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Sleepy Hollow Trails and Maps

1164 Reviews

Looking for the best trails around Sleepy Hollow?

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

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90 Results
Activities
Length
Surfaces
Type

Bayshore Trail (Henry Hudson Trail)
2 mi
State: NJ
Concrete, Sand

Beach Channel Drive Greenway
1 mi
State: NY
Asphalt

Bedminster Hike and Bikeway
2.6 mi
State: NJ
Asphalt

Berkshire Valley Management Area Trail
2.1 mi
State: NJ
Ballast, Cinder

Bethpage Bikeway
12.5 mi
State: NY
Asphalt

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
18.1 mi
State: NY
Asphalt, Concrete, Dirt

Columbia Trail
15 mi
State: NJ
Crushed Stone

Cross Island Parkway Trail
3.1 mi
State: NY
Asphalt

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 Trail - Bashakill Wildlife Management Area
5.7 mi
State: NY
Ballast, Cinder, Dirt, Grass

Derby Greenway
1.85 mi
State: CT
Asphalt

East River Greenway
9.4 mi
State: NY
Asphalt

Eastern Parkway Trail
2 mi
State: NY
Asphalt, Concrete

Flatbush Avenue Greenway
1.4 mi
State: NY
Asphalt
Accordion

Franklin D. Roosevelt Boardwalk
2.7 mi
State: NY
Boardwalk

Great Valley Rail Trail
4.3 mi
State: NJ
Dirt, Grass

Hamburg Mountain Wildlife Management Area
3 mi
State: NJ
Ballast, Cinder, Dirt

Henry Hudson Trail

22 mi
State: NJ
Asphalt, Gravel, Sand

Heritage Trail (aka Orange Heritage Trail)
15 mi
State: NY
Asphalt

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
11 mi
State: NY
Asphalt, Concrete

Hudson River Waterfront Walkway
1.5 mi
State: NJ
Concrete

Hudson Valley Rail Trail
3.6 mi
State: NY
Asphalt

Hutchinson River Greenway
2.2 mi
State: NY
Asphalt, Concrete

Jack Harrington White Plains Greenway
1.2 mi
State: NY
Woodchips

John Kieran Nature Trail
1 mi
State: NY
Dirt, Gravel, Woodchips

Jones Beach Bikeway (Ellen Farrant Memorial Bikeway)
5.3 mi
State: NY
Asphalt

Jones Point Path
2 mi
State: NY
Ballast, Dirt

Joseph B. Clarke Rail Trail
2.8 mi
State: NY
Asphalt, Crushed Stone, Dirt, Gravel

