Bear Mountain

Bear Mountain is one of the best-known peaks of New York's Hudson Highlands. Located partially in Orange County in the town of Highlands and partially in Rockland County in the town of Stony Point, it lends its name to the nearby Bear Mountain Bridge and Bear Mountain State Park that contains it.

Its summit, accessible by a paved road, has several roadside viewpoints, a picnic area and an observatory, the Perkins Memorial Tower. It is crossed by several hiking trails as well, including the oldest section of the Appalachian Trail (AT). As of 2021, the AT across Bear Mountain has been improved by the New York–New Jersey Trail Conference to minimize erosion and improve accessibility and sustainability as part of a project to rebuild and realign the trail that began in 2006. The Trailside Museum and Zoo located at the base of Bear Mountain is the lowest point on the Appalachian Trail (124 feet [38 m] above sea level).

The steep eastern face of the mountain overlooks the Hudson River. The eastern side of the mountain consists of a pile of massive boulders, often the size of houses, that culminate in a 50-foot (15 m) cliff face at approximately the 1,000-foot (300 m) level. A direct scramble from the shore of Hessian Lake to Perkins Memorial Drive on the summit requires a gain of about 1,000 feet (300 m) in roughly 0.8 miles (1.3 km). From the summit, one can see as far as Manhattan, and the monument on High Point in New Jersey.