2006 BEST Hotel, Martha's Vineyard
Winnetu Oceanside Resort
Staying here is like weekending at your rich best friend’s seaside retreat. Except your best friend isn’t rich, and she certainly doesn’t have a seaside getaway. But you both do have the Winnetu on South Beach, a collection of 53 quaint suites and a private cottage. Eleven acres of lawn and sandy beach out front include the requisite pool and tennis courts, as well as funky outdoor sculptures and a life-size chess set.