Cliff Trail, Harpswell, Maine The Cliff Trail is the longest and most difficult trail in Harpswell, though difficulty varies by route choice. The Cliff Trail in Harpswell is an approximately 2.3 mile loop, with expansive views of the Long Reach, a long finger of a bay extending from Casco Bay inland. This is a rugged trail that includes a shore walk along tidal Strawberry Creek and spectacular views from 150-foot cliffs overlooking Long Reach. A wide, smooth and relatively flat 0.4-mile shoreline trail along tidal Strawberry Creek is designed to be more accessible for people with varied mobility including those who use mobility devices, with a hard-packed gravel surface averaging 4 feet wide. A very cool, dome-shaped cave can be accessed at low tideat a spur near the water’s edge, adding a unique geological feature to explore.