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Find Trails > New York > Peekskill > Peekskill Cross Country Skiing Trails

Peekskill, NY Cross Country Skiing Trails and Maps

1691 Reviews

Looking for the best Cross Country Skiing trails around Peekskill?

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

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Activities
Length
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Type
58 Results
Activities
Length
Surfaces
Type

Ashokan Rail Trail
11.5 mi
State: NY
Crushed Stone

Ashokan Reservoir Promenade
2.7 mi
State: NY
Asphalt

Berkshire Valley Management Area Trail
2.1 mi
State: NJ
Ballast, Cinder

Great Valley Trail
4.3 mi
State: NJ
Dirt, Grass

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

Joseph B. Clarke Rail Trail
4 mi
State: NY
Asphalt

Kress Family Trail
3.1 mi
State: CT
Dirt

Lake Iliff Trail
1.1 mi
State: NJ
Ballast, Cinder, Crushed Stone

Litchfield Community Greenway
2.5 mi
State: CT
Boardwalk, Crushed Stone, Dirt

Loantaka Brook Reservation Trail
8.5 mi
State: NJ
Asphalt

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

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

South County Trailway
14.4 mi
State: NY
Asphalt, Concrete

Sussex Branch Trail
21.2 mi
State: NJ
Cinder, Dirt, Grass
Accordion

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

Walden-Wallkill Rail Trail

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

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

West Essex Trail
3.3 mi
State: NJ
Cinder, Gravel

Black River Wildlife Management Area Trail
4 mi
State: NJ
Ballast

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

Joseph M. McDade Recreational Trail
31.2 mi
State: PA
Gravel

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

Morris Canal Greenway
4.1 mi
State: NJ
Dirt, Grass

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

Ogden Mine Railroad Path
2.7 mi
State: NJ
Ballast, Cinder, Crushed Stone, Dirt

Old Croton Aqueduct Trail
26.5 mi
State: NY
Crushed Stone, Dirt, Grass, Gravel

Patriots' Path
74.4 mi
State: NJ
Asphalt, Ballast, Crushed Stone, Dirt, Grass, Gravel

Paulinskill Valley Trail
27 mi
State: NJ
Ballast, Cinder, Crushed Stone, Dirt, Grass

Randolph Trails
16 mi
State: NJ
Asphalt, Concrete, Crushed Stone

Wharton Rail-Trail (part of Patriots' Path)
0.5 mi
State: NJ
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

Derby Greenway
1.97 mi
State: CT
Asphalt, Dirt

Hamburg Mountain Wildlife Management Area
3 mi
State: NJ
Ballast, Cinder, Dirt

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

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

Klara Sauer Trail
1 mi
State: NY
Crushed Stone

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

Northport Rail Trail
0.75 mi
State: NY
Asphalt, Crushed Stone, Dirt

Quarry Trail
0.1 mi
State: NY
Dirt, Grass
Trail Image Trail Name States Length Surface Rating
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 Berkshire Valley Management Area Trail passes through hardwood forests and affords views of the valley below to the right. Equestrians must have a NJ Wildlife Permit, which is available from NJ...
 NJ 2.1 mi Ballast, Cinder
The Great Valley Trail, built on the former Lehigh & New England Railroad, offers an unpaved, natural experience through quiet woodlands between the townships of Hampton and Frankford. Although...
 NJ 4.3 mi Dirt, Grass
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
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 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 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
This is the first phase of the proposed Lehigh & Hudson River Rail Trail. The second phase will connect Hillside Park to Kittatinny Valley State Park. It is hoped that there will be an eventual...
 NJ 1.1 mi Ballast, Cinder, Crushed Stone
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 system of trails in Loantaka Brook Reservation are open to hikers, cyclists and equestrians, although the trails are marked as to which uses are permitted on each segment. There are...
 NJ 8.5 mi Asphalt
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
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 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
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
Overview The Sussex Branch Trail is a 21.2-mile trail that runs between Branchville and Byram in northern New Jersey. Following a former railroad corridor, the surface of the unpaved trail is a mix...
 NJ 21.2 mi Cinder, Dirt, Grass
Accordion
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
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 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 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
Overview  The Black River Wildlife Management Area Trail runs for 4 miles through streambeds and forests of the Black River Wildlife Management Area. The straight multi-use trail offers access to...
 NJ 4 mi Ballast
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
Note: With a surface of large-sized gravel, the trail is not recommended for road bikes or mountain bikes with no suspension.  Overview The Joseph M. McDade Recreational Trail runs nearly the...
 PA 31.2 mi Gravel
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
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
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
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
This trail is located in the Mahlon Dickerson Reservation which is a unit of the Morris County Park Commission. The trail follows an abandoned railroad bed through hardwood forests, past ponds, swamps...
 NJ 2.7 mi Ballast, Cinder, Crushed Stone, Dirt
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 Patriots' Path covers roughly 74.4 miles of terrain (including all of the many trail spurs) and is open to mountain biking, horseback riding, cross-country skiing, and hiking. The...
 NJ 74.4 mi Asphalt, Ballast, Crushed Stone, Dirt, Grass, Gravel
Overview The Paulinskill Valley Trail follows a creek by the same name through a section of rural New Jersey with a strong German influence. In fact, the word kill is Dutch for “riverbed or stream...
 NJ 27 mi Ballast, Cinder, Crushed Stone, Dirt, Grass
The Randolph Trail system covers 16 miles of pathways through five parks, the Clyde Potts Reservoir watershed and 2,000 acres of pristine open space. The trails link schools and neighborhoods and also...
 NJ 16 mi Asphalt, Concrete, Crushed Stone
A short rail trail with two covered bridges occupying a portion of the former Mount Hope Mineral Railroad right-of-way in Wharton, NJ. In the future this trail will be linked with the Rockaway...
 NJ 0.5 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
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
This trail is in an area rich in geological history. Zinc and Iron Ores were transported along this branch from mines in the area that operated for over 200 years. The trail is scenic with a slight...
 NJ 3 mi Ballast, Cinder, Dirt
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
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
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
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
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

