TOP 30 Bed and breakfast with character in Boston, Massachusetts

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The Paquachuck Inn, located at 2056 Main Road in Westport, Massachusetts, invites you to experience a historic stay on the coast. Built in 1827 by privateer Issac Cory, this three-story post and beam building once served as a ship chandlery, general store, customs house, and post office. Original artifacts from its maritime past, such as store cabinets and harpoons, can still be found throughout the inn. Situated on Westport Point, with views of the harbor entrance, fishing fleet, and oyster farm, the Paquachuck Inn offers a glimpse into the town's rich history. The name "Paquachuck" comes from the local clam, the quahog, and reflects the area's Native American heritage.

The Coolidge Corner Guest House is a charming Victorian bed and breakfast located in a quiet residential neighborhood in Brookline, Massachusetts. Just a short walk from the Green Line public transit station, this affordable lodging option offers comfortable guest rooms with modern amenities such as flat-screen TVs and free WiFi. Guests can enjoy a complimentary breakfast featuring Boston's best bagels, as well as access to common areas including a private garden and kitchenette. The friendly and knowledgeable staff are happy to provide recommendations for dining and sightseeing in the area. With easy access to downtown Boston, local colleges, and hospitals, the Coolidge Corner Guest House is the perfect place to stay for exploring the historic town of Brookline and the bustling city of Boston. Contact us directly for the best rates and deals on your stay!

The Inn at St Botolph is a charming boutique lodging located at 99 Saint Botolph Street in the heart of Boston, Massachusetts. This elegant and historic institution offers a unique and cozy atmosphere for guests to relax and unwind during their stay in the bustling city. With beautifully appointed rooms and top-notch amenities, The Inn at St Botolph provides a luxurious home away from home for visitors looking to experience the best of Boston. Whether you're in town for business or pleasure, The Inn at St Botolph is the perfect choice for a memorable and comfortable stay.

The Davis Square Inn is a charming lodging establishment located at 204 Morrison Avenue in the bustling neighborhood of Davis Square in Somerville, Massachusetts. This cozy inn offers comfortable accommodations and personalized service to make your stay a memorable one. With its convenient location, guests can easily explore all that Somerville and nearby Boston have to offer. Whether you are visiting for business or pleasure, The Davis Square Inn is the perfect home away from home.

The Nolan House B&B is a charming bed and breakfast located at 10 G Street in the heart of Boston, Massachusetts. Our cozy and inviting establishment offers comfortable accommodations for travelers looking for a home away from home. Each room is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy a delicious homemade breakfast each morning in our dining area, and relax in our beautiful garden or cozy lounge. Conveniently located near popular attractions and public transportation, The Nolan House B&B is the perfect choice for your next stay in Boston.