The Appalachian Trail at Greenville Road in Monson offers an 8-mile out-and-back hike starting from parking off Greenville Road, with easy to moderate terrain suitable for day hikers. This section marks the start of the 100 Mile Wilderness with no resupply options for 100 miles, and passes through the site of old slate quarries which were a major industry in the Monson area. The trail passes through dense forest, past ponds, and waterfalls. The famed Appalachian Trail crosses Maine Route 15 just a few miles north of town at what is known as The Ledges, making Monson the last town northbound hikers encounter before embarking on the One-Hundred Mile Wilderness, which provides context for this trailhead’s significance as a gateway to Maine’s most remote hiking.