October Mountain State Forest Trail is a standout hiking destination in Lee, Massachusetts, covering 10.0 miles with 800ft of elevation change. Stats: 10.0 miles, 800ft gain, Hard. Type: Loop. Surface: Dirt. Time: 5-6 hours. Fee: $5 park fee. Dogs: Yes. Permit: No. Wildlife: black bears, moose, deer, wild turkeys. Best seasons: Massachusetts largest state forest with dramatic Berkshire scenery. Pack water, layers, and appropriate footwear. Conditions vary across Massachusetts. Leave No Trace: stay on trail, pack out all waste, respect wildlife.