Harbor View Hotel

An 1891 Cape Cod mansion overlooking the Edgartown Lighthouse and Chappaquiddick Island, the main house of the hotel is flanked by 19th-century houses that belonged to whaling captains. Four of these Captains’ Cottages were recently renovated by HGTV's Dream Home designer Linda Woodrum and feature suites with four-poster beds and soft blue or red gingham color schemes. Guests can explore nearby Edgartown on one of the hotel bikes, go sailing, or charter the 39’ 1966 Stardust for a yachting picnic. The hotel also organizes beach-combing and sailing lessons for kids.