Find the top rated trails in Peekskill, 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.
New York City's East River Greenway offers views of the East River, Queens, Brooklyn, and the iconic bridges that connect these boroughs to Manhattan. The paved pathway traces the waterfront on one...
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 Fort Washington Park Greenway brings residents and visitors to Washington Heights right up to the edge of the Hudson. The mile-long trail begins near the pier at the end of Dyckman Street and...
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 paved pathway running through West Hudson Park offers a scenic, tree-lined escape between Harrison and Kearny, NJ. The trail provides access to the park’s stocked lake, water park, athletic...
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 Joseph M. McDade Recreational Trail is named after a former member of Congress from the area known for his dedication to public lands. The trail, located within the Delaware Water Gap National...
The Shore Parkway Greenway Trail is comprised of two disconnected segments along the New York Harbor that together offer 13 miles of paved pathway on Brooklyn's southern border. Between the two...
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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...
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 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 Hudson River Waterfront Walkway is a 1.5 mile walkway along the bank of the Hudson River in Jersey City. The walkway offers stunning views of Manhattan as well as access to a number of ferries and...
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...
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...
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 Wallkill Valley Rail Trail extends 21 miles between Kingston and Gardiner along the route of the old Wallkill Valley Railroad, which, in the late 1800s, carried produce from Ulster County farms to...
Roosevelt Island Greenway, a little-known gem in the Big Apple, was named after President Franklin Delano Roosevelt in 1973. To reach this scenic pathway, board New York City’s only aerial tram,...
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...
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...
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 South County Trailway is a zippy paved trail heading north from Yonkers through the Hudson River Valley communities of Hastings-on-Hudson, Dobbs Ferry, Ardsley, Irvington, Greenburgh, and...
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...
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 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...
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...
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 Wallkill Valley Rail Trail extends 21 miles between Kingston and Gardiner along the route of the old Wallkill Valley Railroad, which, in the late 1800s, carried produce from Ulster County farms to...
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...
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 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 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 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 Joseph M. McDade Recreational Trail is named after a former member of Congress from the area known for his dedication to public lands. The trail, located within the Delaware Water Gap National...
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...
The final passenger cars of the Putnam Division of the New York Central Railroad ran in 1958, but the rail line that so influenced development of this area still sparks nostalgia. The "Old Put"...
With vistas of the Catskill Mountains and a vast blue lake, the Ashokan Reservoir Promenade is a stunner. The paved pathway begins in Olivebridge, a hamlet in southeastern New York, and spans just shy...
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 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...
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...
Randall's Island Park Trails offer a series of interconnected paved loops on an island in the New York City borough of Manhattan. The park offers a quiet setting, especially enjoyed by runners, with...
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....
For a dose of rural scenery, head to the northwest corner of New Jersey, where this 27-mile rail-trail cuts a nearly uninterrupted path along the banks of the Paulins Kill, a Delaware River tributary...
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...
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...
Harlem Valley Rail Trail provides a scenic ride through rolling farm fields and dense woods on the bed of the New York and Harlem Railroad that ran from New York City to Chatham. The rail-trail is...
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 Old Croton Aqueduct State Historic Park follows the route of the Old Croton Aqueduct, which carried water to New York City from 1842 to 1955. Most of the structure lies beneath the trail and has...
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...
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...
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...
Owned by the Metro-North Railroad, the Maybrook Trailway starts at the Connecticut state line in Farringtons Park, and spans 5 miles into the town of Brewster. The trail follows what was once part of...
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...
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 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 Fort Washington Park Greenway brings residents and visitors to Washington Heights right up to the edge of the Hudson. The mile-long trail begins near the pier at the end of Dyckman Street and...
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Much of New York's 15-mile 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 to Monroe. At Crane Park,...
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...
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 O&W Rail Trail follows the route of the former Ontario & Western Railroad in southern New York. In Ulster County, nearly a dozen miles of trail are available and, in Sullivan County, another 7.5...
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...
This trail is difficult to rate because it's so different in many places and we only rode about a quarter of it. It is not a true rail trail. Parking on Cedar Knolls Rd. in Whippany, we rode west into Lewis Morris County Park. What makes it confusing are the many, poorly-marked offshoot trails. Also, it's confusing because it's many different types of riding in one trail. It goes from road riding, to light trail riding, to mountain biking. There are spots where the trail ends with no direction as to where to go. Once you get into Lewis Morris County Park, it becomes mountain biking, roots and all. I would not attempt this part of the trail with a road bike. I had my hybrid with no suspension and ended up walking quite a bit. In some spots, you ride on rocks. The surface is slightly icy in some spots. The area around Speedwell Lake is nice and has some ruins of old buildings in the parking lot. If I ride this trail again, I would start further west. Morristown National Historic Park is located along the trail, which is a destination for next time. To optimize this ride, research the different sections and pick the one that's right for you.
