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 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.


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.


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.

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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