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Watch Hill
Rhode Island
If this place sounds familiar, it's because it's where Taylor Swift celebrated the Fourth of July weekend with Tom Hiddleston and every other celebrity on the planet. Swift is one of the many celebrities who own property in this affluent community nestled at the southwestern tip of Rhode Island. The Watch Hill Inn and Ocean House offer chic accommodation - not to mention a sprawling white-sand beach - close to the bay, with antique shops, art galleries, a carousel and charming boutiques making for a nice daytime diversion. In contrast to the throbbing nightclubs and bottle service you'll find on The Hamptons, Watch Hill's nightlife is distinctly more mellow, with locals opting for The Malted Barley pub or martinis and live entertainment at Perks & Corks in Westerly.