East Islip, NY Walking Trails and Maps

1008 Reviews

Looking for the best Walking trails around East Islip?

Find the top rated walking trails in East Islip, 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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Activities
Length
Surfaces
Type
60 Results
Activities
Length
Surfaces
Type

Battery Bikeway

0.5 mi
State: NY
Asphalt

Bethpage Bikeway

13.4 mi
State: NY
Asphalt

Branford Trolley Trail

0.6 mi
State: CT
Concrete, Crushed Stone, Gravel

Bronx River Greenway

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

Farmington Canal Heritage Trail

48.9 mi
State: CT
Asphalt

Franklin D. Roosevelt Boardwalk

2.7 mi
State: NY
Boardwalk

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

Hutchinson River Greenway

2.2 mi
State: NY
Asphalt, Concrete

Jones Beach Bike Path

3.75 mi
State: NY
Boardwalk

Joseph B. Clarke Rail Trail

4 mi
State: NY
Asphalt

Kennedy Trail

1.7 mi
State: NY
Cinder

Kings Park Hike & Bike Trail

1.5 mi
State: NY
Asphalt

Laurelton Greenway

0.6 mi
State: NY
Asphalt

Maybrook Trailway

28.6 mi
State: NY
Asphalt

North County Trailway

20.7 mi
State: NY
Asphalt

North Shore Rail Trail

10.4 mi
State: NY
Asphalt

Ocean Parkway Coastal Greenway

13.7 mi
State: NY
Asphalt
Accordion

Old Erie Path

3 mi
State: NY
Dirt, Gravel

Pequonnock River Trail

14.5 mi
State: CT
Asphalt, Crushed Stone

Raymond G. Esposito Memorial Trail

1 mi
State: NY
Crushed Stone

Roosevelt Island Greenway

3.8 mi
State: NY
Asphalt

Saddle River County Park Bike Path

7.6 mi
State: NJ
Asphalt

Sandy Hook Multi-Use Pathway

8.7 mi
State: NJ
Asphalt

South County Trailway

14.4 mi
State: NY
Asphalt, Concrete

Tallman Mountain State Park Bike Path

2.1 mi
State: NY
Asphalt, Cinder, Dirt

The High Line

1.6 mi
State: NY
Concrete

Vanderbilt Motor Parkway

3 mi
State: NY
Asphalt

EPCAL Alternative Transportation Path

9.28 mi
State: NY
Asphalt

Ellen Farrant Memorial Bikeway

5.5 mi
State: NY
Asphalt

Henry Hudson Trail

22.6 mi
State: NJ
Asphalt, Gravel

John Kieran Nature Trail

1 mi
State: NY
Dirt, Gravel, Woodchips

Mosholu-Pelham Greenway

10.3 mi
State: NY
Asphalt

Old Croton Aqueduct Trail

26.5 mi
State: NY
Crushed Stone, Dirt, Grass, Gravel

Old Putnam Trail

1.5 mi
State: NY
Asphalt

Randall's Island Park Trails

8.75 mi
State: NY
Asphalt

Savin Rock Trail

1.2 mi
State: CT
Asphalt, Concrete

Shore Parkway Greenway

13 mi
State: NY
Asphalt, Concrete

Shoreline Greenway Trail

4.1 mi
State: CT
Crushed Stone, Dirt

Briarcliff-Peekskill Trailway

12 mi
State: NY
Asphalt, Dirt, Grass

Derby Greenway

1.97 mi
State: CT
Asphalt, Dirt

East River Greenway

8.1 mi
State: NY
Asphalt

Jack Harrington White Plains Greenway

1.2 mi
State: NY
Woodchips

Norwalk River Valley Trail

12.2 mi
State: CT
Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel

Parks to Ports Greenway Trail

3.7 mi
State: NY
Asphalt

Ridgefield Rail Trail

2.3 mi
State: CT
Gravel

Fort Washington Park Greenway

1 mi
State: NY
Asphalt

Ocean Parkway Trail

4.8 mi
State: NY
Asphalt, Concrete

Naugatuck River Greenway

7.4 mi
State: CT
Asphalt

Beach Channel Drive Greenway

1 mi
State: NY
Asphalt

Eastern Parkway Trail

2 mi
State: NY
Asphalt, Concrete

Flatbush Avenue Greenway

1.4 mi
State: NY
Asphalt

Harlem River Greenway

2.2 mi
State: NY
Asphalt, Concrete

Lincoln Park West Nature Trail

1.7 mi
State: NJ
Crushed Stone, Gravel

Mohansic Trailway

1 mi
State: NY
Boardwalk, Dirt, Gravel

Northport Rail Trail

0.75 mi
State: NY
Asphalt, Crushed Stone, Dirt
Trail Image Trail Name States Length Surface Rating
The Battery Bikeway is a only a half a mile long but it is an important link in the Manhattan Waterfront Greenway system, connecting the East River Greenway with the Hudson River Greenway to form a...
NY 0.5 mi Asphalt
Overview The paved 13.4-mile Bethpage Bikeway runs alongside suburban roads for long segments of the route, but it’s much more than a suburban trail. Each on-road suburban stretch is broken up by...
NY 13.4 mi Asphalt
Overview The Branford Trolley Trail is essentially a 0.6-mile footbridge occupying an old bridge along the route of an abandoned trolley track. About the Route The long bridge links nature...
CT 0.6 mi Concrete, Crushed Stone, Gravel
