below is an excerpt from http://www.eastham-ma.gov/public_documents/easthamma_recreation/hikingtrails
Aschetino Property Walk
(1.5 hours, easy) Walk through two of Eastham’s treasured town properties, the South Eastham Conservation Area and the Aschettino Property. You’ll pass through diverse landscapes of forest, with some very old “specimen trees,” marsh, and the historic Jeremiah’s Gutter. Take South Eastham Street (on the west side of Route 6) to Arrowwood Drive, turn left at Peach Orchard Lane.
“The Sea Has Many Voices” Coast Guard Beach
(2-3 hours, beach walking) Lend your ears to the voices of the wind, waves, and wildlife along the shore at Coast Guard Beach in Eastham. Explore the constantly changing shoreline, adaptations for survival, and ecological changes that have impacted this beach for years. Start at Cape Cod National Seashore Park Ranger at Coast Guard Beach parking lot.
Lamont Smith Conservation Area
Enjoy a loop trail in pine/oak woods and blueberry swamp. Parking at end of Peach Orchard Lane, from Route 6 via South Eastham Street and Arrowwood Drive.
Cottontail Acres Conservation Area (abuts Herring Pond)
Walk a 1/2 mile trail through meadows with stands of pine, oak,and red cedar. Parking at corner of Samoset Road and Lawton Road.