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Danbury, CT Hiking Trails and Maps

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Looking for the best Hiking trails around Danbury?

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

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Length
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88 Results
Activities
Length
Surfaces
Type

Air Line State Park Trail
60.3 mi
State: CT
Ballast, Crushed Stone, Dirt, Gravel

Bethpage Bikeway
13.4 mi
State: NY
Asphalt

Bloomfield Greenway Multi-Use Trail
1.8 mi
State: CT
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
49.1 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

Hartford Riverwalk
1.7 mi
State: CT
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

Hudson Valley Rail Trail
7.1 mi
State: NY
Asphalt

Hutchinson River Greenway
6.6 mi
State: NY
Asphalt, Concrete

Joe Michaels Mile (Cross Island Parkway)
3.2 mi
State: NY
Asphalt

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
Accordion

Kress Family Trail
3.1 mi
State: CT
Dirt

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

Old Erie Path
3 mi
State: NY
Dirt, Gravel

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

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

Sue Grossman Still River Greenway
3.4 mi
State: CT
Asphalt

Tallman Mountain State Park Bike Path
2.1 mi
State: NY
Asphalt, Cinder, Dirt

Timp-Torne Trail
5.4 mi
State: NY
Dirt

Vanderbilt Motor Parkway
3 mi
State: NY
Asphalt

Walden-Wallkill Rail Trail

4.3 mi
State: NY
Asphalt, Ballast, Cinder, Crushed Stone, Dirt, Grass, Gravel

Walkway Over The Hudson
1.6 mi
State: NY
Concrete

Wallkill Valley Rail Trail
21.4 mi
State: NY
Asphalt, Cinder, Dirt, Gravel

William R. Steinhaus Dutchess Rail Trail
13.8 mi
State: NY
Asphalt

CTfastrak Multi-Use Trail
4.4 mi
State: CT
Asphalt, Concrete

Charter Oak Greenway
16.5 mi
State: CT
Asphalt

EPCAL Alternative Transportation Path
9.28 mi
State: NY
Asphalt

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

Jones Point Path
2 mi
State: NY
Asphalt

Kingston Point Rail Trail
2.15 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

Mosholu-Pelham Greenway
10.3 mi
State: NY
Asphalt

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

O&W Rail Trail (Ulster County)
18 mi
State: NY
Asphalt, Cinder, Crushed Stone, Dirt, Grass

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

Railroad Ramble
1.7 mi
State: CT
Asphalt, Dirt, Grass

Randall's Island Park Trails
8.75 mi
State: NY
Asphalt

River-to-Ridge Trail
4.9 mi
State: NY
Gravel

Savin Rock Trail
1.2 mi
State: CT
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

