Find the top rated cross country skiing trails in Port Chester, 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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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...
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...
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...
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...
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...
The old New York Central rail line that ran from the Bronx to northern bedroom communities in Westchester and Putnam Counties carried commuters during the workweek, but on the weekends tourists...
The former “Old Put” commuter rail corridor that ran from the Bronx to northern bedroom communities in Westchester and Putnam Counties is popular once again, only this time it’s for people riding...
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...
You might expect a 4-mile rail-trail that passes through three downtowns to be excessively urban, but the quaint town centers on the Joseph B. Clarke Rail Trail are compact and surrounded by...
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...
The Pequonnock River Trail is not a name you will see on the ground along this developing trail in southwestern Connecticut. Formalized in 2001 by the state, the regional trail pieced together...
The South County Trailway rolls 14.4 miles through one of the most densely populated parts of New York, but its route through pocket woodlots, parks, and golf courses and along riverbanks makes it...
While not a "rail-trail," the Hook Mountain/Nyack Beach Bikeway is a very scenic trail along the Hudson River in Rockland County. The southern half of this trail is flat and runs right along the...
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...
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...
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...
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The Patriots' Path covers roughly 35 miles of terrain and is open to mountain biking, horseback riding, cross-country skiing and hiking. The multi-use trails links parks, open space, recreational...
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,...
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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...
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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...
The Pequonnock River Trail is not a name you will see on the ground along this developing trail in southwestern Connecticut. Formalized in 2001 by the state, the regional trail pieced together...
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...
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...
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...
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...
The South County Trailway rolls 14.4 miles through one of the most densely populated parts of New York, but its route through pocket woodlots, parks, and golf courses and along riverbanks makes it...
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...
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....
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...
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...
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...
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...
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...
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...
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...
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...
Splayed over 1,146 acres in northwest Bronx, Van Cortlandt Park has a lot going on. The park is New York City's fourth largest and is home to the oldest municipal golf course in America. There are...
At first glance, there’s no evidence that an aqueduct ever existed along the Old Croton Aqueduct Trail. The trail is often a singletrack dirt pathway that winds through communities and trees and...
The old New York Central rail line that ran from the Bronx to northern bedroom communities in Westchester and Putnam Counties carried commuters during the workweek, but on the weekends tourists...
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. Loantaka Brook...
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...
You might expect a 4-mile rail-trail that passes through three downtowns to be excessively urban, but the quaint town centers on the Joseph B. Clarke Rail Trail are compact and surrounded by...
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....
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. Loantaka Brook...
While not a "rail-trail," the Hook Mountain/Nyack Beach Bikeway is a very scenic trail along the Hudson River in Rockland County. The southern half of this trail is flat and runs right along the...
The former “Old Put” commuter rail corridor that ran from the Bronx to northern bedroom communities in Westchester and Putnam Counties is popular once again, only this time it’s for people riding...
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...
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...
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...
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...
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...
The West Essex Trail follows a short distance (just under 3 miles) of the former rail bed of the Caldwell Branch on the old Erie-Lackawanna Railroad. The trail runs between the EssexPassiac county...
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....
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...
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...
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...
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...
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...
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...
Splayed over 1,146 acres in northwest Bronx, Van Cortlandt Park has a lot going on. The park is New York City's fourth largest and is home to the oldest municipal golf course in America. There are...
My son and I traveled from Kingston NY. We went to Harriman to start but there is NO access to the trail from Mary Harriman Park. If you ride out of the park and down the road you can not access the trail because it is blocked off due to a broken bridge and is all grown over in weeds and over growth. We got in our car and went to the beginning of the trail in Goshen where there is a parking lot and the official start of the trail. The trail is great! You take the trail 12.30 (give or take) miles to where a huge fence says "TRAIL ENDS HERE." Therefore this is not a 15 mile trail. It is just over 12 miles one way and over 24 miles round trip. Minus the misinformation at the Harriman end, this was a great trail and I would definitely go back again. It is completely paved!
Heading north from Diddell road is a breeze. Got to the Walkway and were rewarded with a great view and friendly folks! Returning southbound is a little tougher since there is the slight upward grade. Get ice cream or a slice at the frozen caboose!
