Syosset, NY Cross Country Skiing Trails and Maps

1424 Reviews

Looking for the best Cross Country Skiing trails around Syosset?

Find the top rated cross country skiing trails in Syosset, 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
34 Results
Activities
Length
Surfaces
Type

Farmington Canal Heritage Trail

49.1 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

Joseph B. Clarke Rail Trail

4 mi
State: NY
Asphalt

Kress Family Trail

3.1 mi
State: CT
Dirt

Loantaka Brook Reservation Trail

8.5 mi
State: NJ
Asphalt

Maybrook Trailway

28.6 mi
State: NY
Asphalt

Middlesex Greenway

3.6 mi
State: NJ
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

Tallman Mountain State Park Bike Path

2.1 mi
State: NY
Asphalt, Cinder, Dirt

Thompson Park Trails

5.4 mi
State: NJ
Asphalt, Boardwalk

West Essex Trail

3.3 mi
State: NJ
Cinder, Gravel

EPCAL Alternative Transportation Path

9.28 mi
State: NY
Asphalt

Jones Point Path

2 mi
State: NY
Asphalt

Larkin State Park Trail

10.8 mi
State: CT
Cinder, Crushed Stone, Dirt, Gravel
Accordion

Morris Canal Greenway

4.1 mi
State: NJ
Dirt, Grass

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

Shoreline Greenway Trail

4.6 mi
State: CT
Crushed Stone, Dirt

Briarcliff-Peekskill Trailway

12 mi
State: NY
Asphalt, Dirt, Grass

Derby Greenway

1.97 mi
State: CT
Asphalt, 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

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

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

Northport Rail Trail

0.75 mi
State: NY
Asphalt, Crushed Stone, Dirt
Trail Image Trail Name States Length Surface Rating
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 Massachusetts...
CT 49.1 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
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 the...
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
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 8.5 miles of...
NJ 8.5 mi Asphalt
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
It’s hard to believe that a noisy locomotive once ran through here, given that stillness is a defining characteristic of the Middlesex Greenway. Even when people pour onto the trail from the adjacent...
NJ 3.6 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
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 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
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
With fields, woodlands, trails, a playground, an arts center, and a lake, Thompson Park offers a multitude of outdoor activities. Established in 1968 with Geraldine Thompson's donation of the horse...
NJ 5.4 mi Asphalt, Boardwalk
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 trail's northern...
NJ 3.3 mi Cinder, Gravel
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 65-acre...
NY 9.28 mi Asphalt
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 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
Accordion
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 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 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 multi-use trails...
NJ 74.4 mi Asphalt, Ballast, Crushed Stone, Dirt, Grass, Gravel
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
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
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 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
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 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. where a...
NY 0.75 mi Asphalt, Crushed Stone, Dirt

Recent Trail Reviews

Pompton Valley Rail Trail

beautiful new trail

September, 2025 by krawiec.monica

Awesome trail, I tried inline skating and I wouldn’t recommend. It’s definitely possible but not enjoyable. I feel like everything else is doable.

Jones Point Path

Bad shape currently!

September, 2025 by bsmith4_tl

Took a ride on this once nice restored short trail yesterday. The state needs to get back in there and do some basic maintenance. The overgrowth of weeds has turned this into barely a single track lane. Many limbs and broken fencing. It's a shame after all the time and money put into it a few years ago.

Old Croton Aqueduct Trail

OCA south end

September, 2025 by kaiser

Interesting ride did it on a hybrid not a bad ride . Rode from Tarrytown to the end south a few places to get a bite and drink however did not see any porta John’s . Some old stone houses , walls some views of the Hudson River a must see Untermyer park & garden area .

Accordion

Sandy Hook Multi-Use Pathway

Amazing

September, 2025 by mpd45

Such beautiful bike path going next to shore through wood like settings into old army base around island. Very safe scenic and smooth ride our new favorite place to go.

Henry Hudson Trail

Good Beginner Trail

September, 2025 by mpd45

Living in Middlesex county are and getting into biking it’s good long path and safe. Has lot bumps as other reviews and lots stops with street crossings. Started at Gerard St and made it down just past Keansburg area roughly 14 miles round trip. Hard to keep fast momentum or consistent pace with stops but as a beginner it’s great place to ride safely

Henry Hudson Trail

Pleasant leisurely ride

September, 2025 by valbic59

We rode the south segment (Freehold to Big Brook Park), 12 miles RT. It was lovely for a leisurely ride. But with many street crossings and twists in the trail, as well as bumps from roots, it’s not great if you are looking to get any consistent speed. Also, we went in Labor Day, so lots of foot traffic and families riding in groups. Nevertheless, we look forward to trying the other segments.

Farmington Canal Heritage Trail

Rode the entire trail…

September, 2025 by willipar

Rode the entire Farmington Canal Heritage Trail as part of a 2 day ride from Northampton to New Haven. What a fabulous experience! So much variety and New England splendor packed into one journey. It was very interesting to see how each of the towns maintained the trail differently. Everything from the paving to the signage changed as you moved from one village to the next. What an amazing treasure!

Saddle River County Park Bike Path

Heads up that ALL e- bikes are now banned in ALL Bergen County parks. Speed limit of 10mph for all (remaining) vehicles. ¿¿ Bummer.

August, 2025 by acahilly

Heads up that ALL e- bikes are now banned in ALL Bergen County parks. Speed limit of 10mph for all (remaining) vehicles. ¿¿ Bummer.

Heritage Trail (NY)

Nice trail. Poor signage in Goshen

August, 2025 by ddylla

Overall, a very nice paved trail that’s well maintained but very poor connectivity and signage in Goshen. If not for that poor connection, I would have rated this trail five stars. Well worth checking out and hopefully Goshen will improve that stretch in the future.

Governor Cuomo Bridge

Horrible surface, great views

August, 2025 by vbergerg_tl

While all are grateful that bike and pedestrian access were built into the new TZ Bridge, the rough bumpy surface is completely awful. Neither easy on the feet nor pleasant for bikes. I don’t know if it was like this a few years ago or was planned this way, but it’s disappointing.

Heritage Trail (NY)

great trail , great maintenance , would recommend

August, 2025 by campinfool

What a wonderful ride , we did a total of 30 miles from Middletown to Chester and back ! Awesome trail wonderful maintenance of the trail!! Would recommend to anyone that wants to ride Loved the many Jonny on the spots and benches along the trail! As well as eating and drinks along the way to buy ! Even a bike repair station on the trail!!!! ¿¿¿¿ Kevin & Pat Bennett

Maybrook Trailway

The Weeds Are Gone

August, 2025 by robertgerry

I just rode the trail today and the weeds mentioned in a previous review have now been mowed and the tree leaning across the trail near Whaley Lake has been cut. The trail is now in excellent condition with none of the typical rail trail root bumps encountered today. BobG.

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Accordion

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