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Poughkeepsie, NY Hiking Trails and Maps

1146 Reviews

Looking for the best Hiking trails around Poughkeepsie?

Find the top rated hiking trails in Poughkeepsie, 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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67 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

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

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 Valley Rail Trail
7.1 mi
State: NY
Asphalt

Joseph B. Clarke Rail Trail
4 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

Parksville Rail Trail
1.3 mi
State: NY
Cinder

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

Putnam Trailway
11.8 mi
State: NY
Asphalt

Raymond G. Esposito Memorial Trail
1 mi
State: NY
Crushed Stone

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

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

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

Timberdoodle Trail
2.3 mi
State: NJ
Crushed Stone, Dirt, Grass, 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

D & H Canal & Gravity Railroad Heritage Corridor - Port Jervis Branch Trail
1 mi
State: NY
Cinder, Gravel

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

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

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

Westchester RiverWalk (Croton-on-Hudson)
2.3 mi
State: NY
Asphalt

Wood Duck Nature Trail (Wallkill River NWR)
1.5 mi
State: NJ
Ballast, Crushed Stone, Dirt, Grass

Briarcliff-Peekskill Trailway
12 mi
State: NY
Asphalt, Dirt, Grass

D & H Canal Park
0.6 mi
State: NY
Crushed Stone

Jack Harrington White Plains Greenway
1.2 mi
State: NY
Woodchips

Liberty Rail Trail
2.4 mi
State: NY
Asphalt, Cinder, Dirt, Grass, Gravel

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

Ramsey Bike Path
1 mi
State: NJ
Asphalt

Ridgefield Rail Trail
2.3 mi
State: CT
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

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

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

Liberty Loop Trail
2.5 mi
State: NJ
Crushed Stone, Dirt, Grass, Gravel

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

Midtown Linear Park
0.9 mi
State: NY
Asphalt

Mohansic Trailway
1 mi
State: NY
Boardwalk, Dirt, Gravel

Quarry Trail
0.1 mi
State: NY
Dirt, Grass
Trail Image Trail Name States Length Surface Rating
Overview 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...
 NY 26.6 mi Asphalt, Crushed Stone
Overview 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...
 NY 11.5 mi Crushed Stone
Overview 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...
 NY 2.7 mi Asphalt
The Bronx River travels from the mouth of the East River north to the Kensico Dam, providing views of the natural history of the area. Because the trail is under development, there are several gaps...
 NY 24.8 mi Asphalt, Boardwalk, Concrete, Crushed Stone, Gravel
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
Closure Notice: The Heritage Trail is closed between Bridge #1 (Leigh Ave., Chester) and Bridge #4 (Craigville Rd., Blooming Grove) through Fall 2024. See Orange County, NY's website for more...
 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 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
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 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
Closure Notice: Due to flooding and storm damage, the Maybrook Trailway from Green Haven Rd. to Depot Hill Rd. See Empire State Trail for more current information. Overview The Maybrook Trailway...
 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
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
Overview The Parksville Rail Trail is the northernmost section 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...
 NY 1.3 mi Cinder
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 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
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
Accordion
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
For family riding and walking, the Tannersville Bike Path offers a 2.7 mile stretch of graded dirt path starting on Clum Hill Road directly across from Cortina Valley. The opposite end is on Bloomer...
 NY 2.7 mi Dirt, Gravel
Overview The Timberdoodle Trail runs along a former railroad corridor through the Wallkill River National Wildlife Refuge for 2.3 miles. It is accessible at its northern end and at a trailhead...
 NJ 2.3 mi Crushed Stone, Dirt, Grass, 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
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
The City of Port Jervis is the latest community to save a portion of the former D&H Canal and turn it into a greenway for use by residents and visitors. A section of the canal, which is approximately...
 NY 1 mi Cinder, Gravel
Overview 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...
 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
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
Overview 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
The 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 amusement...
 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
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
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
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 Wood Duck Nature Trail, appropriately named for the secretive duck, was made possible through the hard work and dedication of refuge volunteers. This beautiful trail now extends about 1.5 miles on...
 NJ 1.5 mi Ballast, Crushed Stone, Dirt, Grass
The Briarcliff-Peekskill Trailway is a 12-mile linear park that runs from the town of Ossining north to Westchester County's Blue Mountain Reservation in Peekskill. The trail is built on land...
 NY 12 mi Asphalt, Dirt, Grass
The D & H Canal towpath is nestled within the 300-acre D & H Canal Park in the New York hamlet of Cuddebackville. The crushed-stone trail, stretching just over a half mile, is one section of a larger...
 NY 0.6 mi Crushed Stone
The 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
Overview The Liberty 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 2.4 mi Asphalt, Cinder, Dirt, Grass, Gravel
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 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. The trail passes among suburban acreages, along a creek at one point, and past a couple...
 CT 2.3 mi 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
Overview 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
Overview 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...
 NY 20.65 mi Asphalt, Grass, Gravel
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
Overview Located in the Wallkill River National Wildlife Refuge, the Liberty Loop Trail is 2.5 miles long with a surface of gravel, grass, dirt, and crushed stone. Some portions may have raised...
 NJ 2.5 mi Crushed Stone, Dirt, Grass, Gravel
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
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
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

