North Massapequa, NY Hiking Trails and Maps

847 Reviews

Looking for the best Hiking trails around North Massapequa?

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

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Activities
Length
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Type
68 Results
Activities
Length
Surfaces
Type

Battery Bikeway

0.5 mi
State: NY
Asphalt

Beach Channel Drive Greenway

1 mi
State: NY
Asphalt

Bethpage Bikeway

13.4 mi
State: NY
Asphalt

Briarcliff-Peekskill Trailway

12 mi
State: NY
Asphalt, Dirt, Grass

Bronx River Greenway

23.3 mi
State: NY
Asphalt, Concrete

Cross Island Parkway Trail

3.1 mi
State: NY
Asphalt

Derby Greenway

2 mi
State: CT
Asphalt, Dirt

East River Greenway

9.4 mi
State: NY
Asphalt

Eastern Parkway Trail

2 mi
State: NY
Asphalt, Concrete

Ellen Farrant Memorial Bikeway

5.5 mi
State: NY
Asphalt

Flatbush Avenue Greenway

1.4 mi
State: NY
Asphalt

Fort Washington Park Greenway

1 mi
State: NY
Asphalt

Franklin D. Roosevelt Boardwalk

2.7 mi
State: NY
Boardwalk

Henry Hudson Trail

22.5 mi
State: NJ
Asphalt, Gravel, Sand

High Line

1.5 mi
State: NY
Concrete

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

1.5 mi
State: NJ
Concrete

Hutchinson River Greenway

2.2 mi
State: NY
Asphalt, Concrete
Accordion

Jack Harrington White Plains Greenway

1.2 mi
State: NY
Woodchips

John Kieran Nature Trail

1 mi
State: NY
Dirt, Gravel, Woodchips

Jones Beach Boardwalk

4 mi
State: NY
Boardwalk

Jones Point Path

2 mi
State: NY
Ballast, Dirt

Joseph B. Clarke Rail Trail

4.1 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

Middlesex Greenway

3.6 mi
State: NJ
Asphalt

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

Naugatuck River Greenway

5.4 mi
State: CT
Asphalt

New Springville Greenway

3.3 mi
State: NY
Asphalt

North County Trailway

20.7 mi
State: NY
Asphalt

Norwalk River Valley Trail

5.8 mi
State: CT
Asphalt

Ocean Parkway Coastal Greenway

3.6 mi
State: NY
Asphalt

Ocean Parkway Trail

4.8 mi
State: NY
Asphalt, Concrete

Old Croton Aqueduct Trail

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

Old Erie Path

3 mi
State: NY
Dirt, Gravel

Old Putnam Trail

1.25 mi
State: NY
Cinder, Dirt, Grass

Parks to Ports Greenway Trail

3.7 mi
State: NY
Asphalt

Patriots' Path (NJ)

