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Chestnut Ridge, New York Trails and Maps

Looking for the best trails around Chestnut Ridge, New York? Find the top rated trails in Chestnut Ridge, 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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Bayshore Trail (Henry Hudson Trail)

2 miles
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 some locations. See the Monmouth County Park ...
Concrete
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Bedminster Hike and Bikeway

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 bridges. The trail runs between The Hills ...
Asphalt

Berkshire Valley Management Area Trail

2.1 miles
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 DEP for a fee. What is now the trail was ...
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Bethpage Bikeway

12.5 miles
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 Woodbury. There are a few parkway exit crossings ...
Asphalt

Black River County Park Trail

2.3 miles
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 into trails, and the area is now managed ...
Dirt

Black River Wildlife Management Area Trail

4 miles
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 the right-of-way of the former Chester Branch ...
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Boulevard Trolley Line Path

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 County Traction Company. While more similar ...
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Briarcliff-Peekskill Trailway

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 orginally acquired in 1929 by the Westchester Parkway ...
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Bronx River Greenway

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 paralleling the Bronx River Parkway. The ...
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Columbia Trail

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 South Branch of the Raritan River. After ...
Crushed Stone

Cross Island Parkway Trail

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 Throgs Neck Bridge and the bay. If you get ...
Asphalt

D & H Canal & Gravity Railroad Heritage Corridor - Port Jervis Branch Trail

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 one mile long, has been cleared and opened ...
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D & H Canal Linear Park

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 are located in the park to assist the visitor ...
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D & H Canal Park

1 miles
Owned by the County of Orange and maintained by the Orange County Department of Parks, Recreation and Conservation, the D&H Canal Park is a 300-acre park with a one mile section of the Delaware and Hudson Canal (1825-1898) and a number of historic ...
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D & H Canal Trail - Bashakill Wildlife Management Area

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 acquired by the New York State Department of ...
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Delaware and Raritan Canal State Park Trail

69.5 miles
Note: Periodically parts of the trail become impassable from floods and other damage. For updates on trail conditions, visit the Canal State Park website. The Delaware and Raritan Canal State Park Trail follows the towpath of the canal, which ...
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East River Bikeway

3.7 miles
The East River Bikeway is part of the larger Manhattan Waterfront Greenway, which incorporates the Hudson River Greenway the Harlem River Greenway and the East River Esplanade. Together the four trails comprise a 32-mile path that circles the ...
Asphalt

Eastern Parkway Trail

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 attractions, including the Brooklyn Museum, Brooklyn ...
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Franklin D. Roosevelt Boardwalk

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 trail include spectacular views of the Verrazano ...
Woodchips

Great Valley Rail Trail

4.3 miles
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 Frankford. Although only 3.5 miles long, the rail-trail connects ...
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Hamburg Mountain Wildlife Management Area

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 uphill climb. In Ogdensburg you can experience ...
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Henry Hudson Trail

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 conditions. Please also watch for construction ...
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Heritage Trail (aka Orange Heritage Trail)

11.5 miles
Much of the Heritage Trail, a.k.a. the Orange Heritage Trail, sails past wide fields of corn and wheat. The right-of-way is 11.5 miles, but a gap in the west end creates two distinct trails, a 9.1-mile paved section and a 2.4-mile unpaved segment. ...
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High Line

1.5 miles
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 of the High Line was opened in 2009 and ...
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Hook Mountain/Nyack Beach Bikeway

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 river at sea level. It is wheelchair accessible ...
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Housatonic Rail-Trail in Trumbull (Pequonnock Valley Greenway)

5 miles
The Housatonic Rail-Trail in Trumbull, a.k.a., the Pequonnock Valley Greenway, offers a shady respite from suburban Trumbull, this fairly flat trail overlooks the winding Pequonnock River for much of its 3.4 miles. Rapids and distinctive rock ...
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Housatonic Valley Rail-Trail in Monroe

