Starting 0.6 mile from the start of the red-blazed Riverside Trail near the parking lot, the Wintershine Trail descends gradually towards the Black River on a beautiful dirt path. It crosses unmarked trails at 0.25 mile and then becomes rocky, crossing the Trout Brook on a wooden bridge. It reaches a small picnic area just before the junction with the blue-blazed Haki Trail at 0.3 mile.