This trail in New York’s Catskill Mountains is just a few miles outside the busy, touristy town of Woodstock. The key to the trail’s popularity is in the name: that overlook means stunning and far-reaching views. Especially if you visit in the fall. Your 2.3-mile (4.6-mile roundtrip) walk pays off in letting you stand above a sea of golden leaves. Of course, I’m sure springtime green wouldn’t be bad, either.
Allow at least three hours for this moderately challenging hike through a mixed deciduous forest featuring maples and oaks. The trail may be a bit crowded, especially on weekends. Your leashed dog can also enjoy hiking the Overlook Mountain Trail. April through November are the best months to go. Here are some additional details to help you plan your trek.
