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Dover Plains, NY Walking Trails and Maps

1434 Reviews

Looking for the best Walking trails around Dover Plains?

Find the top rated walking trails in Dover Plains, 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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76 Results
Activities
Length
Surfaces
Type

Albany-Hudson Electric Trail
26.6 mi
State: NY
Asphalt, Crushed Stone

Ashokan Rail Trail
11.5 mi
State: NY
Crushed Stone

Ashokan Reservoir Promenade
2.7 mi
State: NY
Asphalt

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

Bronx River Greenway
22 mi
State: NY
Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel

Columbia Greenway Rail Trail
3.1 mi
State: MA
Asphalt

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 Valley Rail Trail
7.1 mi
State: NY
Asphalt

Kennedy Trail
1.7 mi
State: NY
Cinder

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

Old Erie Path
3 mi
State: NY
Dirt, Gravel
Accordion

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

South County Trailway
14.4 mi
State: NY
Asphalt, Concrete

Southwick Rail Trail
6.5 mi
State: MA
Asphalt

Sue Grossman Still River Greenway
3.4 mi
State: CT
Asphalt

Tannersville Bike Path (Huckleberry Multi-Use Trail)
2 mi
State: NY
Dirt, Gravel

Timp-Torne Trail
5.4 mi
State: NY
Dirt

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

Windsor River Trail

0.8 mi
State: CT
Asphalt

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

Captain John Bissell Trail
4.5 mi
State: CT
Asphalt

Charter Oak Greenway
16.5 mi
State: CT
Asphalt

D & H Canal Linear Park and Towpath Trail
6.84 mi
State: NY
Ballast, Cinder, Dirt, Grass, Gravel

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

Jones Point Path
2 mi
State: NY
Asphalt

Kaaterskill Rail Trail
2 mi
State: NY
Concrete, Dirt, Grass, Gravel

Kingston Point Rail Trail
2.15 mi
State: NY
Asphalt

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

Mamakating Rail Trail
3.2 mi
State: NY
Ballast, Cinder, Grass, Gravel

Mattabassett Trolley Trail

2.9 mi
State: CT
Asphalt

Middlebury Greenway
4.5 mi
State: CT
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

Quinnipiac Linear Trail

2.1 mi
State: CT
Asphalt, Gravel

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

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

Norwalk River Valley Trail
12.2 mi
State: CT
Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel

Ridgefield Rail Trail
2.3 mi
State: CT
Gravel

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

Sullivan O&W Rail Trail
20.65 mi
State: NY
Asphalt, Grass, Gravel

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

Basha Kill Rail Trail (Shawangunk Ridge Trail/Long Path)
5.5 mi
State: NY
Dirt, Grass

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

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

Hunter Branch Rail Trail
1.5 mi
State: NY
Boardwalk, Crushed Stone, Dirt, Grass

Hunter Regional Trail
6.1 mi
State: NY
Boardwalk, Concrete, Crushed Stone, Dirt, Grass, Gravel