Quarry Trail
0.1 mi
State: NY
Dirt, Grass

Ramsey Bike Path
1 mi
State: NJ
Asphalt

Ridgefield Rail Trail
2.3 mi
State: CT
Gravel

Stratton Brook State Park Trail
1.2 mi
State: CT
Asphalt, Cinder, Crushed Stone

Fort Washington Park Greenway
1 mi
State: NY
Asphalt

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

Billings Trail
3.3 mi
State: CT
Dirt

Naugatuck River Greenway
7.4 mi
State: CT
Asphalt

Fairfield Hills Campus Walking Trails
2.1 mi
State: CT
Asphalt

Governor Cuomo Bridge
3.6 mi
State: NY
Asphalt, Concrete

Harlem River Greenway
2.2 mi
State: NY
Asphalt, Concrete

Hudson River Brickyard Trail
1.5 mi
State: NY
Asphalt, Woodchips

Klara Sauer Trail
1 mi
State: NY
Crushed Stone

Marcus J. Molinaro Northside Line
0.57 mi
State: NY
Asphalt

Middletown Westlake Area Bikeway

2.2 mi
State: CT
Asphalt

Midtown Linear Park
0.9 mi
State: NY
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
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
Overview The paved 13.4-mile Bethpage Bikeway runs alongside suburban roads for long segments of the route, but it’s much more than a suburban trail. Each on-road suburban stretch is broken up by...
 NY 13.4 mi Asphalt
Overview The Bloomfield Greenway Multi-Use Trail currently runs 1.8 miles between Bloomfield and village of Tariffville in the Town of Simsbury. The paved rail-trail passes through woods and fields...
 CT 1.8 mi Asphalt
Overview The Branford Trolley Trail is essentially a 0.6-mile footbridge occupying an old bridge along the route of an abandoned trolley track. About the Route The long bridge links nature...
 CT 0.6 mi Concrete, Crushed Stone, Gravel
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
Overview First a canal, then a railroad, and now a trail define the history of the Farmington Canal Heritage Trail. Completed segments span Connecticut south to north, from New Haven to the...
 CT 49.1 mi Asphalt
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
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
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
The Hartford Riverwalk is a charming network of paved pathways for cyclists and pedestrians that runs along the banks of the Connecticut River through the state capital. The trail provides an off-road...
 CT 1.7 mi Asphalt
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
Overview The Hook Mountain/Nyack Beach Bikeway is a scenic trail that runs almost 5 miles along the Hudson River in Rockland County.  About the Route The trail runs through Hook Mountain...
 NY 4.9 mi Asphalt, Ballast, Crushed Stone, Dirt, Gravel
Overview The Hudson River Greenway (HRG) is one of the most popular places to ride, walk, and jog in New York City.  The greenway is separated from traffic and runs through a series of parks along...
 NY 12.9 mi Asphalt, Concrete
The Hudson River Waterfront Walkway cruises along the Hudson river waterfront with spectacular views of the neighboring New York City skyline for nearly 22 miles. Made up of a series of boardwalks,...
 NJ 21.6 mi Concrete
Overview Offering a picturesque and family-friendly adventure, the Hudson Valley Rail Trail stretches 7.1 miles through hardwood forests, over Black Creek, and under two spectacular stone-arch...
 NY 7.1 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 6.6 mi Asphalt, Concrete
Overview Joe Michaels Mile closely follows the Cross Island Parkway thoroughfare through northeastern Queens for 3.2 miles. About the Route The northernmost point along the trail leaves off...
 NY 3.2 mi Asphalt
Overview The 4-mile rail-trail passes through three downtowns. The quaint town centers on the Joseph B. Clarke Rail Trail are compact and surrounded by woodlands, sanctuaries, and parks. About...
 NY 4 mi Asphalt
The Kennedy Trail begins at Brick Hill Road and ends at the northwest corner of the 68-acre campus of John F. Kennedy Catholic High School in Somers.  The cinder trail, built on a former rail bed,...
 NY 1.7 mi Cinder
The Kings Park Hike & Bike Trail runs for 1.5 miles between Old Dock Road at Church Street in Kings Park and Nissequogue River State Park. The trail is a town of Smithtown park and follows an...
 NY 1.5 mi Asphalt
Accordion
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
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
Overview The Maybrook Trailway is a paved multi-use trail stretching across Putnam and Dutchess counties in New York state. The trail, which is owned and was built by Metro North Rail, occupies the...
 NY 28.6 mi Asphalt
Overview At just over 20 miles, the North County Trailway is the longest of four rail trails created from the former New York Central Railroad’s Putnam Division line. The trail travels through...
 NY 20.7 mi Asphalt
Overview The North Shore Rail Trail, formerly known as the Rails to Trails Recreational Path, is a 10.4-mile multi-use recreational path. About the Route From its eastern endpoint on Wading...
 NY 10.4 mi Asphalt
The Old Erie Path reveals spectacular views of the Hudson River Valley as the rail-trail rolls along cliffs that border the river’s western shore. Although fairly short, it joins two other...
 NY 3 mi Dirt, Gravel
Note: ALL Trumbull town parks require permit parking stickers year-round (also noted on the signboards at each park entrance).  Overview  The Pequonnock River Trail is the formal name for this...
 CT 14.5 mi Asphalt, Crushed Stone
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
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
The Raymond G. Esposito Memorial Trail travels from one end of the village of South Nyack to the other in 1 mile but greatly expands its reach by connecting with the Old Erie Path and a new shared-use...
 NY 1 mi Crushed Stone
Roosevelt Island Greenway, a little-known gem in the Big Apple, was named after President Franklin Delano Roosevelt in 1973. To reach this scenic pathway, board New York City’s only aerial tram,...
 NY 3.8 mi Asphalt
Overview    The Saddle River County Park Bike Path winds alongside its namesake river through moderately dense suburban areas, with surroundings that vary between wooded and open. The trail...
 NJ 7.6 mi Asphalt
Overview The Setauket-Port Jefferson Station Greenway Trail stretches just over 3 miles along Long Island’s north shore.  Sometimes more simply referred to as the Setauket Greenway, the paved...
 NY 3.3 mi Asphalt
Overview   The South County Trailway rolls 14.4 miles through one of the most dense parts of greater New York City, though its backcountry route through pocket woodlots, parks, and golf courses and...
 NY 14.4 mi Asphalt, Concrete
Just over 3 miles long, the Sue Grossman Still River Greenway is anchored by Winsted to the north and Torrington to the south. It occupies the right-of-way of the Naugatuck Division of the New York,...
 CT 3.4 mi Asphalt
Tallman Mountain State Park Bike Path is partially paved and bisects the Tallman Mountain State Park. The route provides a motor-vehicle-free way for bicyclists using US Route 9W to connect with...
 NY 2.1 mi Asphalt, Cinder, Dirt
Just an hour north of New York City, the Timp-Torne Trail offers a scenic hike through Bear Mountain and Harriman State Parks with panoramic vistas of the Hudson River. The rugged blue-blazed trail...
 NY 5.4 mi Dirt

