hidden Gem - caution in Sparkill

February, 2024 by jeffrey.r.schmoyer

Old Erie is a unique and lovely gravel path distinct from the Clarke and Esposito paved trails. Easy to miss but very worthwhile IF you have the right bike. Somewhat chunky gravel and a few ruts so recommend at least 38mm tires. In exchange for bumps you get forest, nice elevation changes, beautiful views of the river, and a direct path connect to both downtown Nyack (shops, eats) and the new Mario Cuomo bridge path. But VERY important: the start of trail in Sparkill is a very dangerous 5-way intersection with blind spots... DISMOUNT here, wait, listen, walk it across.

Columbia Trail

Columbia Trail

November, 2023 by thejake91739

On an especially brisk, early morning weekday in late October, I had the pleasure of riding my bike on this beautiful trail. There were plenty of walkers and joggers for the first couple of miles, and then me on my bike.

I started at the High Bridge trailhead. The gravel trail made me wish I had my old mountain bike, but after awhile you get used to it and realize your bike isn't going to fall apart. My hybrid did just fine. Just beyond Califon the trail became hard packed dirt and allowed for a smoother, faster ride. Due to time constraints I only went eleven miles out and then back, so I didn't get to discover what the last four or five miles are like.

The Raritan River views are absolutely amazing, and the fall colors dazzling! The sounds of the river and the chirping birds are an additional joy. After Califon the terrain is more suited to land occupied by charming homes and farmland, but there is still plenty of woodlands and river. If I hadn't stopped so many times to take photos and video, I probably could have done the full thirty mile round trip.

After a couple of hours and eleven miles I turned back. It was then that I started passing many, many bicyclists. I think they preferred the warmer temps of late morning to avoid the frozen fingers I had to endure. In fact, I was surprised at how many cars were in the High Bridge parking lot with their bike racks and many, like this Californian, with out of state plates which attests to this trail's fame and popularity. I'm just speculating, but this trail must be super busy on weekends.

What a gem of a trail! A+

William R. Steinhaus Dutchess Rail Trail

William R. Steinhaus Dutchess Rail Trail

November, 2023 by thejake91739

After starting in New Paltz on the Hudson Valley Rail Trail and then crossing the Walkway Over The Hudson, I continued on to the Dutchess Rail Trail. I only went a few miles before turning around and heading back to New Paltz for a 21 mile ride.

The portion I rode is for the most part heavily forested, so if you like colorful trees in the fall or shade in the summer you'll love this. The trail is easy to ride, in amazing condition, and on a weekday morning in mid October lightly used. I especially appreciated the use of wood fencing in many spots which was the perfect architectural touch for this trail. Another highlight was Morgan Lake with its lovely swans and colorful trees reflecting upon the water.

I wish I would have had the time to venture further into the beautiful rural areas, but time was of the essence. I guess I have a reason to return and do the full length next time!

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Accordion

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