The Hotel at Cape Ann Marina
This year-round hotel less than a mile from downtown Gloucester comes alive in summer with an on-site restaurant and deep-sea fishing excursions. The rooms—comfortably decorated, but not fancy—all have balconies and water views. Guests receive complimentary breakfast on weekdays. The hotel's seasonal outdoor bar and dining area is a great place for an afternoon cocktail or light fare right on the water. If you're looking for a quieter stay, ask for a room in the middle of the building. Minimum nights may be required.