Kennedy Trail
1.7 mi
State: NY
Cinder

Kings Park Hike & Bike Trail
1.5 mi
State: NY
Asphalt

Klara Sauer Trail
1 mi
State: NY
Crushed Stone

Kress Family Trail
2.5 mi
State: CT
Dirt

Larkin State Park Trail
10.4 mi
State: CT
Cinder, Crushed Stone, Dirt, Gravel

Loantaka Brook Reservation Trail
7 mi
State: NJ
Asphalt, Dirt, Grass

Maybrook Trailway
3.7 mi
State: NY
Asphalt

Middlebury Greenway
4.4 mi
State: CT
Asphalt

Middlesex Greenway
3.5 mi
State: NJ
Asphalt

Morris Canal
2 mi
State: NJ
Dirt, Grass

Mosholu-Pelham Greenway
10.3 mi
State: NY
Asphalt

Naugatuck River Greenway
5.4 mi
State: CT
Asphalt

New Milford River Trail
5 mi
State: CT
Asphalt, Crushed Stone, Dirt

New Springville Greenway
3.3 mi
State: NY
Asphalt

North County Trailway
22.1 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

Ogden Mine Railroad Path
2.7 mi
State: NJ
Ballast, Cinder, Crushed Stone, Dirt

Old Croton Aqueduct Trail
22.8 mi
State: NY
Asphalt, Concrete, Dirt

Old Erie Path
3 mi
State: NY
Ballast, Crushed Stone, Dirt, Grass, Gravel

Old Mine Railroad Trail
2.2 mi
State: NY
Dirt

Old Putnam Trail
1.25 mi
State: NY
Cinder, Dirt, Grass

Paulinskill Valley Trail
27 mi
State: NJ
Ballast, Cinder, Dirt, Grass

Pequonnock River Trail
12.8 mi
State: CT
Asphalt, Crushed Stone

Perth Amboy Harbor Walk
0.7 mi
State: NJ
Concrete

Putnam Trailway
11.55 mi
State: NY
Asphalt

Quarry Trail
0.1 mi
State: NY
Dirt, Grass

Ramsey Bike Path
1 mi
State: NJ
Asphalt

Randolph Trails
16 mi
State: NJ
Asphalt, Concrete

Raymond G. Esposito Trail
1 mi
State: NY
Crushed Stone, Dirt, Gravel

Ridgefield Rail Trail
2.3 mi
State: CT
Gravel

Roosevelt Island Greenway
3.8 mi
State: NY
Asphalt

Saddle River Area Bike Path - Bergen County
7.5 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
8.5 mi
State: NJ
Asphalt

Savin Rock Trail
1.2 mi
State: CT
Asphalt, Concrete

Setauket-Port Jefferson Station Greenway Trail
3.4 mi
State: NY
Asphalt

Shawangunk, Walden, and Wallkill Rail Trail
4.5 mi
State: NY
Asphalt, Ballast, Cinder, Crushed Stone, Dirt, Grass, Gravel