4.2 miles
The Housatonic Rail-Trail in Monroe is a northern continuation of the Trumbull segment of the rail-trail. Locals refer to it as the Monroe Housatonic Railbed Trail. The 4.3-mile trail is largely forested and is a convenient bike route to William ...
Asphalt
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Hudson River Greenway

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 through Hudson River Park, Riverside Park ...
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Hudson River Waterfront Walkway

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 hotels.
Concrete

Hudson Valley Rail Trail

3.6 miles
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 and under two spectacular stone-arch bridges. ...
Asphalt

Hutchinson River Greenway

2.2 miles
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 route to help beautify the path and trail-goers ...
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Hyde Park Trail

10 miles
The Hyde Park Trail is a 10-mile system connecting national historic sites, town parks and nature preserves in Hyde Park, New York. The trail connects the national historic sites of Vanderbilt Mansion, Home of Franklin D. Roosevelt, and Eleanor ...
Dirt

Jack Harrington White Plains Greenway

1.2 miles
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 Railway right-of-way, extending from a City parking ...
Woodchips

John Kieran Nature Trail

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 including an old cemetery and the 67-acre ...
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Jones Beach Bikeway (Ellen Farrant Memorial Bikeway)

5.3 miles
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 other names: Ellen Farrant Memorial Bikeway ...
Asphalt

Jones Point Path

2 miles
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 Mountain, NY. It also serves as a connecting trail ...
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Joseph B. Clarke Rail Trail

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 trail is fairly short but taken together they ...
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Kennedy Trail

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 City, is home to an IBM campus and Pepsi headquarters. The ...
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Kings Park Hike & Bike Trail

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 abandoned railroad corridor that was once an old ...
Asphalt

Klara Sauer Trail

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 the live commuter rail, between the Beacon ...
Crushed Stone

Kress Family Trail

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 winter, while hikers enjoy the trail during the ...
Dirt

Loantaka Brook Reservation Trail

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 Reservation has four distinct areas: Seaton Hackney ...
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Manasquan Reservoir Trail

5.26 miles
The Manasquan Reservoir Trail is located in the Howell Township and provides a great natural destination in the heart of the town. The trail forms a perimeter loop around the 770 acre reservoir offering great wildlife viewing of osprey, hawks, ...
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Maybrook Trailway

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 the Beacon Line, a two part railroad from ...
Asphalt

McDade Recreational Trail

32 miles
The Joseph M. McDade Recreational Trail is named after a former member of Congress from the area known for his dedication to public lands. The trail, located within the Delaware Water Gap National Recreation Area, offers diverse views of the ...
Crushed Stone

Middlesex Greenway

3.5 miles
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 freight line, is part of the East Coast Greenway, ...
Asphalt

Morris Canal

2 miles
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 the county's farm products to reach metropolitan ...
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Mosholu-Pelham Greenway

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 Coast Greenway, which will span 15 states from ...
Asphalt

North County Trailway

22.1 miles
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 freight service between New York City and Brewster, ...
Asphalt

Norwalk River Valley Trail

4.3 miles
When completed, the Norwalk River Vally Trail will run from Long Island Sound to Danbury, about 27 miles. To date, disjointed sections are complete in Norwalk and Wilton.
Asphalt

O & W Rail Trail

7.5 miles
Three segments of the O&W Rail-Trail are open to the public within the Town of Fallsburg: Mountaindale to Woodridge, 2.7 miles; Woodridge toward South Fallsburg, 1.8 miles; South Fallsburg to Hurleyville), 3 miles. When complete, the trail will ...
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Ocean Parkway Coastal Greenway

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 food and refreshments. The paved trail ...
Asphalt

Ocean Parkway Trail

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 with children will enjoy the many playgrounds ...
Asphalt
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Ogden Mine Railroad Path

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 and wetlands. At the southern end, the trail ...
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Old Croton Aqueduct Trail

26.1 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 been designated a National Historic Landmark. ...
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Old Erie Path