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
Trail Image Trail Name States Length Surface Rating
The Albany-Hudson Electric Trail (AHET) follows a 36-mile course through the former Albany-Hudson Electric Trolley corridor from Hudson to Rensselaer in New York State. There are several gaps along...
 NY 26.6 mi Asphalt, Crushed Stone
The Ashokan Rail Trail is an 11.5-mile multi-use trail that traces the northern edge of the Ashokan Reservoir, which provides a large proportion of New York City's drinking water. The trail sits on...
 NY 11.5 mi Crushed Stone
With vistas of the Catskill Mountains and a vast blue lake, the Ashokan Reservoir Promenade is a paved pathway that spans just shy of 3 miles along the reservoir's southern shoreline. About the...
 NY 2.7 mi Asphalt
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 with...
 CT 1.8 mi Asphalt
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. Because the...
 NY 22 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel
The Columbia Greenway Rail Trail offers just over 3 miles of paved, tree-lined pathway through Westfield in southwestern Massachusetts. About the Route The rail-trail runs between the Westfield...
 MA 3.1 mi Asphalt
Closure notice: During the week of July 7th, the FCHT will be closed due to repaving from Copperhill Road to the Suffield line and then from RT. 189 to Floydville Rd. First a canal, then a...
 CT 49.1 mi Asphalt
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 rail-trail was...
 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
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 & Harlem Railroad...
 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
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 different...
 NY 19.4 mi Asphalt, Crushed Stone, Dirt
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 State Park and...
 NY 4.9 mi Asphalt, Ballast, Crushed Stone, Dirt, Gravel
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 bridges....
 NY 7.1 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 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
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 former...
 NY 28.6 mi Asphalt
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 communities in...
 NY 20.7 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
Accordion
Note: ALL Trumbull town parks require permit parking stickers year-round (also noted on the signboards at each park entrance).  The Pequonnock River Trail is the formal name for this developing...
 CT 14.5 mi Asphalt, Crushed Stone
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, tourists...
 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
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 along...
 NY 14.4 mi Asphalt, Concrete
The Southwick Rail Trail extends for 6.5 miles between the Westfield town line south and the Massachusetts–Connecticut state line. About the Route Along the way, the Southwick Rail Trail travels...
 MA 6.5 mi Asphalt
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
For family riding and walking, the Tannersville Bike Path offers a 2-mile stretch of graded dirt path starting on Clum Hill Road directly across from Cortina Valley. The opposite end is on Bloomer...
 NY 2 mi Dirt, Gravel
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
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
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 Poughkeepsie,...
 NY 1.6 mi Concrete
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 welcomes all...
 NY 21.4 mi Asphalt, Cinder, Dirt, Gravel
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 what seems...
 NY 13.8 mi Asphalt
The Windsor River Trail is a paved trail along the Connecticut River in Windsor Meadows State Park. The trail begins at the state park’s parking lot on E Barber St. The Captain John Bissell Trail,...
 CT 0.8 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
The Bissell name looms large in this part of New England, and has been immortalized in multiple ways, including the Bissell Ferry, the Bissell Memorial Bridge and now, the Captain John Bissell trail,...
 CT 4.5 mi Asphalt
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 the journey...
 CT 16.5 mi Asphalt
The D&H Canal Linear Park and Towpath Trail, situated in Wurtsboro, NY carries trail users for 6.84 miles along the former towpath for the historic Delaware and Hudson Trail. Use of motorized...
 NY 6.84 mi Ballast, Cinder, Dirt, Grass, Gravel
The Bashakill Wildlife Management Area is located on the Orange County-Sullivan County border just south of Wurtsboro, New York. It consists of over 3,000 acres of wetlands and uplands which were...
 NY 5.7 mi Ballast, Cinder, Dirt, Grass
The 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
The Kaaterskill Rail Trail offers a beautiful, wooded route through Haines Falls in eastern New York, nestled in the northern Catskills. It begins at the historical Ulster & Delaware Train Station,...
 NY 2 mi Concrete, Dirt, Grass, Gravel
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 School, City...
 NY 2.15 mi Asphalt
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 frequently and...
 CT 10.8 mi Cinder, Crushed Stone, Dirt, Gravel
The Mamakating Rail Trail is part of the Sullivan O&W Trail, which runs for 20.65 miles in Sullivan County in 7 distinct sections along the previous O&W Railroad Main Line and Port Jervis...
 NY 3.2 mi Ballast, Cinder, Grass, 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
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, ending at an...
 CT 4.5 mi Asphalt
The first phase of the New Milford River Trail runs southeast from Gaylordsville via the scenic but lightly traveled River Road, through Sega Meadows to Boardman Bridge, a distance of about 5 miles....
 CT 5 mi Asphalt, Crushed Stone, Dirt
The 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 O&W Rail...
 NY 18 mi Asphalt, Cinder, Crushed Stone, Dirt, Grass
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 green just north...
 NY 26.5 mi Crushed Stone, Dirt, Grass, Gravel
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
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
When complete, Connecticut’s Shoreline Greenway Trail will be a scenic 25-mile route through four quaint New England towns off Long Island Sound. From Lighthouse Point to Hammonasset Beach State Park,...
 CT 4.6 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
Running alongside both the Housatonic and Naugatuck Rivers, the Derby Greenway demonstrates a seamless integration of Connecticut’s natural river systems and parks with man-made interventions of the...
 CT 1.97 mi Asphalt, Dirt
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
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 Sullivan O&W Trail runs for 20.65 miles in Sullivan County in 7 distinct sections along the NY O&W Railroad Main Line and Port Jervis-Kingston Branch rights-of-way. The Sullivan O&W Rail Trail...
 NY 20.65 mi Asphalt, Grass, Gravel
Fahnestock State Park is a relatively undiscovered gems in the New York State Park System. Located a few miles east of Cold Spring Village on Rt. 301 (Main Street), the park jurisdiction was recently...
 NY 2.2 mi Dirt
A former right-of-way of the NY & NJ Railroad. Near historical Mount Ivy which was the center of a Quaker settlement in the 18th century. Hiking along railroad bed and wildlife observation and...
 NY 2 mi Ballast, Cinder, Dirt, Grass, Woodchips
The Basha Kill Rail Trail is part of the Sullivan O&W Trail, which runs for 20.65 miles in Sullivan County in 7 distinct sections along the previous O&W Railroad Main Line and Port Jervis...
 NY 5.5 mi Dirt, Grass
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
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 enriches the...
 CT 2.1 mi Asphalt
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 is...
 NY 3.6 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 Hunter Branch Rail Trail (HBRT) is a recently completed segment of the Hunter Regional Trail (HRT), a network of rail-trails that run along a former railroad corridor in the Town of Hunter,...
 NY 1.5 mi Boardwalk, Crushed Stone, Dirt, Grass
The Hunter Regional Trail (HRT) is a network of rail-trails that run along a former railroad corridor in Hunter, NY. Currently, there are 6.1 miles of open trail in the hamlet of Haines Falls, the...
 NY 6.1 mi Boardwalk, Concrete, Crushed Stone, Dirt, Grass, Gravel
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