35 mi
State: NJ
Asphalt, Ballast, Crushed Stone, Dirt, Grass, Gravel

Pequonnock River Trail

13.6 mi
State: CT
Asphalt, Crushed Stone

Perth Amboy Harbor Walk

0.7 mi
State: NJ
Concrete

Putnam Trailway

11.9 mi
State: NY
Asphalt

Quarry Trail

0.1 mi
State: NY
Dirt, Grass

Ramsey Bike Path

1 mi
State: NJ
Asphalt

Randall's Island Park Trails

8.75 mi
State: NY
Asphalt

Raymond G. Esposito Memorial Trail

1 mi
State: NY
Crushed Stone

Ridgefield Rail Trail

2.3 mi
State: CT
Gravel

Roosevelt Island Greenway

3.8 mi
State: NY
Asphalt

Roselle Park Bike Path

0.5 mi
State: NJ
Asphalt

Route 18 Bike Path

1.9 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

Sandy Hook Multi-Use Pathway

8.7 mi
State: NJ
Asphalt

Savin Rock Trail

1.2 mi
State: CT
Asphalt, Concrete

Shore Parkway Greenway Trail

13 mi
State: NY
Asphalt, Concrete

Shoreline Greenway Trail

4.1 mi
State: CT
Crushed Stone, Dirt

South County Trailway

14.4 mi
State: NY
Asphalt, Concrete

Staten Island Greenbelt Multi-Purpose Trail

2.6 mi
State: NY
Crushed Stone

Tallman Mountain State Park Bike Path

2.1 mi
State: NY
Asphalt, Cinder, Dirt

Timp-Torne Trail

5.4 mi
State: NY
Dirt

Vanderbilt Motor Parkway

3 mi
State: NY
Asphalt

West Essex Trail

2.84 mi
State: NJ
Cinder, Gravel

West Hudson Park Path

2.2 mi
State: NJ
Asphalt
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
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 nicely paved 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 one of three...
NY 13.4 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
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
The Cross Island Parkway Trail closely follows its namesake thoroughfare through northeastern Queens. From its northern end, you will soon enter Little Bay Park, which offers lovely views of the...
NY 3.1 mi Asphalt
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 interventions of the...
CT 2 mi Asphalt, Dirt
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 65-acre...
NY 8.5 mi Asphalt
New York City's 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 waterfront on one...
NY 9.4 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
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
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. The two trails are part of the...
NY 1.4 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 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
The tree-lined 22.5-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 State...
NJ 22.5 mi Asphalt, Gravel, Sand
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 1.5 mi Concrete
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
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
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
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
Accordion
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
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 Jones Beach Boardwalk 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 are...
NY 4 mi Boardwalk
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
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 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
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
It’s hard to believe that a noisy locomotive once ran through here, given that stillness is a defining characteristic of the Middlesex Greenway. Even when people pour onto the trail from the adjacent...
NJ 3.6 mi Asphalt
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
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
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 5 miles. The...
CT 5.4 mi Asphalt
The New Springville Greenway stretches just over 3 miles, primarily paralleling Richmond Avenue on New York's Staten Island. A highlight of the paved pathway is its proximity to Freshkills Park, a...
NY 3.3 mi Asphalt
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
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 5.8 mi Asphalt
Like Wantagh State Parkway, Ocean Parkway was built in the postwar 1930s to provide access to the crown jewel of the state park system, Jones Beach State Park. Unlike the former road, however, this...
NY 3.6 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
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
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
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
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 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 Pequonnock River Trail is not a name you will see on the ground along this developing trail in southwestern Connecticut. Formalized in 2001 by the state, the regional trail pieced together...
CT 13.6 mi Asphalt, Crushed Stone
The Perth Amboy Harbor Walk offers scenic views of the Raritan Bay and Raritan River as it hugs the shoreline of the City of Perth Amboy, founded in 1683 and home to one of the nation's oldest ports....
NJ 0.7 mi Concrete
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
The Quarry Trail is currently a 600-foot long unimproved strip of land along what is known as Quarry Road in the Village of Hastings-on-Hudson, NY. The trail links Old Croton Aqueduct State Historic...
NY 0.1 mi Dirt, Grass
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
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 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
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
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
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
Traveling north-south through Wall Township is the Route 18 Bike Path. The northern terminus is the Municipal Compex, which houses the County Library, the Municipal Court and the Police HQ, as well as...
NJ 1.9 mi Asphalt
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
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
The Sandy Hook Multi-Use Pathway travels 8.7 miles alongside the picturesque beaches and historical monuments of the Sandy Hook peninsula. The pathway begins in the Gateway National Recreation Area...
NJ 8.7 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
The Setauket-Port Jefferson Station Greenway Trail stretches just over 3 miles along Long Island’s north shore. Construction was completed in two phases with the first trail section opening in 2009...
NY 3.4 mi Asphalt
The two diverse sections of the Shore Parkway Greenway Trail blend urban and scenic, offering views of sights ranging from the Statue of Liberty to wildlife refuges. Following the Belt/Shore Parkway,...
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
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
At 2.6 miles, the Staten Island Greenbelt Multi-Purpose Trail offers a nice jaunt for joggers, walkers, and cyclists alike. The crushed-stone path is 6-feet wide and runs from Rockland Avenue to...
NY 2.6 mi Crushed Stone
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
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

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
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

Now, More Than Ever, Trails Matter!

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Trails by activity

Recent Trail Reviews

Bronx River Greenway

southern end of Bronx parkway

November, 2020 by betsywaters909

Great walk. But the section north of Woodhaven station is a dead end. I had to go back and walk city streets for a long section. All in all great walk from Soundview ferry station in the Bronx to Bronxville train station. I will return fir the next section

Henry Hudson Trail

Wonderful Trail

November, 2020 by energytraders

Rode Matawan the Highlands this past Saturday. The trail was very busy but everyone was very courteous and obeyed the rules of the trail. The paved trail is having tree root problems other than that it was a very good ride. I don’t recommend road bikes as there are a lot of street crossings on this end of the trail. The best part is between Atlantic Highlands and Highlands.

Jones Point Path

this is newly opened (was still closed when i checked in august at least) and paved and it is magical :) biked it today

November, 2020 by shaegens

this is newly opened (was still closed when i checked in august at least) and paved and it is magical :) biked it today

Accordion

Old Putnam Trail

great Bronx

October, 2020 by allegrande

Great trail. Southern section paving is beautiful. Trail is clean with surprisingly little litter or debris. Some sections in southern Westchester seem like they laid pavement directly on top of the old rail road ties, but newer sections are very smooth. Safe for family rides with minimal road crossings. Mostly flat or shallow grade (up to 100’ per mile). Beautiful scenery through parks. Too bad that this route does not continue South through Van Cortlandt Park and connect into the bike networks of Manhattan. (About 2 miles away.) Some sections are very near the Saw Mill Parkway and Major Deegan. Parts of the Saw Mill / Bronx River still need cleanup. And access points in southern Westchester to the towns are not great. (Be prepared to street ride if you want refreshements.)

Bethpage Bikeway

southern section needs repair

October, 2020 by littlepigs

I did the southern part of the trail from Massapequa park to Bethpage park. While the scenery and lakes are nice, the trail needs repair. There are many cracks and bumps especially near the beginning of trail. Also there are several road crossings but cars were careful to yield to cyclists.

Vanderbilt Motor Parkway

This trail is great for biking but there are a lot of people who use it for walking.

October, 2020 by april.flowers

This trail is great for biking but there are a lot of people who use it for walking.

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.

Cross Island Parkway Trail

I love it

October, 2020 by ericsin81

It is perfect for quick morning ride with nice view.

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.

Pequonnock River Trail

great fall bike trail

October, 2020 by cathmw444

We started at Tait road entrance around 4:30 pm. Path was leafy but dry and good with great views.

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

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