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Westport, CT Walking Trails and Maps

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

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Length
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Air Line State Park Trail

60.3 mi

State: CT

Ballast, Crushed Stone, Dirt, Gravel

Battery Bikeway

0.5 mi

State: NY

Asphalt

Bethpage Bikeway

13.4 mi

State: NY

Asphalt

Branford Trolley Trail

0.6 mi

State: CT

Concrete, Crushed Stone, Gravel

Bronx River Greenway

22 mi

State: NY

Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel

Farmington Canal Heritage Trail

48.9 mi

State: CT

Asphalt

Farmington River Trail

16.5 mi

State: CT

Asphalt, Concrete, Crushed Stone

Hanover Pond Trail

1 mi

State: CT

Asphalt

Harlem Valley Rail Trail

26.2 mi

State: NY

Asphalt

Heritage Trail (NY)

19.4 mi

State: NY

Asphalt, Crushed Stone, Dirt

Hook Mountain/Nyack Beach Bikeway

4.9 mi

State: NY

Asphalt, Ballast, Crushed Stone, Dirt, Gravel

Hudson River Greenway

12.9 mi

State: NY

Asphalt, Concrete

Hudson River Waterfront Walkway

21.6 mi

State: NJ

Concrete

Hutchinson River Greenway

6.6 mi

State: NY

Asphalt, Concrete

Joe Michaels Mile (Cross Island Parkway)

