Galena Territory Driftless Trail is a standout hiking destination in Galena, IL, covering 7.0 miles with 600ft of elevation change. Stats: 7.0 miles, 600ft gain, Moderate. Type: Loop. Surface: Rocky. Time: 3.5 hours. Fee: Free. Dogs: Yes, on leash. Permit: No. Wildlife: deer, foxes, turkeys. Best seasons: Lead mining region Driftless Area bluffs. Pack water, layers, and appropriate footwear. Conditions vary across IL. Leave No Trace: stay on trail, pack out all waste, respect wildlife.