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Experience Historic Boston

Welcome to The Boston Bailey, your destination in the heart of Historic Boston! Whether you're here to explore the Freedom Trail, a Convention, catch a game at Fenway Park, or simply soak in Boston's vibrant atmosphere, we offer comfortable and charming accommodations designed to make your stay unforgettable. Discover our curated selection of rooms and experience Boston like a local.

ABOUT THE BOSTON BAILEY

Welcome to our charming historic bed & breakfast, offering three charming suites for adults. Each suite boasts a private bath, ensuring a tranquil stay. Embrace the seamless experience with keyless entry and self check-in. Enjoy the timeless charm of our bed & breakfast while creating unforgettable memories in the heart of the city. View the property and see what we have to offer.

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COMFORTABLE SUITES & DISTINCTIVE AMENITIES

Stay in one of our bright and comfortable suites, where a delightful ambiance awaits you. Perfect for relaxation, our rooms are designed to help you unwind and enjoy some well-deserved rest after a long day.

AMENITIES

Free Wifi

Air Conditioning

Dishes & Utensils

Luxury bed sheets and towels

Iron & Ironing Board

Printer/Copier

Complimentary Coffee & Tea

Hair Dryer

Sitting Area

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TEA PARTY WELCOME ROOM

Visit our charming Tea Party Room, the perfect spot to unwind and reflect on your day in Boston. Enjoy our cozy sitting area while sipping on complimentary coffee, tea, or bottled water. Whether you're looking to relax or get some work done we hope you make the most of your time with us!

RESERVE YOUR SUITE

Experience the charm of Boston, in all seasons. Book your suite today and treat yourself to a delightful escape in Historic Boston. Enjoy the vibrant culture, Boston Harbor & Beaches, conventions, history, stunning landscapes, and warm hospitality that make this city truly special. Don’t miss your chance for the perfect getaway!

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Things To Do In Boston

Explore the vibrant city of Boston, where a wealth of activities awaits you! From thrilling sports events to rich historical sites, there's something for everyone. Come and immerse yourself in the excitement that the city has to offer!

Address

101 P Street

South Boston, MA 02127

We Accept

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© 2025 The Boston Bailey B&B. Website by Roback Web Design

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