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

 NY 3 mi Asphalt
The Walden-Wallkill Rail Trail is built on a former Conrail right-of-way. Conrail and its predecessors, Penn Central, New York Central, and The Wallkill Valley Railway, provided service to farmers...
 NY 4.3 mi Asphalt, Ballast, Cinder, Crushed Stone, Dirt, Grass, Gravel
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
Overview The Wallkill Valley Rail Trail runs 21.4 miles between Kingston and Gardiner through woods, fields, farmland. About the Route The corridor’s current incarnation as a linear park...
 NY 21.4 mi Asphalt, Cinder, Dirt, Gravel
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
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
Overview The Charter Oak Greenway offers more than 16 miles of paved pathways through Hartford and its eastern suburbs. At first glance, the trail looks as if it is simply a highway side path, but...
 CT 16.5 mi Asphalt
Overview The EPCAL Alternative Transportation Path loops around the 2,900-acre Enterprise Park at Calverton (hence its name: EPCAL) on New York’s Long Island and links to the Town of Riverhead’s...
 NY 9.28 mi Asphalt
The John Kieran Nature Trail is a short loop that borders Van Cortlandt Lake and its associated wetlands. It is a wonderful site for bird-watching. The trail also passes several sites of significance...
 NY 1 mi Dirt, Gravel, Woodchips
The Jones 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
Overview The Kingston Point Rail Trail is a paved pathway stretching from Kingston’s midtown to the Rondout Creek waterfront, connecting important points in the community such as Kingston High...
 NY 2.15 mi Asphalt
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
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
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
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 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
Overview The O&W Rail Trail follows the route of the old NY O&W Railroad (Kingston-Port Jervis Branch) right-of-way for 19.1 miles through Ulster County, NY, between Kingston and Ellenville. The...
 NY 18 mi Asphalt, Cinder, Crushed Stone, Dirt, Grass
Overview The Old Croton Aqueduct Trail spans 26.5 miles across West Chester County, NY. It is often a singletrack dirt pathway that winds through communities and trees and provides an oasis of...
 NY 26.5 mi Crushed Stone, Dirt, Grass, Gravel
Overview The Old Putnam Trail runs through New York City's fourth-largest park which is home to the oldest municipal golf course in America, the Van Cortlandt Park in the Bronx. Splayed over 1,146...
 NY 1.5 mi Asphalt
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
The Railroad Ramble occupies a corridor abandoned by the Central New England Railroad, which provided service from 1871 through 1967. In Lakeville, the trail can be found just off of Route 41 behind...
 CT 1.7 mi Asphalt, Dirt, Grass
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
Connecting the Walkill River and Shawangunk Ridge, the aptly named River-to-Ridge Trail, which opened in September 2018, runs from New Paltz to the Mohonk Preserve. Begin at the Carmine Liberta Bridge...
 NY 4.9 mi Gravel
The Savin Rock Trail offers just over a mile of paved pathway along West Haven’s coastline. Along the way, you’ll enjoy picturesque views of Long Island Sound and access to its sandy beaches. The west...
 CT 1.2 mi Asphalt, Concrete
Overview 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
Meandering along the Hudson River, this trail is part of the 51-mile Westchester RiverWalk. Running north from Croton Point Park and through Croton Landing Park, the paved 2.3-mile path offers scenic...
 NY 2.3 mi Asphalt
The Briarcliff-Peekskill Trailway is a 12-mile linear park that runs from the town of Ossining north to Westchester County's Blue Mountain Reservation in Peekskill.  About the Route The trailway...
 NY 12 mi Asphalt, Dirt, Grass
Overview Running alongside both the Housatonic and Naugatuck Rivers, the Derby Greenway demonstrates a seamless integration of Connecticut’s natural river systems and parks with man-made...
 CT 1.97 mi Asphalt, Dirt
Overview New York City's 8.1-mile East River Greenway offers views of the East River, Queens, Brooklyn, and the iconic bridges that connect these boroughs to Manhattan. The paved pathway traces the...
 NY 8.1 mi Asphalt
The Jack Harrington White Plains Greenway was recently renamed to honor a long-time member of the city's conservation board. The trail's corridor follows the former New York, Westchester & Boston...
 NY 1.2 mi Woodchips
When completed, the Norwalk River Valley Trail will run from Danbury to Long Island Sound in southwestern Connecticut, for a total of about 27 miles. Currently, several disconnected sections totaling...
 CT 12.2 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel
This shared-use path was built as part of the improvement of NY State Route 347 in Suffolk County. SR 347 is a 15-mile arterial between Hauppauge and Port Jefferson, and the trail is envisioned to...
 NY 3.7 mi Asphalt
The 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 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
The Stratton Brook State Park Trail presents a great way to work up an appetite for a picnic at Stratton Brook State Park, the first state park in Connecticut to be entirely wheelchair accessible. The...
 CT 1.2 mi Asphalt, Cinder, Crushed Stone
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
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
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
Open in several disconnected segments, the Billings Trail is a dirt path that traverses a lovely scenic and wooded landscape outside Norfolk in northern Connecticut. Built on the abandoned railbed of...
 CT 3.3 mi Dirt
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
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
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
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
The Hudson River Brickyard Trail runs 1.5 miles from North Street to John Street in East Kingston. Located in Sojourner Truth State Park, the trail follows the shoreline and offers scenic views of...
 NY 1.5 mi Asphalt, Woodchips
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 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
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
Following the former Ulster & Delaware Railroad (U&D) corridor, the Midtown Linear Park is part of the Kingston Greenline. Running through Midtown between Westbrook Lane and Cornell Street, the ADA...
 NY 0.9 mi Asphalt
The Mohansic Trailway is a rail-trail providing an important link between the North County Trailway and the Franklin Delano Roosevelt State Park. The trailway occupies a short-lived spur of the New...
 NY 1 mi Boardwalk, Dirt, Gravel
Overview The Northport Rail Trail runs for 0.75 miles in the suburbs of Northport on Long Island, NY. About the Route The northern end of the Northport Rail Trail is located along Elwood Rd....
 NY 0.75 mi Asphalt, Crushed Stone, Dirt