3 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 trail is fairly short but taken together they ...
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Old Mine Railroad Trail

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 expanded to include almost 10,000 acres of ...
Dirt

Old Putnam Trail

1.25 miles
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 playgrounds, walking trails, running tracks, ...
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Patriots' Path

35 miles
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 facilities, historic sites and other points of ...
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Paulinskill Valley Trail

27 miles
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 that gives the trail its name. (Kill is from ...
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Pequest Wildlife Management Area Trail

4.2 miles
This trail is much better suited to walking than to biking. It provides excellent access to the Pequest River which is stocked with trout. Not all of the bridges across the river have been decked and consist only of the original railroad ties. ...
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Putnam Trailway

11 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" carried commuters from New York City north to Brewster, ...
Asphalt

Quarry Trail

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 Park and Hastings-on-Hudson trails. Access ...
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Ramapo River Trailway

1.88 miles
This project will convert an abandoned railroad spur from the New York State/New Jersey line to an existing bike/pedestrian trail along the Ramapo River as part of a larger trailway system. The trail corridor is located in the western end ...
Asphalt

Ramsey Bike Path

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. Restaurants and shopping within walking distance from ...
Asphalt

Randolph Trails

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 connect to Patriots' Path at Combs Hollow ...
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Raymond G. Esposito Trail

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 trail is fairly short but taken together they ...
Crushed Stone
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Ridgefield Rail Trail

2.3 miles
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 of the town's parks and open spaces, including ...
Gravel

Saddle River Area Bike Path - Bergen County

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 park areas linked by the multi-use path, which ...
Asphalt

Samuel G. Fisher Mount Ivy Environmental Park

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 wetland ecology.
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Sandy Hook Multi-Use Pathway

8.5 miles
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 observation decks along the way allow you ...
Asphalt

Shawangunk, Walden, and Wallkill Rail Trail

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 Wallkill Valley Railway, provided service ...
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Shore Parkway Greenway Trail

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 two segments sits Coney Island, well-known ...
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South County Trailway

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 Elmsford. Popular with bike commuters seeking relief ...
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Staten Island Greenbelt Multi-Purpose Trail

2.6 miles
Several trails are found throughout Staten Island's Greenbelt system of trails but only one allows both cyclists and walkers, the Staten Island Greenbelt Multi-Purpose Trail. At 2.6 miles, the crushed gravel trail offers a nice jaunt for joggers, ...
Crushed Stone

Sussex Branch Trail

18 miles
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 on the Morris Canal. The railroad was eventually ...
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Tallman Mountain State Park Bike Path

2.1 miles
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 downtown Piermont, New York. The park itself is ...
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Taylor SteelWorkers Historical Greenway

7 miles
DESCRIPTION: The Created by Union Forge Heritage Association in 2007,Taylor SteelWorkers Historical Greenway is a 7 mile trail that winds its way through High Bridge criss-crossing a number of historical sites and beautiful scenery. This is ...
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Timp-Torne Trail

6.5 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 travels along Dunderberg Mountain, The Timp ...
Dirt

Traction Line Recreation Trail

3.2 miles
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 right-of-way that might have been an overgrown, ...
Asphalt

Walkway Over The Hudson

1.28 miles
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 spell, stretching 6,768 feet (approximately ...
Concrete

Wallkill Valley Rail Trail

21.2 miles
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 County farms to New York City, as well as passengers ...
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West Essex Trail

2.84 miles
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 line in Little Falls and Arnold Way in Verona. ...
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West Hudson Park Path

2.2 miles
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 fields, and tennis and basketball courts. The ...
Asphalt

Wharton Rail-Trail (part of Patriots' Path)

0.5 miles
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 Township segment of the Patriots' Path.
Asphalt

William R. Steinhaus Dutchess County Rail Trail

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 cover, linking Poughkeepsie at the Hudson River ...
Asphalt

Wood Duck Nature Trail (Wallkill River NWR)

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 a former railroad bed ending at the Wallkill ...
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