Recent Trail Reviews

Maybrook Trailway

what a amazing ride from 292/55 to Hopewell junction

July, 2025 by cudacom

Beautiful ride in the am was nice and cool and quiet Down hill to hopewell This time of year there are so many raspberries on the side of the trail going back to collect some for jam end of the week Being a rail trail the way back is just a slight incline Great Ride

read more …

Farmington Canal Heritage Trail

Quick notice: July 7 - 13: Section will be closed

July, 2025 by andrix

Beginning perhaps 2 miles north of the Simsbury Airport and continuing north for at least a few miles the trail will be closed for construction (looks like repaving + ?). I was on this trail yesterday and the "Will Be Closed" signs are abundant.

read more …

O&W Rail Trail (Ulster County)

a little rough in spots but all in all a great ride !!!

July, 2025 by v65xtm2gzt

Rough in spots but really nice ride !!! Would do it again ! Tough around the steep hill x2 , Tressel bridge !!! But nice scenery and cool breeze Pat and Kevin B

read more …
Accordion

Sullivan O&W Rail Trail

awesome ride

July, 2025 by v65xtm2gzt

Throughly enjoyed the trail end of the trail needs some work otherwise an awesome ride !!!

read more …

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 …

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 …

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 .

read more …

Southwick Rail Trail

A perfect little trail

April, 2025 by robert.richter89

I rode the entirety of the Southwick Rail Trail coming from the Farmington Canal in CT. The Farmington is in very good condition, the Southwick is in even better condition! There are mile markers every mile, the scenery is very peaceful and the trail is very flat making it an easy ride. I stopped as soon as I hit the Columbia Greenway but it is also a seamless transition to that trail as well.

I didn't notice any places to pull off for food but its a short trail so I don't consider that a negative. The trails that join this one really give you so many options for ride length or to visit the trail towns along the way.

read more …

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.

read more …

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 .

read more …

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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