Usually done as an out & back from Prediger Road, but it is also good in reverse. Great views from the fire tower at the top of Overlook Mountain. From DEC:
This Primitive Bicycle Corridor is located in the Town of Woodstock, Ulster County and the Town of Hunter, Greene County. There is historic bicycle use of this corridor and the Department recently entered into an agreement with the Town of Hunter to maintain an extension of Prediger Road until it meets Forest Preserve lands to allow motor vehicles to access a new 25 car parking lot on Forest Preserve lands, thus allowing for bicycle use.
The corridor is about 4.5 miles long and 100 feet wide, covering about 55 acres. It is bounded on the south by Overlook Mountain Wild Forest and traverses through the Indian Head Wilderness Area. The Overlook Trail within the corridor follows the old Overlook Turnpike from Overlook Mountain across the eastern slopes of Plattekill Mountain to Prediger Road.