Shore Parkway Greenway Trail
12.4 mi
State: NY
Asphalt, Concrete

South County Trailway
14.7 mi
State: NY
Asphalt, Concrete

Staten Island Greenbelt Multi-Purpose Trail
2.6 mi
State: NY
Crushed Stone

Sussex Branch Trail
18 mi
State: NJ
Ballast, Cinder, Dirt, Grass, Gravel

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
3.2 mi
State: NJ
Asphalt

Vanderbilt Motor Parkway
3 mi
State: NY
Asphalt

Walkway Over The Hudson
1.28 mi
State: NY
Concrete

Wallkill Valley Rail Trail
21.2 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 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
NOTE: The Bayshore Trail is currently open, however, storm damage has made trail conditions primitive with wet and muddy patches. Users should exercise caution and watch for construction vehicles in...
 NJ 2 mi Concrete, Sand
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 2.8-mile eastern phase of the Bedminster Hike and Bikeway allows pedestrians and cyclists to safely traverse part of Bedminster Township by crossing over I-287 and US 206/202 via a series of three...
 NJ 2.6 mi Asphalt
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
The Bethpage Bikeway is one of Long Island's most popular trails. It connects Merrick Road in Massapequa with Bethpage State Park, and includes additional trail north to Trail View State Park in...
 NY 12.5 mi Asphalt
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
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
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 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 Greenway will one day stretch 23 miles along the river through New York's Westchester and Bronx counties. Currently, 18 miles of the trail are complete in disconnected segments largely...
 NY 18.1 mi Asphalt, Concrete, Dirt
The Columbia Trail strings together forests, farms and parklands as it stretches 15 miles among the small towns of High Bridge, Califon, Long Valley and Washington. Most of the corridor parallels the...
 NJ 15 mi Crushed Stone
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
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 D&H 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. Interpretive signs...
 NY 4.7 mi Ballast, Cinder, Dirt, Grass, Gravel
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
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 Derby Greenway runs between Division Street and Main Street, paralleling the Naugatuck and Housatonic rivers. The trail runs on top of a flood control dyke for the rivers; a portion of it goes...
 CT 1.85 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
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
Accordion
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 Great Valley Rail Trail, built on the former Lehigh & New England Railroad, offers an unpaved, natural experience through quiet woodlands between the townships of Hampton and...
 NJ 4.3 mi Dirt, Grass
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
NOTE: A section of trail from Popamora Point to the Atlantic Highlands Marina has been reopened after storm damage, but the trail is primitive in this section and there may be icy, wet, or muddy...
 NJ 22 mi Asphalt, Gravel, Sand
Much of the 15-mile Heritage Trail, a.k.a. the Orange Heritage Trail, sails past wide fields of corn and wheat. The trail starts in Harriman at the Mary Harriman Park. From there, it heads northwest...
 NY 15 mi Asphalt
The High Line rail-trail is an urban marvel, stretching 1.5 miles and towering almost 30 feet above street level through several neighborhoods in the lower west side of Manhattan. The first section...
 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
Hudson River Greenway provides a continuous 11-mile route between Battery Park at the southern tip of Manhattan and the Little Red Lighthouse underneath the George Washington Bridge. The trail passes...
 NY 11 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
Located in the mid-Hudson Valley is a remarkable trail that is picturesque and family friendly. This flat, paved Hudson Valley Trail stretches nearly 4 miles through hardwood forests, over Black Creek...
 NY 3.6 mi Asphalt
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
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
Jones Beach Bikeway is a paved bicycle and pedestrian path on the southwestern end of Long Island that parallels Wantagh Parkway from Seaford to Jones Beach State Park. The trail is also known by two...
 NY 5.3 mi Asphalt
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
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clarke Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
 NY 2.8 mi Asphalt, Crushed Stone, Dirt, Gravel
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 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 Kress Family Trail follows an old rail bed of the former Shepaug Railroad, which winds along the Shepaug River. The flat, 2.5-mile trail is popular with cross-country skiers and snowshoers in...
 CT 2.5 mi Dirt
Canopied with deciduous trees for most of its 10.4 miles, the Larkin State Park Trail (a.k.a. Larkin Bridle Path) is primarily a wilderness trail, with wooded vistas, wetland views and sparse...
 CT 10.4 mi Cinder, Crushed Stone, Dirt, Gravel
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
Owned by the Metro-North Railroad, the Maybrook Trailway starts at the Connecticut state line in Farringtons Park, and spans 5 miles into the town of Brewster. The trail follows what was once part of...
 NY 3.7 mi Asphalt
The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an...
 CT 4.4 mi Asphalt
The 3.5-mile Middlesex Greenway connects the towns of Edison, Metuchen, and Woodbridge in northeastern New Jersey. The paved pathway, which follows the route of the former Lehigh Valley Railroad...
 NJ 3.5 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 2 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 first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles....
 CT 5 mi Asphalt, Crushed Stone, Dirt
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 North County Trailway is the longest of the four connected rail-trails breathing new life into the former New York Central Railroad's Putnam Division line. The "Old Put" provided passenger and...
 NY 22.1 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
Ocean Parkway Coastal Greenway, which opened in June 2014, runs just shy of 4 miles between Jones Beach State Park and Tobay Beach. Both beaches permit swimming and provide opportunities to purchase...
 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
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
The Old Croton Aqueduct State Historic Park follows the route of the Old Croton Aqueduct, which carried water to New York City from 1842 to 1955. Most of the structure lies beneath the trail and has...
 NY 22.8 mi Asphalt, Concrete, Dirt
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
 NY 3 mi Ballast, Crushed Stone, Dirt, Grass, Gravel
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
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
For a dose of rural scenery, head to the northwest corner of New Jersey, where this 27-mile rail-trail cuts a nearly uninterrupted path along the banks of the Paulins Kill, a Delaware River tributary...
 NJ 27 mi Ballast, Cinder, Dirt, Grass
The Pequonnock River Trail—portions of which are also known as the Housatonic Railway Rails to Trails, Monroe Housatonic Railbed Trail and Pequonnock Valley Greenway—is a developing system stretching...
 CT 12.8 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 final passenger cars of the Putnam Division of the New York Central Railroad ran in 1958, but the rail line that so influenced development of this area still sparks nostalgia. The "Old Put"...
 NY 11.55 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
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
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
 NY 1 mi Crushed Stone, Dirt, Gravel
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
The Saddle River Area Bike Path in Bergen County stretches for nearly 6 miles along a 577-acre linear park system that hugs the banks of the Saddle River and its tributaries. There are actually five...
 NJ 7.5 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 multi-use pathway spanning the length of New Jersey's Sandy Hook peninsula offers beautiful views of the ocean, as well as shady sections through maritime forest. A bird observatory and wildlife...
 NJ 8.5 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
Shawangunk, Walden, and Wallkill Rail Trail is built on a railroad right-of-way that was abandoned by Conrail in the late 1970s. Conrail and its predecessors, Penn Central, New York Central, and The...
 NY 4.5 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt, Grass, Gravel
The Shore Parkway Greenway Trail is comprised of two disconnected segments along the New York Harbor that together offer more than 12 miles of paved pathway on Brooklyn's southern border. Between the...
 NY 12.4 mi Asphalt, Concrete
The South County Trailway is a zippy paved trail heading north from Yonkers through the Hudson River Valley communities of Hastings-on-Hudson, Dobbs Ferry, Ardsley, Irvington, Greenburgh, and...
 NY 14.7 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
The Sussex Branch Trail got its start in the late 1840s as the narrow-gauge, mule-drawn Sussex Mine Railroad, whose primary purpose was hauling iron ore from the mines in Andover to Waterloo Village...
 NJ 18 mi Ballast, Cinder, Dirt, Grass, Gravel
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
In June 1986, the Morris County Park Commission dedicated this recreation trail that runs parallel to the New Jersey Transit Line railroad tracks. The path utilizes a little over three miles of...
 NJ 3.2 mi Asphalt

