Captain Penniman House is a mid-19th-century sea captain's house topped with a widow's walk and fronted by an awesome whale-jawbone gate. Hours vary outside of summer; ask at the Salt Pond Visitor Center .
The Old Schoolhouse Museum features a small exhibit on author Henry Beston's year in a cottage on Coast Guard Beach.
Eastham's windmill is the oldest structure in town, although it was actually built in Plymouth, Massachusetts, in 1680.