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 First a canal, then a railroad, and now a trail defines the history of the Farmington Canal Heritage Trail. Completed segments span Connecticut south to north, from New Haven to the...
CT 48.9 mi Asphalt
The Franklin D. Roosevelt Boardwalk follows Staten Island's eastern shore from Miller Field -- a recreational area for sports, picnicking and bird watching -- to Fort Wadsworth. Highlights of the...
NY 2.7 mi Boardwalk
Overview The Hook Mountain/Nyack Beach Bikeway is a scenic trail that runs almost 5 miles along the Hudson River in Rockland County.  About the Route The trail runs through Hook Mountain...
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
The Hutchinson River Greenway offers a convenient alternative to the Hutchinson River Parkway, which it closely follows. Although adjacent to the busy thoroughfare, trees have been planted along the...
NY 2.2 mi Asphalt, Concrete
Overview Joe Michaels Mile closely follows the Cross Island Parkway thoroughfare through northeastern Queens for 3.2 miles. About the Route The northernmost point along the trail leaves off...
NY 3.2 mi Asphalt
Overview The Jones Beach Bike Path traverses Jones Beach State Park, running parallel (and south of) Ocean Parkway. The pleasant pathway offers views of the beach and the ocean. Although bicycles...
NY 3.75 mi Boardwalk
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
The Kennedy Trail begins at Brick Hill Road and ends at the northwest corner of the 68-acre campus of John F. Kennedy Catholic High School in Somers.  The cinder trail, built on a former rail bed,...
NY 1.7 mi Cinder
The Kings Park Hike & Bike Trail runs for 1.5 miles between Old Dock Road at Church Street in Kings Park and Nissequogue River State Park. The trail is a town of Smithtown park and follows an...
NY 1.5 mi Asphalt
The Laurelton Greenway is a short but well-maintained multiuse path connecting the neighborhoods of Jamaica and Rosedale in southern Queens, NY. The two-lane paved trail starts in Jamaica, and travels...
NY 0.6 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 North Shore Rail Trail, formerly known as the Rails to Trails Recreational Path, is a 10.4-mile multi-use recreational path. About the Route From its eastern endpoint on Wading...
NY 10.4 mi Asphalt
Overview The Ocean Parkway Coastal Greenway parallels its namesake roadway 13.7-mile trail on Jones Beach Island, an outer barrier island off the southern coast of Long Island, NY. About the...
NY 13.7 mi Asphalt
Accordion
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
Note: ALL Trumbull town parks require permit parking stickers year-round (also noted on the signboards at each park entrance).  Overview  The Pequonnock River Trail is the formal name for this...
CT 14.5 mi Asphalt, Crushed Stone
The Raymond G. Esposito Memorial Trail travels from one end of the village of South Nyack to the other in 1 mile but greatly expands its reach by connecting with the Old Erie Path and a new shared-use...
NY 1 mi Crushed Stone
Roosevelt Island Greenway, a little-known gem in the Big Apple, was named after President Franklin Delano Roosevelt in 1973. To reach this scenic pathway, board New York City’s only aerial tram,...
NY 3.8 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 Sandy Hook Multi-Use Pathway travels 8.7 miles alongside the picturesque beaches and historical monuments of the Sandy Hook peninsula, at the northern tip of the Jersey Shore. Located...
NJ 8.7 mi Asphalt
Overview The Setauket-Port Jefferson Station Greenway Trail stretches just over 3 miles along Long Island’s north shore.  Sometimes more simply referred to as the Setauket Greenway, the paved...
NY 3.3 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
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
The High Line trail runs 30 feet above the bustling Manhattan streets and sidewalks below, which for trail lovers makes it an attraction in the same league as the Statue of Liberty or the Empire State...
NY 1.6 mi Concrete

This trail is the legacy of the first elevated roadway in the United States, constructed by William K. Vanderbilt in 1904. Vanderbilt created the parkway to get to his family’s estate in Long...