3.2 mi

State: NY

Asphalt

Jones Beach Bike Path

3.75 mi

State: NY

Boardwalk

Joseph B. Clarke Rail Trail

4 mi

State: NY

Asphalt

Kennedy Trail

1.7 mi

State: NY

Cinder

Kings Park Hike & Bike Trail

1.5 mi

State: NY

Asphalt

Kress Family Trail

3.1 mi

State: CT

Dirt

Accordion

Laurelton Greenway

0.6 mi

State: NY

Asphalt

Litchfield Community Greenway

2.5 mi

State: CT

Boardwalk, Crushed Stone, Dirt

Maybrook Trailway

28.6 mi

State: NY

Asphalt

North County Trailway

20.7 mi

State: NY

Asphalt

North Shore Rail Trail

10.4 mi

State: NY

Asphalt

Ocean Parkway Coastal Greenway

13.7 mi

State: NY

Asphalt

Old Erie Path

3 mi

State: NY

Dirt, Gravel

Pequonnock River Trail

14.5 mi

State: CT

Asphalt, Crushed Stone

Pompton Valley Rail Trail

5 mi

State: NJ

Asphalt

Putnam Trailway

11.8 mi

State: NY

Asphalt

Quinnipiac River Gorge Trail

1.3 mi

State: CT

Asphalt

Raymond G. Esposito Memorial Trail

1 mi

State: NY

Crushed Stone

Roosevelt Island Greenway

3.8 mi

State: NY

Asphalt

Saddle River County Park Bike Path

7.6 mi

State: NJ

Asphalt

Setauket-Port Jefferson Station Greenway Trail

3.3 mi

State: NY

Asphalt

South County Trailway

14.4 mi

State: NY

Asphalt, Concrete

Tallman Mountain State Park Bike Path

2.1 mi

State: NY

Asphalt, Cinder, Dirt

The High Line

1.6 mi

State: NY

Concrete

Timp-Torne Trail

5.4 mi

State: NY

Dirt

Vanderbilt Motor Parkway

3 mi

State: NY

Asphalt

Walkway Over The Hudson

1.6 mi

State: NY

Concrete

West Essex Trail

3.3 mi

State: NJ

Cinder, Gravel

West Hudson Park Path

2.2 mi

State: NJ

Asphalt

William R. Steinhaus Dutchess Rail Trail

13.8 mi

State: NY

Asphalt

CTfastrak Multi-Use Trail

4.4 mi

State: CT

Asphalt, Concrete

EPCAL Alternative Transportation Path

9.28 mi

State: NY

Asphalt

Ellen Farrant Memorial Bikeway

5.5 mi

State: NY

Asphalt

John Kieran Nature Trail

1 mi

State: NY

Dirt, Gravel, Woodchips

Jones Point Path

2 mi

State: NY

Asphalt

Larkin State Park Trail

10.8 mi

State: CT

Cinder, Crushed Stone, Dirt, Gravel

Mattabassett Trolley Trail

2.9 mi

State: CT

Asphalt

Middlebury Greenway

4.5 mi

State: CT

Asphalt

Morris Canal Greenway

4.1 mi

State: NJ

Dirt, Grass

Mosholu-Pelham Greenway

10.3 mi

State: NY

Asphalt

New Milford River Trail

5 mi

State: CT

Asphalt, Crushed Stone, Dirt

Old Croton Aqueduct Trail

26.5 mi

State: NY

Crushed Stone, Dirt, Grass, Gravel

Old Putnam Trail

1.5 mi

State: NY

Asphalt

Quinnipiac Linear Trail

2.1 mi

State: CT

Asphalt, Gravel

Randall's Island Park Trails

8.75 mi

State: NY

Asphalt

Savin Rock Trail

1.2 mi

State: CT

Asphalt, Concrete

Shore Parkway Greenway

13 mi

State: NY

Asphalt, Concrete

Shoreline Greenway Trail

4.6 mi

State: CT

Crushed Stone, Dirt

Westchester RiverWalk (Croton-on-Hudson)