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
Built in 1888 to link New York and New England to the coal beds of Pennsylvania and the West, the steel cantilever truss Poughkeepsie-Highland Railroad Bridge was the longest bridge in the world for a...
 NY 1.28 mi Concrete
The Wallkill Valley Rail Trail extends more than 20 miles between Kingston and Gardiner along the route of the old Wallkill Valley Railroad, which, in the late 1800s, carried produce from Ulster...
 NY 21.2 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 in Harrison, a suburb of Newark. 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 Dutchess Rail Trail is a local treasure in the Hudson Valley region of New York, and for good reason: the 13-mile trail runs through what seems like a perpetually green landscape of dense tree...
 NY 13 mi Asphalt
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

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Trails by activity

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...

New Milford River Trail

CT - 5 miles

The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles....

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...

Kings Park Hike & Bike Trail

NY - 1.5 miles

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...

Accordion

Cross Island Parkway Trail

NY - 3.1 miles

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...

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...

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...

Staten Island Greenbelt Multi-Purpose Trail

NY - 2.6 miles

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...

Saddle River Area Bike Path - Bergen County

NJ - 7.5 miles

The Saddle River Area Bike Path in Bergen County stretches for nearly 6 miles along a 577-acre linear park system that hugs the banks of the Saddle River and its tributaries. There are actually five...

Columbia Trail

NJ - 15 miles

The Columbia Trail strings together forests, farms and parklands as it stretches 15 miles among the small towns of High Bridge, Califon, Long Valley and Washington. Most of the corridor parallels the...

East River Greenway

NY - 9.4 miles

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...

Norwalk River Valley Trail

CT - 5.8 miles

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...

Bronx River Greenway

NY - 18.1 miles

The Bronx River Greenway will one day stretch 23 miles along the river through New York's Westchester and Bronx counties. Currently, 18 miles of the trail are complete in disconnected segments largely...

Old Croton Aqueduct Trail

NY - 22.8 miles

The Old Croton Aqueduct State Historic Park follows the route of the Old Croton Aqueduct, which carried water to New York City from 1842 to 1955. Most of the structure lies beneath the trail and has...

South County Trailway

NY - 14.7 miles

The South County Trailway is a zippy paved trail heading north from Yonkers through the Hudson River Valley communities of Hastings-on-Hudson, Dobbs Ferry, Ardsley, Irvington, Greenburgh, and...

Maybrook Trailway

NY - 3.7 miles

Owned by the Metro-North Railroad, the Maybrook Trailway starts at the Connecticut state line in Farringtons Park, and spans 5 miles into the town of Brewster. The trail follows what was once part of...

Ocean Parkway Trail

NY - 4.8 miles

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...

Derby Greenway

CT - 1.85 miles

The Derby Greenway runs between Division Street and Main Street, paralleling the Naugatuck and Housatonic rivers. The trail runs on top of a flood control dyke for the rivers; a portion of it goes...

Naugatuck River Greenway

CT - 5.4 miles

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...

Middlebury Greenway

CT - 4.4 miles

The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an...

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Staten Island Greenbelt Multi-Purpose Trail

NY - 2.6 miles

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...

Joseph B. Clarke Rail Trail

NY - 2.8 miles

These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clarke Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...