NY 3 mi Asphalt
Overview The EPCAL Alternative Transportation Path loops around the 2,900-acre Enterprise Park at Calverton (hence its name: EPCAL) on New York’s Long Island and links to the Town of Riverhead’s...
NY 9.28 mi Asphalt
When Jones Beach State Park opened on Long Island’s South Shore in the late 1920s, a series of scenic parkways was built on infill dredged from nearby towns to connect New Yorkers to the new public...
NY 5.5 mi Asphalt
Overview The tree-lined 22.6-mile Henry Hudson Trail is the definition of scenic variety. Traversing both urban and natural environments, the route passes wetlands, streams, fields, and the Garden...
NJ 22.6 mi Asphalt, Gravel
The John Kieran Nature Trail is a short loop that borders Van Cortlandt Lake and its associated wetlands. It is a wonderful site for bird-watching. The trail also passes several sites of significance...
NY 1 mi Dirt, Gravel, Woodchips
The 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 Old Croton Aqueduct Trail spans 26.5 miles across West Chester County, NY. It is often a singletrack dirt pathway that winds through communities and trees and provides an oasis of...
NY 26.5 mi Crushed Stone, Dirt, Grass, Gravel
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
Randall's Island Park Trails offer a series of interconnected paved loops on an island in the New York City borough of Manhattan. The park offers a quiet setting, especially enjoyed by runners, with...
NY 8.75 mi Asphalt
The Savin Rock Trail offers just over a mile of paved pathway along West Haven’s coastline. Along the way, you’ll enjoy picturesque views of Long Island Sound and access to its sandy beaches. The west...
CT 1.2 mi Asphalt, Concrete
Overview The two diverse sections of the Shore Parkway Greenway blend urban and scenic, offering views of sights ranging from the Statue of Liberty to wildlife refuges. The entire route follows the...
NY 13 mi Asphalt, Concrete
When complete, Connecticut’s Shoreline Greenway Trail will be a scenic 25-mile route through four quaint New England towns off Long Island Sound. From Lighthouse Point to Hammonasset Beach State Park,...
CT 4.1 mi Crushed Stone, Dirt
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
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
Overview Running alongside both the Housatonic and Naugatuck Rivers, the Derby Greenway demonstrates a seamless integration of Connecticut’s natural river systems and parks with man-made...
CT 1.97 mi Asphalt, Dirt
Overview New York City's 8.1-mile East River Greenway offers views of the East River, Queens, Brooklyn, and the iconic bridges that connect these boroughs to Manhattan. The paved pathway traces the...
NY 8.1 mi Asphalt
The Jack Harrington White Plains Greenway was recently renamed to honor a long-time member of the city's conservation board. The trail's corridor follows the former New York, Westchester & Boston...
NY 1.2 mi Woodchips
When completed, the Norwalk River Valley Trail will run from Danbury to Long Island Sound in southwestern Connecticut, for a total of about 27 miles. Currently, several disconnected sections totaling...
CT 12.2 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel
This shared-use path was built as part of the improvement of NY State Route 347 in Suffolk County. SR 347 is a 15-mile arterial between Hauppauge and Port Jefferson, and the trail is envisioned to...
NY 3.7 mi Asphalt
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
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 Ocean Parkway Trail closely follows its eponymous thoroughfare nearly 5 miles through several Brooklyn neighborhoods, ending only a block from the popular Coney Island boardwalk. Those traveling...
NY 4.8 mi Asphalt, Concrete
The Naugatuck River Greenway will one day span 44 miles from Torrington to Derby in western Connecticut, but is currently open in a few short, disconnected segments totaling just over 7 miles. The...
CT 7.4 mi Asphalt
Although just a mile long, the Beach Channel Drive Greenway in Queens offers expansive views of Jamaica Bay and the beautiful Marine Parkway Bridge as it traces the border of Jacob Riis Park. On the...
NY 1 mi Asphalt
The Eastern Parkway Trail is a 2-mile route along a tree-lined boulevard in Brooklyn's Crown Heights neighborhood. The path begins at Prospect Park, which houses some of Brooklyn's most popular...
NY 2 mi Asphalt, Concrete
Brooklyn's Flatbush Avenue Greenway parallels its namesake roadway for just over a mile from Marine Parkway Bridge to a connection with the Shore Parkway Greenway Trail to the north and Beach Channel...
NY 1.4 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
This restored wetlands trail meanders through Lincoln Park West on the shore of the Hackensack River. Split into east and west by the highway (US 1 & 9), Lincoln Park is one of Hudson County's largest...
NJ 1.7 mi Crushed Stone, Gravel
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
Overview The Northport Rail Trail runs for 0.75 miles in the suburbs of Northport on Long Island, NY. About the Route The northern end of the Northport Rail Trail is located along Elwood Rd....
NY 0.75 mi Asphalt, Crushed Stone, Dirt