2.3 mi

State: NY

Asphalt

Briarcliff-Peekskill Trailway

12 mi

State: NY

Asphalt, Dirt, Grass

Derby Greenway

1.97 mi

State: CT

Asphalt, Dirt

East River Greenway

8.1 mi

State: NY

Asphalt

Jack Harrington White Plains Greenway

1.2 mi

State: NY

Woodchips

Norwalk River Valley Trail

12.2 mi

State: CT

Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel

Parks to Ports Greenway Trail

3.7 mi

State: NY

Asphalt

Ramsey Bike Path

1 mi

State: NJ

Asphalt

Ridgefield Rail Trail

2.3 mi

State: CT

Gravel

Fort Washington Park Greenway

1 mi

State: NY

Asphalt

Ocean Parkway Trail

4.8 mi

State: NY

Asphalt, Concrete

Old Mine Railroad Trail

2.2 mi

State: NY

Dirt

Samuel G. Fisher Mount Ivy Environmental Park

2 mi

State: NY

Ballast, Cinder, Dirt, Grass, Woodchips

Naugatuck River Greenway

7.4 mi

State: CT

Asphalt

Beach Channel Drive Greenway

1 mi

State: NY

Asphalt

East Midtown Greenway

0.54 mi

State: NY

Asphalt, Concrete

Eastern Parkway Trail

2 mi

State: NY

Asphalt, Concrete

Fairfield Hills Campus Walking Trails

2.1 mi

State: CT

Asphalt

Flatbush Avenue Greenway

1.4 mi

State: NY

Asphalt

Governor Cuomo Bridge

3.6 mi

State: NY

Asphalt, Concrete

Harlem River Greenway

2.2 mi

State: NY

Asphalt, Concrete

Klara Sauer Trail

1 mi

State: NY

Crushed Stone

Lincoln Park West Nature Trail

1.7 mi

State: NJ

Crushed Stone, Gravel

Marcus J. Molinaro Northside Line

0.57 mi

State: NY

Asphalt

Middletown Westlake Area Bikeway

2.2 mi

State: CT

Asphalt

Mohansic Trailway

1 mi

State: NY

Boardwalk, Dirt, Gravel

Northport Rail Trail

0.75 mi

State: NY

Asphalt, Crushed Stone, Dirt

Trail Image	Trail Name	States	Length	Surface	Rating
	Air Line State Park Trail Overview The Air Line State Park Trail winds 60.3 miles from the northeast corner of Connecticut, where the state borders Massachusetts, down to East Hampton in the heart of the state. The pathway...	CT	60.3 mi	Ballast, Crushed Stone, Dirt, Gravel	147 reviews
	Battery Bikeway 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	1 reviews
	Bethpage Bikeway Overview The paved 13.4-mile Bethpage Bikeway runs alongside suburban roads for long segments of the route, but it’s much more than a suburban trail. Each on-road suburban stretch is broken up by...	NY	13.4 mi	Asphalt	46 reviews
	Branford Trolley Trail Overview The Branford Trolley Trail is essentially a 0.6-mile footbridge occupying an old bridge along the route of an abandoned trolley track. About the Route The long bridge links nature...	CT	0.6 mi	Concrete, Crushed Stone, Gravel	12 reviews
	Bronx River Greenway Overview The Bronx River Greenway runs for 22 miles along the Bronx River, traveling from the mouth of the East River north to the Kensico Dam, providing views of the natural history of the area....	NY	22 mi	Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel	34 reviews
	Farmington Canal Heritage Trail Overview First a canal, then a railroad, and now a trail defines the history of the Farmington Canal Heritage Trail. Completed segments span Connecticut south to north, from New Haven to the...	CT	48.9 mi	Asphalt	159 reviews
	Farmington River Trail Overview A dozen miles west of Connecticut’s capital of Hartford, the Farmington River Trail forms a 16.5-mile arc that connects to the larger Farmington Canal Heritage Trail on both ends. The...	CT	16.5 mi	Asphalt, Concrete, Crushed Stone	53 reviews
	Hanover Pond Trail The Hanover Pond Trail is a mile-long rail-trail in Meriden, Connecticut offering scenic natural escape combined with historical exploration. The smooth asphalt trail is open to a diverse range of...	CT	1 mi	Asphalt	2 reviews
	Harlem Valley Rail Trail Overview Paralleling the Connecticut and Massachusetts borders, which lie only a few miles away, the Harlem Valley Rail Trail is a beautiful 26.2-mile wooded pathway along the former New York &...	NY	26.2 mi	Asphalt	73 reviews
	Heritage Trail (NY) Overview Built on the former Erie Railroad main line, the 15-mile Heritage Trail runs through the small Orange County towns of Goshen, Chester, Monroe, and Harriman. The shaded trail runs through...	NY	19.4 mi	Asphalt, Crushed Stone, Dirt	101 reviews
	Hook Mountain/Nyack Beach Bikeway Overview The Hook Mountain/Nyack Beach Bikeway is a scenic trail that runs almost 5 miles along the Hudson River in Rockland County. About the Route The trail runs through Hook Mountain...	NY	4.9 mi	Asphalt, Ballast, Crushed Stone, Dirt, Gravel	27 reviews
	Hudson River Greenway Overview The Hudson River Greenway (HRG) is one of the most popular places to ride, walk, and jog in New York City. The greenway is separated from traffic and runs through a series of parks along...	NY	12.9 mi	Asphalt, Concrete	27 reviews
	Hudson River Waterfront Walkway The Hudson River Waterfront Walkway cruises along the Hudson river waterfront with spectacular views of the neighboring New York City skyline for nearly 22 miles. Made up of a series of boardwalks,...	NJ	21.6 mi	Concrete	1 reviews
	Hutchinson River Greenway 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	6.6 mi	Asphalt, Concrete	5 reviews
	Joe Michaels Mile (Cross Island Parkway) Overview Joe Michaels Mile closely follows the Cross Island Parkway thoroughfare through northeastern Queens for 3.2 miles. About the Route The northernmost point along the trail leaves off...	NY	3.2 mi	Asphalt	10 reviews
	Jones Beach Bike Path Overview The Jones Beach Bike Path traverses Jones Beach State Park, running parallel (and south of) Ocean Parkway. The pleasant pathway offers views of the beach and the ocean. Although bicycles...	NY	3.75 mi	Boardwalk	4 reviews
	Joseph B. Clarke Rail Trail Overview The 4-mile rail-trail passes through three downtowns. The quaint town centers on the Joseph B. Clarke Rail Trail are compact and surrounded by woodlands, sanctuaries, and parks. About...	NY	4 mi	Asphalt	44 reviews
	Kennedy Trail The Kennedy Trail begins at Brick Hill Road and ends at the northwest corner of the 68-acre campus of John F. Kennedy Catholic High School in Somers. The cinder trail, built on a former rail bed,...	NY	1.7 mi	Cinder	3 reviews
	Kings Park Hike & Bike Trail 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	3 reviews
	Kress Family Trail The 3.1-mile Kress Family Trail in Roxbury occupies the former route of the Shepaug Valley Railroad (the Shepaug, Litchfield and Northern Railroad). The railroad was famously known as the “crookedest...	CT	3.1 mi	Dirt	5 reviews

