Book A Room

Enter to Win A cottage experience on the vineyard

Win a Luxurious 2-Night Stay for Two ($3,900 Value)! Stay in a Captain’s Cottage at the Harbor View Hotel, where cozy comfort meets luxury. This exclusive offer is valid for stay dates between May 4 and June 20, 2024. Hurry, submit your entry by April 30, 2024, and stay tuned for the winner announcement on May 3, 2024.

Nestled within the hotel’s grounds, the Captain’s Cottages offer a perfect blend of charm and luxury, providing privacy alongside access to all of the hotel amenities. Experience a vacation redefined, where cottage living meets unparalleled hospitality.

Disclaimer: Enter to Win before April 30, 2024. A winner will be drawn by May 3, 2024. Offer applies to stay dates between May 4 and June 20, 2024, applicable exclusively to Captain’s Cottages. Captain’s Cottages vary in size and configuration and will be offered based on availability. This offer excludes guest rooms in the Historical Building, Roxana, and the Presidential Skyhouse Wing. This offer is exclusive to new reservations and cannot be merged with other promotions or group reservations. Cannot be redeemed for cash.

Enter To Win

Enter to win a two-night stay for two people in one of the beautiful Captain’s Cottages at Harbor View Hotel!




The Latest

Food & Drink

Mother’s Day at Harbor View Hotel 2024

Sunday, May 12th
Harbor View Hotel
11:00am - 3:00pm

Memorial Day Weekend 2024

May 24 - May 27
Harbor View Hotel

A trip to the beautiful Island of Martha's Vineyard is only a few clicks away.