Recent Trail Reviews

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!

East River Greenway

Under Construction

October, 2024 by 8myn77627t

The East River Greenway is under construction. There is no access between 76th and 71st streets. The newly built portion between 71st and 52nd streets is quite nice. The section between 52nd and 37th still needs to be built. Further downtown, the greenway is closed south of 23rd until about the seaport. Hopefully it’ll be ready for next spring.

Accordion

Setauket-Port Jefferson Station Greenway Trail

Great path but the abandoned warehouse is gone so seeing old building aspect gone, and they are not maintaining with the roots pushing up the road

September, 2024 by jrfarrell1991

Great path but the abandoned warehouse is gone so seeing old building aspect gone, and they are not maintaining with the roots pushing up the road

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.

Laurelton Greenway

It should be used mostly for walking back and forth. Really good for the kids or folk just learning to ride their bicycle. I used it to practice clipping in and out of my pedals. It's also really neat and clean. Also a lil park as well.

September, 2024 by godfathercpr3

It should be used mostly for walking back and forth. Really good for the kids or folk just learning to ride their bicycle. I used it to practice clipping in and out of my pedals. It's also really neat and clean. Also a lil park as well.

Westchester RiverWalk (Croton-on-Hudson)

great trail!

September, 2024 by ymm10501

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

Bethpage Bikeway

Great ride

August, 2024 by f9rys6884g

Biked the entire run, from Woodbury to Massapequa. Completely paved path the entire way. Only half-dozen “small bumps” along the entire way due to tree roots, but seriously, nothing to complain about.

Maybrook Trailway

weeds weeds weeds!!!

August, 2024 by johnjr4

This is a great trail that is now suffering from neglect . The weeds are so overgrown that the trail is almost down to a single lane.

North Shore Rail Trail

great trail

August, 2024 by gatogo4

Easy riding trail. Lots of crossings There are no center posts on some of the crossings making the crossings much easier to navigate. Hope the rest of the center posts could be removed

Henry Hudson Trail

Roots, roots, roots!

August, 2024 by robertino

On Monday, 05 August 2024, I rode my road bike from Keyport to Leonardo along what I believed would be one of New Jersey's premier paved paths. It's obvious it was once a wonderful path, but that was years ago. The path is disappointingly neglected and is no fun at all to ride on: the asphalt pavement is epidemically root-riven. Some places need to be resurfaced and the wide crevices filled in. I would go so far as to say that the path needs to be rebuilt! It's a shame, too, because the path traverses lovely woods that offer shade from a blazing summer sun.
That same day I had ridden the bay-side section of the Henry Hudson Trail. That part runs right beside the bay and is constructed of finely crushed stone. It's beautiful and is a joy to ride on, even on a road bike!
It's easy to get from the bay-side of the HHT to the bike path that threads up through Sandy Hook to Fort Hancock -- and that route is nothing short of magnificent!
But, from Keyport to Leonardo -- just skip it.

Maybrook Trailway

5 Star

July, 2024 by z4g9gshqpr

The smoothest trail you will find anywhere around NYC. Nice and long, mostly flat. As others have pointed out, plants are beginning to overgrow on the Dutchess County end and need to be cut back. But the trail goes by numerous lakes and offers fantastic views. Highly recommend. Just make sure to start early because the trail is quite long.

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Accordion

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