Accordion

Laurelton Greenway 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	1 reviews
Litchfield Community Greenway The Litchfield Community Greenway runs along the former Shepaug Railway railbed in the Town of Litchfield. Operational from 1878 to 1948, the railroad line ran between between Litchfield and...	CT	2.5 mi	Boardwalk, Crushed Stone, Dirt	1 reviews
Maybrook Trailway Overview The Maybrook Trailway is a paved multi-use trail stretching across Putnam and Dutchess counties in New York state. The trail, which is owned and was built by Metro North Rail, occupies the...	NY	28.6 mi	Asphalt	39 reviews
North County Trailway Overview At just over 20 miles, the North County Trailway is the longest of four rail trails created from the former New York Central Railroad’s Putnam Division line. The trail travels through...	NY	20.7 mi	Asphalt	66 reviews
North Shore Rail Trail Overview The North Shore Rail Trail, formerly known as the Rails to Trails Recreational Path, is a 10.4-mile multi-use recreational path. About the Route From its eastern endpoint on Wading...	NY	10.4 mi	Asphalt	10 reviews
Ocean Parkway Coastal Greenway Overview The Ocean Parkway Coastal Greenway parallels its namesake roadway 13.7-mile trail on Jones Beach Island, an outer barrier island off the southern coast of Long Island, NY. About the...	NY	13.7 mi	Asphalt	11 reviews
Old Erie Path 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	10 reviews
Pequonnock River Trail Note: ALL Trumbull town parks require permit parking stickers year-round (also noted on the signboards at each park entrance). Overview The Pequonnock River Trail is the formal name for this...	CT	14.5 mi	Asphalt, Crushed Stone	62 reviews
Pompton Valley Rail Trail Overview The Pompton Valley Rail Trail is a 5-mile rail-trail that runs through areas of residential, commercial, and industrial development in the townships of Pequannock and Wayne. The majority...	NJ	5 mi	Asphalt	1 reviews
Putnam Trailway Overview The old New York Central rail line that ran from the Bronx to communities north of the city in Westchester and Putnam Counties carried commuters during the workweek, but on the weekends,...	NY	11.8 mi	Asphalt	55 reviews
Quinnipiac River Gorge Trail The Quinnipiac River Gorge Trail is a 1.3-mile rail-trail in Meridan, Connecticut. The trail occupies the former railbed of the Meriden, Waterbury & Connecticut River Railroad, a 17-mile line which...	CT	1.3 mi	Asphalt	1 reviews
Raymond G. Esposito Memorial Trail 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	6 reviews
Roosevelt Island Greenway 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	1 reviews
Saddle River County Park Bike Path Overview The Saddle River County Park Bike Path winds alongside its namesake river through moderately dense suburban areas, with surroundings that vary between wooded and open. The trail...	NJ	7.6 mi	Asphalt	61 reviews
Setauket-Port Jefferson Station Greenway Trail Overview The Setauket-Port Jefferson Station Greenway Trail stretches just over 3 miles along Long Island’s north shore. Sometimes more simply referred to as the Setauket Greenway, the paved...	NY	3.3 mi	Asphalt	13 reviews
South County Trailway Overview The South County Trailway rolls 14.4 miles through one of the most dense parts of greater New York City, though its backcountry route through pocket woodlots, parks, and golf courses and...	NY	14.4 mi	Asphalt, Concrete	54 reviews
Tallman Mountain State Park Bike Path 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	2 reviews
The High Line The High Line trail runs 30 feet above the bustling Manhattan streets and sidewalks below, which for trail lovers makes it an attraction in the same league as the Statue of Liberty or the Empire State...	NY	1.6 mi	Concrete	11 reviews
Timp-Torne Trail 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	5 reviews
Vanderbilt Motor Parkway 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	10 reviews
Walkway Over The Hudson Overview The Walkway Over the Hudson State Historic Park—the longest pedestrian bridge in the world at 1.28 miles—emerges from the trees and over the rooftops of the old riverfront town of...	NY	1.6 mi	Concrete	28 reviews
West Essex Trail Overview The West Essex Trail runs for 3.3 miles through Cedar Grove, New Jersey along the former rail bed of the Caldwell Branch on the old Erie-Lackawanna Railroad. About the Route The...	NJ	3.3 mi	Cinder, Gravel	22 reviews