Recent Trail Reviews

William R. Steinhaus Dutchess Rail Trail

Hopewell Junction

September, 2024 by flywithme_tl

Went from the Thuway area in Poughkeepsie over the walkway and ride to Hopewell junction .Nice trail well groomed , paved not much to look at but very cool what the volunteers did to the RR depot , signal house and pavilion, the depot museum was great . Went to Daddy O’s restaurant on the trail , good food . The NY empire trail continues along live tracks goes I believe quite far .

read more …

Westchester RiverWalk (Croton-on-Hudson)

great trail!

September, 2024 by ymm10501

Super calm,people are kind, and a great way to relax!!

read more …

O&W Rail Trail (Ulster County)

O&W Kingston

September, 2024 by flywithme_tl

Nice trail a must do . From Kingston it’s paved at least 5 -6 miles the rest is easy ride great scenery !

read more …
Accordion

Heritage Trail (NY)

A paved gem

August, 2024 by eswnyc

This isn’t the most scenic trail in the world, but it’s in spectacular condition, paved from end to end, busy on weekends but never overcrowded. There are a few nice stops along the trail. Beware: there is a slightly confusing part in Goshen where the trail has a short gap - the signage is not great so you might fumble around to find the next section, but it’s totally worth the trouble.

read more …

D & H Canal Linear Park and Towpath Trail

Another disappointing part of the Sullivan County trail network

August, 2024 by eswnyc

Wildly inconsistent and discontinuous trail. Has potential, but I sense it will be many, many years before this will rival the trails on the east side of the Catskills. Skip this and just go to the Heritage Trail in Middletown.

read more …

Maybrook Trailway

weeds weeds weeds!!!

August, 2024 by johnjr4

This is a great trail that is now suffering from neglect . The weeds are so overgrown that the trail is almost down to a single lane.

read more …

William R. Steinhaus Dutchess Rail Trail

Top Trail

August, 2024 by z4g9gshqpr

Nice and wide. Plenty of room for walkers, runners and bikers alike. Hudson Valley really has a great series of trails and this is one of them. Connects the Walkway Over the Hudson to the Maybrook Trailway. Bikers dream.

read more …

Albany-Hudson Electric Trail

Nassau to Stuyvesant Falls Park

August, 2024 by andrix

This trail (14 mile section) was in pristine condition with surprising amount of wildlife (herons, deer, turtles) along the way. Park, falls and 1800's mill factory at the southern end was worth a stop. Maybe shaded 50% so suntan lotion a must. There's a parking lot in Nassau right next to the trail. As others have mentioned, very few bathroom facilities on route.

read more …

Sullivan O&W Rail Trail

overgrown, unmaintained

August, 2024 by mwoods54321

I tried this trail starting in two spots. First at the north end off 208. The first few hundred yards are good, but then it becomes overgrown. I went through the brush and mud for another few hundred yards, but turned around at a washed out culvert. Next I drove to the north end of the southern section off S road. This was better. Bumpy with roots across the trail. Foot tall grass in most places, but passable for a half mile or so. After the underpass there are several bridges in degrading condition. I didn't dare ride across, but walked these. There were also downed trees in two spots. A little over a mile in I turned around at another rotting bridge that had 3 large snakes (I believe Northern Water Snakes, but not 100% sure).
I wouldn't waste your time with trying this trail.

read more …

Heritage Trail (NY)

Heritage Trail a must do again!

August, 2024 by flywithme_tl

Great trail did from Harriman to Middletown plenty of opportunities to get food & water . I recommend Mason’s Place in New Hampton right on the trail breakfast lunch , dinner & bar . Very cool 1866 place , lots of history , good food . The owner Brett was very accommodating and offered to stay late for us .

read more …

Heritage Trail (NY)

Trail Maintenance

August, 2024 by shines19

Rode from Harriman ti right before downtown Chester. The trail is closed for maintenance at about the 7 mile marker.

read more …

Ashokan Rail Trail

great bike trail

July, 2024 by frednshapiro

This mostly flat, well maintained trail goes though woods and across dykes. The scenery makes this a near perfect trail.

read more …
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