Find the top rated trails in Sleepy Hollow, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
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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 2.8-mile eastern phase of the Bedminster Hike and Bikeway allows pedestrians and cyclists to safely traverse part of Bedminster Township by crossing over I-287 and US 206/202 via a series of three...
Located in the mid-Hudson Valley is a remarkable trail that is picturesque and family friendly. This flat, paved Hudson Valley Trail stretches nearly 4 miles through hardwood forests, over Black Creek...
At 2.6 miles, the Staten Island Greenbelt Multi-Purpose Trail offers a nice jaunt for joggers, walkers, and cyclists alike. The crushed-stone path is 6-feet wide and runs from Rockland Avenue to...
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...
Built in 1888 to link New York and New England to the coal beds of Pennsylvania and the West, the steel cantilever truss Poughkeepsie-Highland Railroad Bridge was the longest bridge in the world for a...
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...
The Kings Park Hike & Bike Trail runs for 1.5 miles between Old Dock Road at Church Street in Kings Park and Nissequogue River State Park. The trail is a town of Smithtown park and follows an...
The Bronx River Greenway will one day stretch 23 miles along the river through New York's Westchester and Bronx counties. Currently, 18 miles of the trail are complete in disconnected segments largely...
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...
Ocean Parkway Coastal Greenway, which opened in June 2014, runs just shy of 4 miles between Jones Beach State Park and Tobay Beach. Both beaches permit swimming and provide opportunities to purchase...
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NOTE: The Bayshore Trail is currently open, however, storm damage has made trail conditions primitive with wet and muddy patches. Users should exercise caution and watch for construction vehicles in...
This 2.1-mile long paved path runs directly adjacent to (about 30-40 feet off of) the Boulevard in Mountain Lakes, NJ, and follows the exact route of a former trolley line operated by the Morris...
Hudson River Greenway provides a continuous 11-mile route between Battery Park at the southern tip of Manhattan and the Little Red Lighthouse underneath the George Washington Bridge. The trail passes...
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...
The Shore Parkway Greenway Trail is comprised of two disconnected segments along the New York Harbor that together offer more than 12 miles of paved pathway on Brooklyn's southern border. Between the...
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clarke Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
Shawangunk, Walden, and Wallkill Rail Trail is built on a railroad right-of-way that was abandoned by Conrail in the late 1970s. Conrail and its predecessors, Penn Central, New York Central, and The...
The Cross Island Parkway Trail closely follows its namesake thoroughfare through northeastern Queens. From its northern end, you will soon enter Little Bay Park, which offers lovely views of the...
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 Essex–Passiac county...
The John Kieran Nature Trail is a short loop that borders Van Cortlandt Lake and its associated wetlands. It is a wonderful site for bird-watching. The trail also passes several sites of significance...
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...
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...
NOTE: The Bayshore Trail is currently open, however, storm damage has made trail conditions primitive with wet and muddy patches. Users should exercise caution and watch for construction vehicles in...
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clarke Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
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...
The Bethpage Bikeway is one of Long Island's most popular trails. It connects Merrick Road in Massapequa with Bethpage State Park, and includes additional trail north to Trail View State Park in...
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 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 Dutchess Rail Trail is a local treasure in the Hudson Valley region of New York, and for good reason: the 13-mile trail runs through what seems like a perpetually green landscape of dense tree...
The Sussex Branch Trail got its start in the late 1840s as the narrow-gauge, mule-drawn Sussex Mine Railroad, whose primary purpose was hauling iron ore from the mines in Andover to Waterloo Village...
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...
The North County Trailway is the longest of the four connected rail-trails breathing new life into the former New York Central Railroad's Putnam Division line. The "Old Put" provided passenger and...
The Mosholu-Pelham Greenway connects several parks and recreational opportunities in New York City's north and central Bronx neighborhoods. A portion of the trail is also part of the growing East...
In the mid 1800s Chester, New Jersey, was the home of the iron ore industry; railroads shipped the ore all over the county. With the end of the industry, however, the rail lines were abandoned, turned...
The delightful asphalt Middlebury Greenway winds 4.4 miles through the residential community of Middlebury, connecting businesses, parks and neighborhoods. The popular trail offers residents an...
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...
The paved pathway running through West Hudson Park offers a scenic, tree-lined escape in Harrison, a suburb of Newark. The trail provides access to the park’s stocked lake, water park, athletic...
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...
The Kings Park Hike & Bike Trail runs for 1.5 miles between Old Dock Road at Church Street in Kings Park and Nissequogue River State Park. The trail is a town of Smithtown park and follows an...
The Columbia Trail strings together forests, farms and parklands as it stretches 15 miles among the small towns of High Bridge, Califon, Long Valley and Washington. Most of the corridor parallels the...
The Eastern Parkway Trail is a 2-mile route along a tree-lined boulevard in Brooklyn's Crown Heights neighborhood. The path begins at Prospect Park, which houses some of Brooklyn's most popular...
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 Essex–Passiac county...
Although just a mile long, the Beach Channel Drive Greenway in Queens offers expansive views of Jamaica Bay and the beautiful Marine Parkway Bridge as it traces the border of Jacob Riis Park. On the...
The High Line rail-trail is an urban marvel, stretching 1.5 miles and towering almost 30 feet above street level through several neighborhoods in the lower west side of Manhattan. The first section...