West Hudson Park Path 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	4 reviews
William R. Steinhaus Dutchess Rail Trail Overview The William R. Steinhaus Dutchess Rail Trail—named for the Dutchess County executive who championed it—is a treasure in New York's Hudson Valley region. The 13.8-mile trail runs through...	NY	13.8 mi	Asphalt	62 reviews
CTfastrak Multi-Use Trail A part of Connecticut's first bus rapid transit line, the CTfastrak Trail serves as recreational and multi-use path for walking and bicycling between Downtown New Britain and Newington Junction. The...	CT	4.4 mi	Asphalt, Concrete	9 reviews
EPCAL Alternative Transportation Path Overview The EPCAL Alternative Transportation Path loops around the 2,900-acre Enterprise Park at Calverton (hence its name: EPCAL) on New York’s Long Island and links to the Town of Riverhead’s...	NY	9.28 mi	Asphalt	10 reviews
Ellen Farrant Memorial Bikeway 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	30 reviews
John Kieran Nature Trail 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	4 reviews
Jones Point Path 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	Asphalt	22 reviews
Larkin State Park Trail Overview The Larkin State Park Trail meanders 10.8 miles through the woods and around the lakes and low hills of southwestern Connecticut. About the Route Horseback riders use this trail...	CT	10.8 mi	Cinder, Crushed Stone, Dirt, Gravel	37 reviews
Mattabassett Trolley Trail Where a trolley once ran, now you can too on the south bank of the Mattabessett River. The electrified trolley shuttled passengers from Berlin to Middletown and beyond. The smooth blacktop and an easy...	CT	2.9 mi	Asphalt	5 reviews
Middlebury Greenway Overview The 4.5-mile Middlebury Greenway provides a paved, off-road option for a self-propelled journey across suburban Middlebury. The trail touches on several business districts and parks,...	CT	4.5 mi	Asphalt	18 reviews
Morris Canal Greenway 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	3 reviews
Mosholu-Pelham Greenway 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	5 reviews
New Milford River Trail 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	6 reviews
Old Croton Aqueduct Trail Overview The Old Croton Aqueduct Trail spans 26.5 miles across West Chester County, NY. It is often a singletrack dirt pathway that winds through communities and trees and provides an oasis of...	NY	26.5 mi	Crushed Stone, Dirt, Grass, Gravel	17 reviews
Old Putnam Trail Overview The Old Putnam Trail runs through New York City's fourth-largest park which is home to the oldest municipal golf course in America, the Van Cortlandt Park in the Bronx. Splayed over 1,146...	NY	1.5 mi	Asphalt	20 reviews
Quinnipiac Linear Trail The Qunnipiac Linear Trail is an easy multipurpose path in Wallingford, Connecticut. The trail skirts Community Lake while traveling a heavily wooded corridor along the Quinnipiac River. It is one of...	CT	2.1 mi	Asphalt, Gravel	4 reviews
Randall's Island Park Trails 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	2 reviews
Savin Rock Trail 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	3 reviews
Shore Parkway Greenway Overview The two diverse sections of the Shore Parkway Greenway blend urban and scenic, offering views of sights ranging from the Statue of Liberty to wildlife refuges. The entire route follows the...	NY	13 mi	Asphalt, Concrete	7 reviews
Shoreline Greenway Trail Overview 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...	CT	4.6 mi	Crushed Stone, Dirt	3 reviews
Westchester RiverWalk (Croton-on-Hudson) Meandering along the Hudson River, this trail is part of the 51-mile Westchester RiverWalk. Running north from Croton Point Park and through Croton Landing Park, the paved 2.3-mile path offers scenic...	NY	2.3 mi	Asphalt	1 reviews
Briarcliff-Peekskill Trailway 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	5 reviews
Derby Greenway Overview Running alongside both the Housatonic and Naugatuck Rivers, the Derby Greenway demonstrates a seamless integration of Connecticut’s natural river systems and parks with man-made...	CT	1.97 mi	Asphalt, Dirt	13 reviews
