Find the top rated trails in Middletown, 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 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...
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 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...
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 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...
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...
The Liberty Rail Trail extends about 2.5 miles through the village of Liberty, NY, between Chestnut Street/SR 52 (near West Street) and the old rail trestle in Ferndale. The trail occupies a portion...
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 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 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...
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...
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 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...
In June 1986, the Morris County Park Commission dedicated this recreation trail that runs parallel to the New Jersey Transit Line railroad tracks. The path utilizes a little over three miles of...
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...
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...
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...
This rustic unpaved trail, just over three miles in length, runs along a route formerly used by the New York, Ontario, & Western Railway's Main Line through Parksville in Sullivan County, NY. The...
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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 Wallkill Valley Rail Trail extends more than 20 miles between Kingston and Gardiner along the route of the old Wallkill Valley Railroad, which, in the late 1800s, carried produce from Ulster...
This trail is much better suited to walking than to biking. It provides excellent access to the Pequest River which is stocked with trout. Not all of the bridges across the river have been decked and...
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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...
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"...
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...
These three contiguous trailsthe Raymond G. Esposito Memorial Trail, Old Erie Path and Joseph B. Clark Trailoccupy the former right-of-way of the Erie Railroad's Nyack and Piermont Branch. Each...
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 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...
This rustic unpaved trail, just over three miles in length, runs along a route formerly used by the New York, Ontario, & Western Railway's Main Line through Parksville in Sullivan County, NY. The...
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...
In June 1986, the Morris County Park Commission dedicated this recreation trail that runs parallel to the New Jersey Transit Line railroad tracks. The path utilizes a little over three miles of...
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...
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...
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 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...
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...
Bergen County's Saddle River County Park Bike Path traverses a 577-acre linear park system that hugs the banks of the Saddle River and its tributaries. Five park areas are linked by the multi-use...
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 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...
This trail goes through the Black River Wildlife Management area along streambeds and forest. Equestrians must have a NJ Wildlife Permit, which is available from NJ DEP for a fee. The trail follows...
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 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...
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 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...
This rustic unpaved trail, just over three miles in length, runs along a route formerly used by the New York, Ontario, & Western Railway's Main Line through Parksville in Sullivan County, NY. The...
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...
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...
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...
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...
This trail is much better suited to walking than to biking. It provides excellent access to the Pequest River which is stocked with trout. Not all of the bridges across the river have been decked and...
The William R. Steinhaus 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...
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 Kennedy Trail begins at the northwest corner of the 68-acre campus of John F. Kennedy Catholic High School in Somers. The town, which sits 30 miles from White Plains and 55 miles from New York...
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 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...
The Karamac Trail is a short walking trail that starts under the Interstate 80 bridge on the New Jersey side of the Delaware River. The trail follows an old railroad right-of-way; there is a railroad...
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...
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...
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...
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...
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...
At the end of the trail is a Kings supermarket with awesome sandwiches and more.
No meter parking along Kimball Ave before Palmer Rd.
To avoid getting lost trying to connect to the bike path after passing the Scarsdales Train Station: exit at the station go north on East Pkwy; Rt on Crane Rd; Lf on Fox Meadows Rd (after Fenimore Rd) it changes to Walworth Ave and Lf on Greenacres Ave. The 2nd entrance to the trail is about 1/5 mile on the right.
There are restrooms when you reach the Kensico Dam.
We got to the Knowlton trailhead late in the afternoon in the rain. We were immediately greeted by a black bear. We walked back to get our bikes and walk over to the bridge to get a look at the bear who had cut into the brush toward the river. As we approached the bridge we watched a bobcat walk across the road and enter Into the woods. From the bridge we did not see the bear but watched five mergansers pass below. We decided to ride in and pass the area where the bear was. We passed close to him and he ran alongside us in the adjacent woods and down to the water. We biked fast and away but a quarter mile later another bear crossed the path. We decided to turn around and go out. We biked out and reentered the trail on station rd, a short ride brought us a red tail hawk, coopers hawk, turkey ( in a tree), and a meadowlark! Our short ride ended watching nighthawks over the trailhead. All this in an hour and a half. Amazing!
I have been on this trail for the last 10 years. I love this trail just for the scenery and the simple fact that its 10 minute drive away. But I recently discovered that there is a connecting rail trail. This is abandoned Erie branch line in Greycourt that passes through Washingtonville and rejoins the Erie Newburgh Shortcut at Vails Gate Junction in Vails Gate. This abandoned branch line runs directly in front of my house all the way to the orange Heritage trail. So instead of driving to this trail, I can actually can ride my bike and connect two trails.