Shore Parkway Greenway Trail

NY - 12.4 miles

The Shore Parkway Greenway Trail is comprised of two disconnected segments along the New York Harbor that together offer more than 12 miles of paved pathway on Brooklyn's southern border. Between the...

Putnam Trailway

NY - 11.55 miles

The final passenger cars of the Putnam Division of the New York Central Railroad ran in 1958, but the rail line that so influenced development of this area still sparks nostalgia. The "Old Put"...

Accordion

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....

Wood Duck Nature Trail (Wallkill River NWR)

NJ - 1.5 miles

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...

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...

John Kieran Nature Trail

NY - 1 miles

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...

Kennedy Trail

NY - 1.7 miles

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...

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...

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...

Old Mine Railroad Trail

NY - 2.2 miles

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...

Heritage Trail (aka Orange Heritage Trail)

NY - 15 miles

Much of the 15-mile Heritage Trail, a.k.a. the Orange Heritage Trail, sails past wide fields of corn and wheat. The trail starts in Harriman at the Mary Harriman Park. From there, it heads northwest...

William R. Steinhaus Dutchess Rail Trail

NY - 13 miles

The Dutchess Rail Trail is a local treasure in the Hudson Valley region of New York, and for good reason: the 13-mile trail runs through what seems like a perpetually green landscape of dense tree...

Franklin D. Roosevelt Boardwalk

NY - 2.7 miles

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...

Henry Hudson Trail

NJ - 22 miles

NOTE: A section of trail from Popamora Point to the Atlantic Highlands Marina has been reopened after storm damage, but the trail is primitive in this section and there may be icy, wet, or muddy...

Hudson River Waterfront Walkway

NJ - 1.5 miles

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...

Pequonnock River Trail

CT - 12.8 miles

The Pequonnock River Trail—portions of which are also known as the Housatonic Railway Rails to Trails, Monroe Housatonic Railbed Trail and Pequonnock Valley Greenway—is a developing system stretching...

Ocean Parkway Coastal Greenway

NY - 3.6 miles

Ocean Parkway Coastal Greenway, which opened in June 2014, runs just shy of 4 miles between Jones Beach State Park and Tobay Beach. Both beaches permit swimming and provide opportunities to purchase...

Samuel G. Fisher Mount Ivy Environmental Park

NY - 2 miles

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...

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Ocean Parkway Coastal Greenway

NY - 3.6 miles

Ocean Parkway Coastal Greenway, which opened in June 2014, runs just shy of 4 miles between Jones Beach State Park and Tobay Beach. Both beaches permit swimming and provide opportunities to purchase...

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...

Briarcliff-Peekskill Trailway

NY - 12 miles

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...

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...

Accordion

Franklin D. Roosevelt Boardwalk

NY - 2.7 miles

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...

Kings Park Hike & Bike Trail

NY - 1.5 miles

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...

Hudson River Greenway

NY - 11 miles

Hudson River Greenway provides a continuous 11-mile route between Battery Park at the southern tip of Manhattan and the Little Red Lighthouse underneath the George Washington Bridge. The trail passes...

Norwalk River Valley Trail

CT - 5.8 miles

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...

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...

Eastern Parkway Trail

NY - 2 miles

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...

Quarry Trail

NY - 0.1 miles

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...

Samuel G. Fisher Mount Ivy Environmental Park

NY - 2 miles

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...

Kress Family Trail

CT - 2.5 miles

The Kress Family Trail follows an old rail bed of the former Shepaug Railroad, which winds along the Shepaug River. The flat, 2.5-mile trail is popular with cross-country skiers and snowshoers in...

Klara Sauer Trail

NY - 1 miles

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...

Shore Parkway Greenway Trail

NY - 12.4 miles

The Shore Parkway Greenway Trail is comprised of two disconnected segments along the New York Harbor that together offer more than 12 miles of paved pathway on Brooklyn's southern border. Between the...

Raymond G. Esposito Trail

NY - 1 miles

These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...

D & H Canal Linear Park

NY - 4.7 miles

The D&H 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. Interpretive signs...

Shawangunk, Walden, and Wallkill Rail Trail

NY - 4.5 miles

Shawangunk, Walden, and Wallkill Rail Trail is built on a railroad right-of-way that was abandoned by Conrail in the late 1970s. Conrail and its predecessors, Penn Central, New York Central, and The...

