The O&W in Mamakating is part of a system of intersecting trails that have been developed along former rail lines and canal towpaths. Stretching from the Orange County border at the bottom of the Bashakill Wildlife Management Area to the residential hamlets of Summitville and Phillipsport, surface conditions vary, making these 14.1 miles of trail mainly suitable for hikers and mountain bicyclists.


The Village of Wurtsboro is at the center of Mamakating, and offers a main street (Sullivan Street) full of restaurants, shops, and amenities. Sullivan Street has access to both the D&H Canal Towpath Trail and the Mamakating O&W Rail Trail.


Summitville got its name because it was the summit of the D&H Canal. Additionally, the O&W Rail line had a major junction here, where the main line and the Port Jervis to Kingston line crossed. There are two parking areas to access the D&H Canal Towpath, which connects to the Mamakating O&W section of the Sullivan O&W Rail trail.


The Sullivan O&W Rail Trail doesn’t pass through Phillipsport, but the Sullivan County D&H Canal Linear Park and Interpretive Center, which constitutes part of the Sullivan O&W Rail Trail, is located between Summitville and Phillipsport.


The Town of Fallsburg is home to nature, love, and approximately 13,000 people. Within the Town there are five hamlets – all unique in their own way. The individual hamlets' beauty, parks, events, lodging, and recreation give a small town charm that allures year-round residents and encourages tourism year-round, especially in the summer months.

Mountain Dale

Mountain Dale’s trailhead is located next to the hamlet’s basketball courts and Train Station-turned-Visitor Center, adjacent to the bicycle shop. The trail leads trail users into the Village of Woodridge next to Krieger Park- passing a small waterfall and large lake on the way. Mountain Dale has recently experienced a well-deserved renaissance and now offers multiple eateries, entertainment, and shops. During the summer season, the opportunity to visit or camp at Mountain Dale Park has been favored since the early 70’s.


The Village of Woodridge has two trail heads; one in the Village center, another located next to Krieger Park. The Village center trail leads toward South Fallsburg and ends at the Neversink River. The trail next to Krieger Park ends at the Mountain Dale trailhead. Although Woodridge is mainly a residential village, there is natural beauty throughout, eateries open year-round, as well as grocery stores.

South Fallsburg

South Fallsburg’s trailhead is located next to the Town’s basketball courts and leads towards Hurleyville, passing a scenic lake on the way. South Fallsburg’s Main Street features cultural foods at a walkable distance from the trailhead. South Fallsburg also houses one of the Town’s two public golf courses, Tarry Brae.


Hurleyville is a thriving hamlet with plenty of shops, eateries, arts, and entertainment to offer. Hurleyville offers two sections of fully paved, handicap accessible trails; one heading toward Liberty and one heading toward South Fallsburg. One trailhead is located next to the Hurleyville Arts Center in town; it leads toward Liberty and brings the trail user over a lake via bridge and through dense woods. The other trailhead is located near the hamlets basketball courts, tennis courts and playgrounds, it heads toward South Fallsburg and brings the trail user along a lake with active wild life.


The Town of Liberty is considered the crossroads of the Catskill Mountains and Hudson Valley regions.  The Town has two completed sections of the Sullivan O&W Rail Trail: The Parksville Rail Trail and the Liberty Rail Trail.  Additionally, the Liberty hamlet of Ferndale is one of the current termini of the Hurleyville Rail Trail, AKA the Milk Train Trail.


Ferndale is a hamlet in the Town of Liberty. The area was originally known as Liberty Falls before its name was changed to Ferndale by the O&W Railway due to the mail getting mixed up. During the Civil War, the area was best known for its thriving tanneries. Along with its surrounding counties, the area produced a significant amount of leather for the United States during the early- to mid-19th century. The area had an abundance of animal hide and hemlocks which were needed for their tanning acid. One of the largest Borscht Belt resorts named the Grossinger’s Hotel was located nearby in Liberty. Grossinger’s thrived during the early 20th century and has been considered an inspiration for the movie “Dirty Dancing.” Ferndale is the current terminus of one end of the Hurleyville section of the Sullivan O&W Rail Trail, also called the Milk Train Trail.  Due to the loss of a very large trestle, an on-road section (not yet marked) will connect this end to the Liberty Rail Trail section of the Sullivan O&W Rail Trail.


Located in the Town of the same name, the Village features a large downtown historic district. Liberty is the most urbanized of all the Villages and hamlets along the Sullivan O&W Rail Trail Main Line. The Village boasts a number of restaurants, stores, art galleries and a museum, all located on Main Street, easily accessible from the O&W Rail Trail. A short walk or ride from the trail, Walnut Mountain Park offers miles of hiking and biking trails that will offer trail users an additional recreation experience.


The hamlet of Parksville is in the town of Liberty, located north of the Village of Liberty off of Route 17. Parksville shares its resort-based background with much of the area.  The Little Beaver Kill runs through Parksville, along with the O&W rail bed which comprises the Parksville Rail Trail section of the Sullivan O&W Rail Trail.  The trail runs parallel to the hamlet’s main street area and highlights the picturesque surroundings. There are two buildings in Parksville listed on the historic register.  The buildings are the Parksville Baptist Church, built in 1898, and the Tefereth Israel Anshei Parksville Synagogue, built in 1907.  Local businesses include restaurants and lodging. Other attractions include a maple syrup company and a film studio.  Camping is also available at a nearby Hunter Lake Campground.


The Town of Rockland is surrounded by the natural beauty of the Catskill Park.  Residents of Rockland value their country life and the area’s ecology.  The Sullivan O&W Rail Trail is not yet built out in Rockland, but when it is, the terminus of the Trail will be in the Rockland hamlet of Livingston Manor.

Livingston Manor

Livingston Manor is a vibrant and historic Catskills hamlet set alongside the Willowemoc river at the southeast edge of the 300,000-acre Catskill Park. Located 100 miles north of New York City, “the Manor” is a perfect combination of easy outdoor access plus small town charm and hospitality. It is the future terminus of the Sullivan O&W Rail Trail, and the perfect place to start or end a day.

Sullivan O&W Rail Trail Spur

The Sullivan O&W Rail Trail spur will run from the Village of Monticello down to the Orange County border, where it could eventually connect with the commuter train in Port Jervis.


The Town of Thompson already offers many opportunities for leisure, including beautiful lakes and streams, recreational clubs and facilities, municipal and State parks, world-class golf, hiking, fishing and other recreational opportunities.  They also offer a casino and an indoor water park, and many other businesses that will offer services and accommodations to users of the trail. The Sullivan O&W Rail Trail spur will start in the Village of Monticello, which is located wholly within the Town, and head down toward the Town of Forestburgh.  There will also be a route to connect the spur to the mainline that will travel through Thompson and includes an already completed multi-use path near the casino and waterpark.


Monticello is the County Seat and the largest community in the Sullivan County Catskills.  There are several restaurants to nourish a hungry trail user.


Forestburgh is a great place to escape the hustle and bustle of everyday life and with the trail, will offer one of the most scenic and rural trail experiences.  The trail will travel adjacent to the Neversink Unique Area, a 4,881-acre public resource managed by NYS Department of Environmental Conservation for hiking, fishing, boating, and other recreational pursuits.

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