Best of Boston

This boutique hotel proves once again that Gloucester has more going for it than some guy in a yellow rain slicker hawking fish sticks. Built to resemble a tasteful Gilded Age shingle-style summer home, the Beauport sits on Pavilion Beach with commanding views of the harbor. The excellent waterfront restaurant attracts lobster-roll-loving locals and day-trippers alike, while a rooftop pool and bar (open to hotel guests only) is the closest the North Shore gets to Miami.