Ogden Mine Railroad Path

NJ - 2.7 miles

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...

Bedminster Hike and Bikeway

NJ - 2.6 miles

The 2.8-mile eastern phase of the Bedminster Hike and Bikeway allows pedestrians and cyclists to safely traverse part of Bedminster Township by crossing over I-287 and US 206/202 via a series of three...

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Recent Trail Reviews

Hudson River Greenway

Great scenic ride

September, 2017 by mikezeidman

A little difficult to get to but was worth it. Great route for all levels

read more …

Heritage Trail (aka Orange Heritage Trail)

our favorite trail

September, 2017 by candacebarnes977

All asphalt no real hills, places to eat behind the golf driving range and at the end of the Trail in Goshen. Also the first historic trotters horse track.

read more …

Great Valley Rail Trail

Great Valley is Quiet Oasis

September, 2017 by hal.snik

Wide lightly trafficked rail trail that is great for a walk, easy hike, trail run or easy mountain bike ride. While the trail is wide, in some parts it is merely a footpath in the grass. Part of a loop that spans over 13 miles. Bug spray is recommended.

read more …
Accordion

Black River Wildlife Management Area Trail

Attack of the No-See-Ums

September, 2017 by carol vaughn

On foot, at even a moderately fast pace, I was besieged by no-see-ums the entirety of the trail. Stagnant water abounds next to this trail so this is not surprising. They were attacking my face like something out of a Game of Thrones battle. (I think I saw one riding a tiny tiny dragon the size of a mosquito - or maybe they had just driven me stark raving mad by that point.) The only way to be free of them was to wave my hands in front of my face or run faster than they could keep up with me. I saw no one else on foot but saw several bicyclists. I think either running or bicycling is definitely the way to go on this trail.

read more …

East River Greenway

MTA bus will carry bikes over Bx Whitestone Bridge

September, 2017 by dotbronx

http://bronx.news12.com/story/36390645/mta-will-add-bike-racks-to-bx23-q50-buses

read more …

Columbia Trail

Great for riding/hiking

September, 2017 by uienifer

Long, scenic, wide road

read more …

Saddle River Area Bike Path - Bergen County

Biking

September, 2017 by kimfaiello

I love to ride the bike path early mornings or late evenings. Walkers, etc please stay to the right of the path.

read more …

Middlebury Greenway

nice local trail; not worth driving to

September, 2017 by eileen.gunn

I think this trail is fine for local people who want to get a little exercise and bike through town. But it's not a trail you drive to for a scenic ride and it's not good with kids.
We parked I guess midway, in area the Greenwyay's facebook page directs you to. In a few blocks it turns into a sidewalk with a lot of strip mall driveways. the other way, the trail petered out onto a residential street after a few blocks. By myself I might have followed it to see if it became a trail again. But I didn't want to bike on the busy sidewalk or on the street with my kid. Also, the hills are not long but they are steep and challenging for a kid who is still on a bike with 20" tires and no gears. So we gave up. Wish trail link would have a category up top that defines trails as scenic "destination" rides or "getting around" local rides. It would have saved us a lot of time.

read more …

Naugatuck River Greenway

Not at all accurate information

September, 2017 by eileen.gunn

The part that goes through Beacon Falls is about a half mile long and it goes along the river, yes, but on a sidewalk through a not particularly charming town. The part in Naugatuck is paved for about a mile through a park and then turns to dirt, not suitable for a road or hybrid bike at all. Neither section was really worth the time it took to take our bikes on an off the rack.

read more …

Heritage Trail (aka Orange Heritage Trail)

MORE MILES

September, 2017 by dna9603

They added almost 2 miles from monroe to Harriman!! Nice new paved trail

read more …

Middlebury Greenway

Fine for their community

September, 2017 by lughnerson

Hey, this is a well-maintained, wide asphalt path and fine for their community. As the description stated, it is "hillier and more winding than a typical rail-trail," so take that into consideration. I am spoiled by rail trails, but am glad I did it once, but would not travel an hour and half again. If you're in the area or within half and hour drive it's very fine.

read more …

North County Trailway

The North County

September, 2017 by chrisatwood

This is a hybrid/mountain bike trail. Great riding experience.

read more …
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