The trail itself is pretty and mostly quiet. Great turns, gradual hills, not a lot of stops. For runners or wider tire cyclists, not bad. As a road cyclists, with a very stiff bike, it can be a bit jarring. Parts (about 3 miles up from Redmond Park) are basically corrugated roads. Extremely uncomfortable. You also have to be very alert to the changing conditions like sudden water and mud, and large unmarked dips and potholes. Really hard to maintain any speed over 17 or 18. Hoping this gets better maintained! Would be a treat to ride.
I was looking for an ATV friendly trail so my girlfriend and I could take a short ride on our new touring bike. We picked a dry but cold Saturday in November. I did my research and it appeared, based on this website, that this trail was open for ATV and/or ORV usage. We drove all the way down from Albany to find out the gates were locked on the trail and there was signage banning ATV, Horseback riding, Snowmobile usage, etc. We checked a couple of access points and it was the same thing. We were looking forward to a scenic tour of that area along the canals with the view of the mountain alongside of us. So, we wasted half a day, gas and tolls, to just basically turn around. TrailLink needs to update the trail description to include just walking, hiking and maybe bicycling. For this, I can only give the trail a 4 star rating.
Great ride, very easy, anyone can do it. It can be accomplished on a Road Bike. Surface was flat, smooth and clean.
This trail is a must, but be carful about the crowds.
I rode this trail a week after it opened in September 2018 because I live here. In the village of New Paltz, the east end is at the bridge over the Wallkill River with a small parklet and benches. This is very close, maybe 100 feet, to get onto the 22 mile, unpaved Wallkill Valley Rail Trail which runs from Gardiner, through New Paltz and Rosendale, to Kingston, NY. Soon to be completed is a bike lane on nearby Henry Dubois Road which will lead to a 20-something-mile fully paved trail of various names New Paltz, Highland, Poughkeepsie, Hopewell Junction. Hudson Valley Rail Trail, Walkway Over the Hudson, and Dutchess County Rail Trail. Having ridden trails all across the Northeastern states, this combined trail is in my top 3 anywhere for quality, beauty and amenities.
The River-to-Ridge is not a rail trail, it is a newly constructed gravel and dirt trail to get bikers off the main roads. There is a nice parking lot, and after you cross the road going west there is a hill and beautiful views of the Shawangunk ridge. At the west end there is access to the private lands of Mohonk Resort. Maybe (maybe not) there will be someone collect fees to ride Mohonk property. The roads also lead to Minnewaska State Park where there are many carriage roads for biking.
Parked at western end of trail in a very new parking lot on Rt 299 across from the Lowe's. Trail is beautifully paved all the way to the Walkway Over the Hudson, some of the pavement appeared to put down only days before we rode on it. State of NY is doing a fantastic job making this and the Walkway a great destination ride, installing modern bathrooms/visitor center on each side of the Walkway (open already on the west side of the river and under construction on the eastern side). On eastern side, seamlessly connects to another 13 mile rail trail. You will have to ride very slow over the Walkway, as there are a lot of walkers, but you're going to want to stop and take pictures anyway!
We enjoyed the ride through the country side and found the trail fairly empty on a early October Wednesday morning. Several parts of the trail were muddy and narrow. The best stop was the Rosendale Trestle with spectacular view. Worth riding again.
We parked at Tony Williams Park rode past the Walkway over the Hudson down to mile marked 8 on the Duchess Trail where we stopped on a bench for lunch. The path is wide and mostly smooth and only one construction area (putting in a modern restroom on southside of the Walkway). We would rate this the best trail we have ever been on as far as access, parking, restrooms (including port-a-potties in some areas) and very few rode/driveways to cross. We rode on a Thursday morning early October and the path was not crowded. Our 20 mile round trip was Fantastic!
This is a beautiful paved trail for biking, running, walking, strollers, and wheelchairs. It is well-kept and offers scenic views--from rolling fields, to bridges, to train cars, to even an old cemetery. My husband and I biked the entire length and back on a gorgeous fall day. It was a really nice ride, but be aware that it is often a false flat trail. One other major thing to be aware of is that you CANNOT access this trail from Mary Harriman Park in Harriman. Your best bet is to access if from Monroe. If heading east on the trail toward Harriman, the trail comes to a dead end fenced off bridge with no access and you're forced to turn around and go back the way you came. Hopefully someday they will fix this and extend it into Harriman for better access. That is my only complaint about this otherwise beautiful trail.
Newly paved trail is now open from the marina to Northern Blvd. This is a great ride especially during the week when it is not so crowded. As another reviewer stated one can extend their ride into nearby Fort Totten.
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