The Appalachian Trail runs through this area, and crosses the state line near the trail head on Hoyt Road. To get there, I drove down Route 22 into the hamlet of Wingdale, and then followed Route 55 east to Hoyt Road, just before crossing into Connecticut. After about .3 of a mile on Hoyt Road, there is a small parking area with room for three cars on the right. It is unmarked so just look for the AT blazing on trees at a bend in the road.
Ten Mile Hill, elevation 1000 feet.
Hiked 6 miles RT in about 3 to 4 inches of fresh snow, saddling the state line on both sides of the AT.