East River Greenway Overview New York City's 8.1-mile East River Greenway offers views of the East River, Queens, Brooklyn, and the iconic bridges that connect these boroughs to Manhattan. The paved pathway traces the...	NY	8.1 mi	Asphalt	6 reviews
Jack Harrington White Plains Greenway 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	6 reviews
Norwalk River Valley Trail When completed, the Norwalk River Valley Trail will run from Danbury to Long Island Sound in southwestern Connecticut, for a total of about 27 miles. Currently, several disconnected sections totaling...	CT	12.2 mi	Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel	7 reviews
Parks to Ports Greenway Trail 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	2 reviews
Ramsey Bike Path 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	4 reviews
Ridgefield Rail Trail The Ridgefield Rail-Trail meanders for nearly 2.5 miles through the forested exburbs of Ridgefield, Connecticut. About the Route The trail passes among suburban acreages, along a creek at one...	CT	2.3 mi	Gravel	14 reviews
Fort Washington Park Greenway 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	2 reviews
Ocean Parkway Trail 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	5 reviews
Old Mine Railroad Trail 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	3 reviews
Samuel G. Fisher Mount Ivy Environmental Park 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	4 reviews
Naugatuck River Greenway The Naugatuck River Greenway will one day span 44 miles from Torrington to Derby in western Connecticut, but is currently open in a few short, disconnected segments totaling just over 7 miles. The...	CT	7.4 mi	Asphalt	1 reviews
Beach Channel Drive Greenway 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	0 reviews
East Midtown Greenway Overview The East Midtown Greenway is the newest link in Manhattan's vision to have greenways circling the entire island. About the Route The route leaves off in the north from Andrew Haskell...	NY	0.54 mi	Asphalt, Concrete	0 reviews
Eastern Parkway Trail 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	0 reviews
Fairfield Hills Campus Walking Trails Overview The Fairfield Hills Campus Walking Trails is a 2.1-mile route that encompasses the Newtown Fruit Trail and more. About the Route The Fruit Trail is an important endeavor which...	CT	2.1 mi	Asphalt	0 reviews
Flatbush Avenue Greenway Brooklyn's Flatbush Avenue Greenway parallels its namesake roadway for just over a mile from Marine Parkway Bridge to a connection with the Shore Parkway Greenway Trail to the north and Beach Channel...	NY	1.4 mi	Asphalt	0 reviews
Governor Cuomo Bridge Overview The Governor Mario M. Cuomo Bridge, formerly known as the Tapanzee Bridge, runs for 3.6 miles over the expansive Hudson River. About the Route The Governor Mario M. Cuomo Bridge Path...	NY	3.6 mi	Asphalt, Concrete	0 reviews
Harlem River Greenway The Harlem River Greenway runs north-south along the Harlem River on the East Side of Upper Manhattan. The northern terminus is Dyckman Street and Harlem River Drive. Going west on Dyckman allows...	NY	2.2 mi	Asphalt, Concrete	0 reviews
Klara Sauer Trail 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	5 reviews
Lincoln Park West Nature Trail This restored wetlands trail meanders through Lincoln Park West on the shore of the Hackensack River. Split into east and west by the highway (US 1 & 9), Lincoln Park is one of Hudson County's largest...	NJ	1.7 mi	Crushed Stone, Gravel	0 reviews
Marcus J. Molinaro Northside Line The Marcus J. Molinaro Northside Line is a 0.57 mile dual-track trail that connects trail users between the city and town of Poughkeepsie. While the northern end of the route is still under...	NY	0.57 mi	Asphalt	0 reviews
Middletown Westlake Area Bikeway Over 2 miles from start to finish, this U-shaped trail meets both the commuting and the recreational needs of local residents in Middletown. The trail begins on Middle St, marked by a trailhead with a...	CT	2.2 mi	Asphalt	0 reviews
Mohansic Trailway 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	0 reviews
Northport Rail Trail Overview The Northport Rail Trail runs for 0.75 miles in the suburbs of Northport on Long Island, NY. About the Route The northern end of the Northport Rail Trail is located along Elwood Rd....	NY	0.75 mi	Asphalt, Crushed Stone, Dirt	0 reviews

