The Best Bar Restaurants in Gloucester, Massachusetts

The Rhumb Line Bar and Restaurant is an intimate neighborhood spot known for its regular live music and welcoming crowd of locals. The bar offers a solid selection of drinks, including beer and classic cocktails, with attentive, easygoing service. Simple pub-style dishes, such as burgers and fries, are prepared with care. Wood and brass decor and a comfortably worn-in feel create a relaxed setting for music and conversation.

Crow's Nest is a small neighborhood bar known for its strong ties to local fishing history and its connection to the film “The Perfect Storm.” Walls lined with photos and memorabilia create a nostalgic, story-filled setting where visitors often chat with locals. The bar maintains a lively yet welcoming atmosphere, and simple upstairs rooms offer clean, comfortable accommodations.