Few people are aware of the private trails that are accessible from Winter Clove Inn located in the hamlet of Round Top, in the town of Cairo. The Inn is found right at the foot of the Catskill escarpment and provides access to state land, which can be found less than a half mile into the hike. Trails are open to the public but you must gain permission prior to venturing out. I stopped by the front desk and had no issues at all and was on my way. You must cross the open lawn, with a nice view back over your shoulder at the Inn.
On the ride home, I pulled off the side of County Route 31 to soak in this incredible view of the escarpment.