Recent Trail Reviews

Farmington Canal Heritage Trail

Completed through New Haven

June, 2025 by tswetts

I just rode the trail from Cheshire to New Haven Harbor. It gets confusing because of the lack of signage once you go under the Temple St Garage in New Haven. You get dumped out into a street and don't know where to go. The trail is on the road or sidewalk depending on what you prefer. Take a left onto Grove St. continue to the end and take a right onto Olive ST. Follow Olive St. to the end and pick up the trail again on Water St. Cross Brewery ST and take a right to continue on Brewery. Brewery changes to Sargent Drive. Take a left to go under I95 and the water will be in front of you. If you take a right and continue down for a little, along the water's edge, you will find dozens of food trucks to buy lunch before a return trip. It was well worth the trip.

Setauket-Port Jefferson Station Greenway Trail

Saw 2 Deer on Trail!

May, 2025 by mx546x87dm

This morning May 25, 25 we saw a doe and larger buck between east of Old Town Road.

Quarry Trail

adorable surprise off the aqueduct

May, 2025 by vbergerg_tl

Really doesn’t qualify as a trail, just a pocket park, it’s way too small but it is a very pretty surprise off the Okd Croton Aquaduct Trail

Accordion

Hudson River Greenway

get NYC updates before you ride

May, 2025 by vbergerg_tl

The section on the Upper West Side starting from 125th St going south is still closed for construction but will hopefully open soon albeit late. Also the section from 181st Street running to Dyckman St is also closed with zero announcements re what’s going on; could be a serious problem with sinkholes and the retaining wall. The good news is that we finally have a full size bike lane across the Henry Hudson Bridge. The bad news is that you still have to portage your bike up a 2 story railroad bridge into the Dyckman Park section of Inwood Hill Park. And in Riverdale it is on street from the bridge to Van Cortlandt park. Park

North County Trailway

North county Rail Trail

May, 2025 by kaiser

Entered @ Elmsford and found a parking lot where we unloaded . Well maintained nice scenery along the way as well as a few eateries and gas stations where you can get a drink or snack .

Pompton Valley Rail Trail

Beautiful and Clean!

May, 2025 by lds7_tl

The finished portion in Pequannock is a great place to walk. Road crossings are clearly marked and the entire length is flat and paved. Look for colorful plants along the way and even an original cement marker from the railroad days.

Ellen Farrant Memorial Bikeway

Taking credit after all these years

May, 2025 by maryjofrohlich

Artie Pescov and I were the initiators of this bike path when I was 17 years old ( I am 70 yo now) and he was 16 yo. I lived on Pine street backing Cedar Creek Park ( old timers would know our property because we had a chicken farm and the hens would cross Merrick Rd. The diner is now there where my grandparents house stood). It was his idea and I had a license. So we travelled around getting signatures to have this bikeway built. We then visited congressman Mr. Murphy ( I think that was his name) of Seaford and he loved the idea. Well, it went through and Artie and I never heard another word about it. Other people (adults not teens like us) took credit for it. However, I am glad that this bikeway still exists! I have long left Long Island but still good memories.
Mary Jo (Masone) Frohlich

Farmington Canal Heritage Trail

A few signs hold it back from five stars

April, 2025 by robert.richter89

I rode the entire northern section of the Farmington Canal Trail from Plainville into MA on a windy Easter Sunday. The trail itself is fully paved, in very good overall condition (there are a few bumps and cracks but nothing major). Simsbury offers a great stopping off point to get refreshments just a quick turn off from the trail. The scenery changes from light industrial parks, residential, marshes, a little farmland and some nice wooded areas.

I have one complaint that prevents this from being a five star trail. The signage could be better. There are times in the more urban areas that I lost the trail, a quick look at Google Maps got me back on and I never was too lost. There are a few signs that were helpful so just a few more would make this a five star trail.

Mosholu-Pelham Greenway

long but decrepit

April, 2025 by vbergerg_tl

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

Heritage Trail (NY)

Heritage trail update!

December, 2024 by kaiser

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

Harlem Valley Rail Trail

Everything you could ask for

October, 2024 by robert.richter89

I rode the entire 24.7 mile southern portion of the Harlem Valley Rail Trail on a beautiful fall day. The HVRT offers everything you could want from a trail experience: a fully paved surface, mostly flat, beautiful scenery (especially in the Fall) and a perfect mid-point trailhead to grab a bite to eat.

I don't recall seeing any water fountains along the trail although the trailhead in Millerton offers many options for places to eat or resupply. The HVRT offers a myriad of scenery changes from farmland, quiet streams, distant hills to quaint towns. I have ridden many paved rail trails in the past and the HVRT is one of the best with almost no surface imperfections for the entire distance. There are many trailheads along the entire trail giving many distance options. All this adds up to a perfect trail in my opinion!