Located on the south shore of Rhode Island, the quaint seaside town of Westerly dates back to 1661. Today, the area — which offers a more intimate, secluded ambiance compared to nearby destinations like Newport and Providence — is home to breweries, vineyards, beaches, and boutiques.

Where to Stay: Ocean House features luxe accommodations, warm hospitality, an incredible culinary program, and Old World charm. Be sure to take advantage of the property’s seasonal “Gondola Village” by renting out a restored vintage ski gondola for you and your Valentine to enjoy delicacies like bubbly, chocolate, and fondue.