Heritage Trail (NY)

Heritage trail update!

December, 2024 by flywithme_tl

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!

read more …

Harlem Valley Rail Trail

trail is complete now but map not updated

October, 2024 by vbergerg_tl

Map is 6 months out of date

read more …
Accordion

Vanderbilt Motor Parkway

Ride from Alley Pond to Citifield

October, 2024 by peterosenrosen@gmail.com

This trail continues 8 miles from Alley Pond Park all the way to Flushing Meadows Park, home of the 2024 World Series champion NY Mets! You only have to cross 3 streets for the entire ride. You continue past Cunningham park to peck fields then to Kissena Park, Kissena Corridor Park, then alongside the Queens botanical garden. It’s pretty flat, nicely paved, and you can safely ride it at night. Leave your

read more …

Old Erie Path

Good Connector Trail

October, 2024 by cehersh

We recently did a loop ride, crossing the George Washington Bridge and Mario Cuomo Bridges. This trail was a seamless connector from Rt. 9 and the town of Sparkill to the MCB. It's fairly narrow with occasional views across the Hudson River and the bridge. The condition was pretty good, gravel/dirt.

read more …

Bronx River Greenway

A Bit Disjointed

October, 2024 by cehersh

We attempted to ride the entirety of the greenway in two halves, north and south. North have was pretty good--a lot of raised roots on pavement--from Valhalla and south to Bronxville. The southern half began with an abrupt dead end below Bronxville, followed by miles on road. We eventually linked up with a bike lane alongside roadways that led us as far south as Bronx Zoo. Overall, the trail lack good markings and directives. We were disappointed with the southern section of greenway and aborted plans of continuing to the East River. Wanted to like it!

read more …

East River Greenway

Under Construction

October, 2024 by 8myn77627t

The East River Greenway is under construction. There is no access between 76th and 71st streets. The newly built portion between 71st and 52nd streets is quite nice. The section between 52nd and 37th still needs to be built. Further downtown, the greenway is closed south of 23rd until about the seaport. Hopefully it’ll be ready for next spring.

read more …

Wallkill Valley Rail Trail

worth the time & effort

October, 2024 by flywithme_tl

Started 3 miles south of New Paltz & ride all the way to Kingston , plenty of places to eat & drink in New Paltz after that there is a farm brewery on your right going north & a little health food eatery in the middle of nowhere by a campsite on the left going north after that you come to get Rosendsle trestle , the mining caves ( you can feel the cold air mass as you ride by ) Once you get to Kingston you pedal via rroad to the town

read more …

River-to-Ridge Trail

no rail trail but doable

October, 2024 by flywithme_tl

Trail is all gravel so be careful ! It starts in the center of town in New Paltz goes into a field of green & a view of a mountain it’s ok but I would not do again .

read more …

Setauket-Port Jefferson Station Greenway Trail

Great path but the abandoned warehouse is gone so seeing old building aspect gone, and they are not maintaining with the roots pushing up the road

September, 2024 by jrfarrell1991

Great path but the abandoned warehouse is gone so seeing old building aspect gone, and they are not maintaining with the roots pushing up the road

read more …

Saddle River County Park Bike Path

Beautiful Trail/No E-bikes Allowed

September, 2024 by stakrx

We had a beautiful day riding this trail! There were a lot of people, however, that's to be expected on a wonderful Sunday afternoon. The only downside was that we were stopped and given a warning, with my name taken and entered into the officers computer, by a County Sherif officer that e-bikes are prohibited in all Bergen County parks. Unfortunately we won't be back to this trail again.

read more …

Loantaka Brook Reservation Trail

Loved

September, 2024 by vmwtjy59gy

Truly loved this trail we went on a Sunday September, we had our electric bikes it was so much fun. Coming back for sure!

read more …
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