The Bronx River Greenway will one day stretch 23 miles along the river through New York's Westchester and Bronx counties. Currently, 18 miles of the trail are complete in disconnected segments largely...
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
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...
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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...
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...
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...
These three contiguous trails—the Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trail—occupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
Canopied with deciduous trees for most of its 10.4 miles, the Larkin State Park Trail (a.k.a. Larkin Bridle Path) is primarily a wilderness trail, with wooded vistas, wetland views and sparse...
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 New Springville Greenway stretches just over 3 miles, primarily paralleling Richmond Avenue on New York's Staten Island. A highlight of the paved pathway is its proximity to Freshkills Park, a...
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...
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 Setauket-Port Jefferson Station Greenway Trail stretches just over 3 miles along Long Island’s north shore. Construction was completed in two phases with the first trail section opening in 2009...
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...
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Much of the 15-mile Heritage Trail, a.k.a. the Orange Heritage Trail, sails past wide fields of corn and wheat. The trail starts in Harriman at the Mary Harriman Park. From there, it heads northwest...
Yesterday, August 16 we decided to walk this trail. We found the trail completely closed for construction. The Popamora end by a sign only and the marina end by a full chain link fence gate. Needless to say, we were very disappointed. As an alternate, we drove the short distance to the HHT Activity Center to walk the northern end of the Henry Hudson Trail. We went as far as the bridge over Rt. 36 that leads to the Earle Pier. When we reached this point, my wife said I have had enough. Enough traffic noise from Rt. 36, enough bicyclists without the courtesy to announce their passing - "on your left", a few simple words to avoid injury for all, enough hard paved surface. We turned back and went to the marina to sit quietly by the water. My sincere hope is the area under construction is only being repaired and not paved over as is this section of the HHT. If it is paved, we will go back to the woods to find more natural trails for hiking.
Tried to post a review but censors refused to post it.Let's see if they allow this post.Ran here in early August at 6AM on a cool,humid morning.Trail well maintained.Started at Tony Williams Park.Encountered group of people walking trail who had dumbbells and appeared questionable.Same people were eyeing my car when I returned to Williams Park.This may be a very isolated incident but is there any police presence on trail.Should not have experienced this at 6AM.For the safety of other trail users,you censors need this to be posted.
What is more fun than cycling in the forest, beach, and ruins of a foregone past? I was virtually alone on an early August weekday that was overcast. I only wish I had my own bike instead of the cruisers they rent here, but it was a new experience and serviceable for this short ride.
Rode it this past Sunday mid-morning with my 14 year old son. We started at the nothern most parking (which has space for 6 cars + 1 handicap spot). We rode to Sunrise Highway and back, about 20 miles round trip. As it got later in the morning, the path became more crowded mostly with pedestrians toward the southern end of the route. Similar to the Vanderbilt path, there were pedestrians and cyclists with ear plugs or headphones. Some cyclists were inexperienced on paths; stopping in the middle, pulling off to the left without looking behind...
All in all the path is nicely paved and is best for cycling in the morning on weekends, or possibly more times on weekdays.
The North County Trail is suffering from serious neglect. It used to be a well maintained, smooth riding experience. It is now in danger of becoming a Civil War era corduroy road. There are many areas that are in desperate need of re-paving. There is also a section that was eroded during Super Storm Sandy and has not been repaired. It's a shame that what was once a terrific trail has been allowed to degrade so much.
This trail has a little bit of everything ..... asphalt, grass, hard packed dirt or gravel. We started on the North end at Pepper went south and was for the most part going on a slight downhill 80% of the way to The Trumbull trail end. It was for the most part lovely. Often very wide and smooth. I would go the opposite way as Linda and I always prefer to glide back to the car.
If you want some nice swamp photos, mainly close shots, there are opportunities within the first half mile. But further onward about half way,
" heads up " literally....there's a huge dead branch up in the trees that overhangs the trail. Other than that I found it to be a nice walk, short but nice.
Relaxed, smooth path and easy to follow. Not much shade but the cool breeze from the ocean makes up for it. Praying for the day this gets further extended. It's a Long Island gem. Thank you to all who make these trails possible.
Directions on the website are easy-to-follow and parking convenient. It's an amazing trail which started at High bridge Main Street. Track is wide enough for a car most of the time. Road was packed earth with gravel which is easy on the knees. Several bikers, people walking the dogs and two runners including me. Not too busy. Flat path with wonderful foliage and tree covered shade all the way through which was amazing. I was able to do a 9 mile run midafternoon at 84° temperature very comfortably. Scenery was breath taking. You have waterfalls bridges and the sound of running water. Did not turn my music on. Did not need to. Some farmhouses along the way which I envied. If I could do it all over again I would live here. Very well maintained. Thank you thank you. What a wonderful experience. And I have been on trails all over New Jersey. This was the best one
Once you get in the main trail, it's a nice, easy ride. But I picked up some kind of metal shard in my tire, and I suspect it was on the access trail that starts on Boardman.
My friend and I rode from New Paltz to Gardiner. Trail is very rough; dirt, large gravel (not crushed limestone), rocks and quite a bit of mud. We did it on hybrids and were not comfortable. But the scenery is spectacular, and New Paltz is a great town to shop and have lunch. But a mountain bike, preferably with suspension, would have been much better. Towns along trail need to do some maintenance.
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