Recent Trail Reviews

Wallkill Valley Rail Trail

nicest crushed stone trail ever

June, 2025 by vbergerg_tl

Section from New Paltz (and maybe a mile or two below, I haven’t checked) to a mile or so north of the Rosendale Trestle is superb. Just after the Women’s Studio Workshop is an interesting historical furnace chimney. But then the trail comes apart - chunky gravel and hills I wouldn’t want to come down, leading to Williams Lake (saw lots of landscaping going on but no one using that end of it recreationally). I returned to the Women’s Studiovia the road.

read more …

Air Line State Park Trail

Beautiful seclusion

June, 2025 by robert.richter89

I rode 20.5 miles of the southern section of the Air Line Trail from East Hampton to Willimantic on a very hot day in June. This section of the Air Line Trail offers gorgeous scenery, peaceful seclusion and a tightly packed gravel surface that is in very good condition throughout. Despite the heat the trail is very shaded which provided much needed relief from the sun. There are a fair amount of road crossings, most are very small, quiet roads and all of the busier roads have warning lights that can be activated to let motorists know you are crossing.

The only two small complaints I have is there is a lack of signage along the trail. There is one very short on road section that I almost missed getting back on the trail due to there being no signage, I just rightly assumed the small unmarked path on the road was the way to get back on the trail. The gates at the road crossings are on the narrow side which can make navigating through the road crossings difficult. I feel these two issues do not at all detract from what this section of the Air Line Trail has to offer.

read more …

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.

read more …
Accordion

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.

read more …

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

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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

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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 .

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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.

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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

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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 .

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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!

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Harlem Valley Rail Trail

trail is complete now but map not updated

October, 2024 by vbergerg_tl

Map is 6 months out of date

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