Middletown, NY Inline Skating Trails and Maps

1468 Reviews

Looking for the best Inline Skating trails around Middletown?

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

  • Relevance
  • Name
  • Length
  • Most Popular
Activities
Length
Surfaces
Type
29 Results
Activities
Length
Surfaces
Type

Ashokan Reservoir Promenade

2.7 mi
State: NY
Asphalt

Bronx River Greenway

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

Heritage Trail (NY)

19.4 mi
State: NY
Asphalt, Crushed Stone, Dirt

Hudson River Greenway

12.9 mi
State: NY
Asphalt, Concrete

Hudson Valley Rail Trail

7.1 mi
State: NY
Asphalt

Joseph B. Clarke Rail Trail

4 mi
State: NY
Asphalt

Loantaka Brook Reservation Trail

8.5 mi
State: NJ
Asphalt

Maybrook Trailway

28.6 mi
State: NY
Asphalt

North County Trailway

20.7 mi
State: NY
Asphalt

Putnam Trailway

11.8 mi
State: NY
Asphalt

Saddle River County Park Bike Path

7.6 mi
State: NJ
Asphalt

South County Trailway

14.4 mi
State: NY
Asphalt, Concrete

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

West Hudson Park Path

2.2 mi
State: NJ
Asphalt

Boulevard Trolley Line Path

2 mi
State: NJ
Asphalt, Concrete

Kingston Point Rail Trail

2.15 mi
State: NY
Asphalt

Mosholu-Pelham Greenway

10.3 mi
State: NY
Asphalt
Accordion

Randolph Trails

16 mi
State: NJ
Asphalt, Concrete, Crushed Stone

Ramsey Bike Path

1 mi
State: NJ
Asphalt

Fort Washington Park Greenway

1 mi
State: NY
Asphalt

Harlem River Greenway

2.2 mi
State: NY
Asphalt, Concrete

Hudson River Brickyard Trail

1.5 mi
State: NY
Asphalt, Woodchips

Marcus J. Molinaro Northside Line

0.57 mi
State: NY
Asphalt

Midtown Linear Park

0.9 mi
State: NY
Asphalt

Pompton Valley Rail Trail

5 mi
State: NJ
Asphalt
Trail Image Trail Name States Length Surface Rating
Overview With vistas of the Catskill Mountains and a vast blue lake, the Ashokan Reservoir Promenade is a paved pathway that spans just shy of 3 miles along the reservoir's southern...
NY 2.7 mi Asphalt
Overview The Bronx River Greenway runs for 22 miles along the Bronx River, traveling from the mouth of the East River north to the Kensico Dam, providing views of the natural history of the area....
NY 22 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel
Overview 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...
NY 19.4 mi Asphalt, Crushed Stone, Dirt
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
Overview 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...
NY 7.1 mi Asphalt
Overview The 4-mile rail-trail passes through three downtowns. The quaint town centers on the Joseph B. Clarke Rail Trail are compact and surrounded by woodlands, sanctuaries, and parks. About...
NY 4 mi Asphalt
Overview 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. There are...
NJ 8.5 mi Asphalt
Overview The Maybrook Trailway is a paved multi-use trail stretching across Putnam and Dutchess counties in New York state. The trail, which is owned and was built by Metro North Rail, occupies the...
NY 28.6 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 old New York Central rail line that ran from the Bronx to communities north of the city in Westchester and Putnam Counties carried commuters during the workweek, but on the weekends,...
NY 11.8 mi Asphalt
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
Overview   The South County Trailway rolls 14.4 miles through one of the most dense parts of greater New York City, though its backcountry route through pocket woodlots, parks, and golf courses and...
NY 14.4 mi Asphalt, Concrete
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
Overview 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...
NY 1.6 mi Concrete
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
Overview 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 13.8-mile trail runs through...
NY 13.8 mi Asphalt
Overview This 2-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...
NJ 2 mi Asphalt, Concrete
Overview The Kingston Point Rail Trail is a paved pathway stretching from Kingston’s midtown to the Rondout Creek waterfront, connecting important points in the community such as Kingston High...
NY 2.15 mi Asphalt
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
Accordion
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
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 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 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 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 Pompton Valley Rail Trail is a 5-mile rail-trail that runs through areas of residential, commercial and industrial development in the townships of Pequannock and Wayne. The majority of...
NJ 5 mi Asphalt