I did a 40 mile round trip on this trail. Blairstown to the Millside cafe in Lafayette via 1 mile on the Sussex branch trail from Warbasse Junction and back. It was near 90 degrees but the 90% tree canopy coverage during the ride kept it cool. There are moments of single track, wet and mild mud etc. but nothing you can't pedal through. There are two road crossing where you will have to walk or carry your bike up and down a steep grade to cross the roads, There is nice water scenery and historic rail bridges on the southern end and nice farm and rural scenery on the northern end. Porto johns and any signs of civilization are limited, so come prepared. If you like rail trail riding this is a must do!
Sunday, August 26, 2018, temperature 88F, mixed sun & clouds, moderate humidity.
This one review for 3 connected trails: Old Erie, Raymond Esposito, and Joseph B. Clark, where I started at the north end in Blauvelt.
This is a wonderful asphalt community trail that is a very gentle slope down from the northern village of Blauvelt. Nice scenery with a mix of open skies and shade. Near the southern end there is a public park with a side connection to the contiguous Raymond Esposito and Old Erie trails, that are unpaved and slope gently down to end at a park in Nyack. The trail looks down over streets and homes in Piermont and Nyack with occasional summer views of the Hudson River. You ride through a shady forest on a gravel road that becomes a dirt path for a short distance before getting bigger and gravelly again. It's fun.
On a warm Sunday afternoon at the end of the trail I decided to take the streets back through Nyack to Piermont and was not disappointed. Nyack along the Hudson River is lined with Victorian and old sea captain-like homes. It's a bike route so there other bikers not doing the trails and really not too much traffic, so I felt safe. The street leads to Piermont, a beautiful little tree-lined village right on the Hudson river offering piers, marinas, restaurants, coffee shops and specialty stores. It really is spectacular. Then the streets lead from a small park over a creek back to the other little park where you meet the trail again. Without signs or knowledge I just followed my instincts and and found my way. Worth a return visit. 16+ miles round trip.
Sunday, August 26, 2018, temperature 88F, mixed sun & clouds, moderate humidity.
This is a wonderful asphalt community trail that is a very gentle slope down from the northern village of Blauvelt. Nice scenery with a mix of open skies and shade. Near the southern end there is a public park with a side connection to the contiguous Raymond Esposito and Old Erie trails, that are unpaved and slope gently down to end at a park in Nyack. The trail looks down over streets and homes in Piermont and Nyack with occasional summer views of the Hudson River. You ride through a shady forest on a gravel road that becomes a dirt path for a short distance before getting bigger and gravelly again. It's fun.
On a warm Sunday afternoon at the end of the trail I decided to take the streets back through Nyack to Piermont and was not disappointed. Nyack along the Hudson River is lined with Victorian and old sea captain-like homes. It's a bike route so there other bikers not doing the trails and really not too much traffic, so I felt safe. The street leads to Piermont, a beautiful little tree-lined village right on the Hudson river offering piers, marinas, restaurants, coffee shops and specialty stores. It really is spectacular. Then the streets lead from a small park over a creek back to the other little park where you meet the trail again. Without signs or knowledge I just followed my instincts and and found my way. Worth a return visit.
I biked from VCP to Woodlands Lake (round trip) which is about 21 miles and highly recommend this trail. Overall the trail is well maintained with the exception of occasional bumps on the paved portions. The dirt trail in VCP has a few bumpy sections from tree roots and rail ties. I’m a casual biker and would say anyone with basic biking abilities can do this portion of the rail trail. Bring two bottles of water and throw some snacks in a backpack. I’m going to try going from VCP to Elmsford on my next.
I call this the Snow White trail because it puts me to sleep. No incline, no gear shifts, no fun. It’s mostly covered by canopy so if you’re there in the summer you’d be better off loading up on bug spray rather than sunscreen.
Someone stated this trail is inclined in both directions- this is untrue. It’s generally level and the elevation difference is minimal from end to end. Many places to park and hike in either direction as well as trailhead parking.
Busy on weekends but nice to see people out loving the trail. The trail is generally 6+ feet wide. You can connect to Patriots Path, Gillette Trail, and others from this very popular trail.
Unfortunately, a small bridge over the Amtrak tracks north of the GWB will disrupt access to the Greenway to the north of that point.
So far, there don't appear to be any good other options, short of riding in the streets, to safely access the Greenway. I hope that the City will realize this is a busy bike commuting route, and come up with some decent and safe detour routes!
Details are here:
https://patch.com/new-york/washington-heights-inwood/fort-washington-pedestrian-bridge-shut-down-inspections
https://www.nycgovparks.org/planning-and-building/capital-project-tracker/project/2794
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