What to do: In the town of Chatham, tour the 1877 Coast Guard-operated Chatham Light. For some retail bonding, hop on Route 6A and drive north to browse through one of the largest concentrations of antiques shops in Massachusetts.
Where to stay: The Captain’s House Inn is less than a mile from Chatham. The iconic B&B is an 1839 Greek Revival mansion with 16 rooms, four suites, and an attached Carriage House, stables, and cottage. Most rooms have a warm fireplace, and the white-tablecloth dining room serves delicious blueberry pancakes and muffins in the morning; 800/315-0728 or captainshouseinn.com.