As of July 2019 the paved surfaces ranged from fair to excellent but were mostly good. Intersecting loops and dead ends provide approximately 12 miles of trails but these were non-continuous secondary to construction blockages. This trailway is scheduled to be completed in the spring of 2020. The trails pass mostly baseball fields, soccer fields, picnic areas and municipal storage lots which give parts of the park an industrial feel. There are several good quality bathrooms attached to snack bars along the trail. The views of east Manhattan and the standing waves in the Hell's gate section of the East River are excellent. On the island you may also pass Icahn Stadium, The New York Police Department Harbor Unit, John McEnroe Tennis Academy, a native plant garden and the Manhattan Psychiatric Center Hospital (formerly known as Blackwell's Island Lunatic Asylum).
Parked at the trail head in Millwood & rode North. Did total 35 miles. 17 1/2 one way.Rode into the Putnam railway,as they run into each other.The trail is very scenic.You ride pass some towns. But is hilly & can be challenging ..for some..There are sections that are bumpy.. (tree roots) a lot are marked..just have to pay attention..There are some road crossing..all & all we had a good ride..but don't think this trail is for everyone,not just an easy flat trail.. We had lunch at the Tazza cafe on Rt 133,near where we parked,it was great. Toward the healthy side,loved it..
Before we began we talked to some people at the trail head, and decided to use it to explore the town of Piermont NY which has a nice little downtown and a beautiful pier. About 1/4 mile into the trail there is a dirt path going to the right...went on that until we found a tiny hut labeled 'Piermont' (it is a small museum). Getting advice from a jogger, we went down the steep hills there into town..had coffee at a neat little shop then and eventually found the pier. We had to walk up the steep hills on our return. This was an unexpected adventure, Next time we will do the entire trail.
Sad. Wanted to take my small dog for a walk here but sign posted no pets.
Long Wharf to Yale is partially on-road, busy and tricky. Agreements with landowners have been completed and future construction will eliminate some of the on-road. 2018 trail completions in Cheshire and Southington make the trail continuous for 23 miles.
The remaining section in Southington is scheduled for construction in 2020. The Plainville section is currently in design. Construction could start in 2021. It might be phased, so construction might be complete in 2024 or later. When the Southington section is complete it will be relatively safe to ride on-road across Plainville.
From Northwest Dr on the Plainville/Farmington border the trail goes continuously to Main St Westfield about 34 miles. A few railroad bridges in Westfield have to be rebuilt to complete the trail to the Westfield River
North of the Westfield River the railroad is active. The best on-road routes include hilly and traffic. In Southampton the trail will be on the abandoned railroad right of way, but the right of way has not yet been purchased.
Getting to the trail in Easthampton requires about 10 miles of on-road. The last 7 miles of the trail to Northampton are complete
As of June 2019 the paved surfaces ranged from excellent to fair but were mostly good. Branching and intersecting bicycle trails make it very easy to get lost so having a detailed map of the route is essential. Parking at the recommended lot at Orchard Beach costs $8 on weekdays and $10 on weekends so you may want to try street parking near one of the entrance points.
We started at the beginning of the trail on south side at Danforth road and rode all the way to Washington headquarters museum in Morristown. We walked around the grounds of the museum. Next time we’ll reserve tickets for the tour of the Ford Mansion. We made a stop at friendly’s for lunch on the way back, discovered the stairs that lead us up to friendly’s! Pretty awesome. It was an easy ride with our 3 years old.
We rode this trail on 6/16/19 North from the Tait Road parking lot to its end in Newtown and back, approximately 20 miles total. Almost constantly shaded by trees, very removed from highway traffic, felt like I was in the deep woods at many points. Initial section runs along a ridge and you can look down and see the rivers. Some parts are cinder, some paved, some dirt; there were one or two short sections of gravel; you need a hybrid or a mountain bike (no skinny road bike tires). But overall a very nice ride and worth your time! The section near Tait Road had a number of walkers and families with kids; as we got further north it was much less crowded. As noted, there are several points where you have to cross a road or ride on-road for a short section to get to the next part of the trail, so if you're riding with kids please be aware of this. But we found those sections fairly easy to navigate, even though the signage isn't as good as it could be. There are a few small uphills but they're very short ... just about all flat. Nice to have something like this close to our home in Fairfield County!
Little of this trail is paved as of 6/19. Not suitable for road bicycles.
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