Recent Trail Reviews

Mosholu-Pelham Greenway

long but decrepit

April, 2025 by vbergerg_tl

Hadn’t ridden in at least 10 years; took it out from Van Cortlandt Park to Orchard Beach, City Island and the Country Club/Pell mansion areas . It is now in horrid shape. Patches bumps ruts. And more hills than I remembered LOL but that’s on me. But the bumps and holes do make hills harder. And also road crossings. No more FOMO

Columbia Trail

Vintage towns on Columbia

April, 2025 by flywithme_tl

Bartley road end a bit noisy with the 3:4 crush stone but not a bad ride , once you hit dirt and the “ Whitestone “ it gets much better of a ride . Not much in the way of stops for food , 1 small deli off the trail in Califon and several eateries 6 miles down at the end in High Bridge. Not much to see along the way but old towns & occasional old houses , however you do see some nice views of the river.

Heritage Trail (NY)

Heritage trail update!

December, 2024 by flywithme_tl

Great trail a must do . FYI bridge #1,2,3,4 were under construction but are now complete and the trail is open complete . When in Monroe just before overpass there is a good burger and place called Wayback burger . You have to pedal through a gas station lot but it’s next door .

Accordion

Old Erie Path

Good Connector Trail

October, 2024 by cehersh

We recently did a loop ride, crossing the George Washington Bridge and Mario Cuomo Bridges. This trail was a seamless connector from Rt. 9 and the town of Sparkill to the MCB. It's fairly narrow with occasional views across the Hudson River and the bridge. The condition was pretty good, gravel/dirt.

Bronx River Greenway

A Bit Disjointed

October, 2024 by cehersh

We attempted to ride the entirety of the greenway in two halves, north and south. North have was pretty good--a lot of raised roots on pavement--from Valhalla and south to Bronxville. The southern half began with an abrupt dead end below Bronxville, followed by miles on road. We eventually linked up with a bike lane alongside roadways that led us as far south as Bronx Zoo. Overall, the trail lack good markings and directives. We were disappointed with the southern section of greenway and aborted plans of continuing to the East River. Wanted to like it!

Wallkill Valley Rail Trail

worth the time & effort

October, 2024 by flywithme_tl

Started 3 miles south of New Paltz & ride all the way to Kingston , plenty of places to eat & drink in New Paltz after that there is a farm brewery on your right going north & a little health food eatery in the middle of nowhere by a campsite on the left going north after that you come to get Rosendsle trestle , the mining caves ( you can feel the cold air mass as you ride by ) Once you get to Kingston you pedal via rroad to the town

River-to-Ridge Trail

no rail trail but doable

October, 2024 by flywithme_tl

Trail is all gravel so be careful ! It starts in the center of town in New Paltz goes into a field of green & a view of a mountain it’s ok but I would not do again .

Saddle River County Park Bike Path

Beautiful Trail/No E-bikes Allowed

September, 2024 by stakrx

We had a beautiful day riding this trail! There were a lot of people, however, that's to be expected on a wonderful Sunday afternoon. The only downside was that we were stopped and given a warning, with my name taken and entered into the officers computer, by a County Sherif officer that e-bikes are prohibited in all Bergen County parks. Unfortunately we won't be back to this trail again.

Loantaka Brook Reservation Trail

Loved

September, 2024 by vmwtjy59gy

Truly loved this trail we went on a Sunday September, we had our electric bikes it was so much fun. Coming back for sure!

Patriots' Path

Really poor signage and trail markings

September, 2024 by jake.e.cohen.91

Really poor signage and trail markings

William R. Steinhaus Dutchess Rail Trail

Hopewell Junction

September, 2024 by flywithme_tl

Went from the Thuway area in Poughkeepsie over the walkway and ride to Hopewell junction .Nice trail well groomed , paved not much to look at but very cool what the volunteers did to the RR depot , signal house and pavilion, the depot museum was great . Went to Daddy O’s restaurant on the trail , good food . The NY empire trail continues along live tracks goes I believe quite far .

Westchester RiverWalk (Croton-on-Hudson)

great trail!

September, 2024 by ymm10501

Super calm,people are kind, and a great way to relax!!

Find Nearby City trails

Accordion

Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple

OR

Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple

OR

Your account has been deleted.