The Windy Ridge Trail begins at the end of the green-blazed Playground Trail, 0.5 mile from the park entrance road.
The trail follows the paved white-blazed Main Trail for 0.1 mile, then turns right onto a dirt path and ascends briefly, then descends gradually, passes a bench with a nonworking water fountain, and at 0.4 mile turns sharply left to descend more steeply. In 400 feet the trail reaches a T-junction and turns left along Rhinehart Brook, reaching its end at 0.5 mile.