Known as Vermont’s “footpath in the wilderness”, The Long Trail is the oldest long-distance trail in the United States. This 273 mile trail starts at the Massachusettes-Vermont border and follows the main ridge of the Green Mountains to the Canadian border. The trail has some bogs, rock ledges, steep ravines, and variations in elevation between 200 feet in southern Vermont to 4,393 feet at the summit of Mt. Mansfield. You could travel end-to-end in a month, but with 175 miles of side trails, why rush?