TOP 30 Best Charming accommodations in Boston, Massachusetts

Castle by the Sea is a charming lodging institution located at 100 Sargent Street in the picturesque coastal town of Winthrop, Massachusetts. This unique establishment offers guests a one-of-a-kind experience with its castle-like architecture and stunning views of the sea. Whether you are looking for a romantic getaway or a relaxing retreat, Castle by the Sea provides a tranquil and luxurious setting for your stay. Indulge in the elegant accommodations, impeccable service, and serene surroundings that make this institution a truly unforgettable destination.

Burtons Grill & Bar, located at 1 Cornerstone Square in Westford, Massachusetts, is a charming restaurant and bar offering a delicious menu for all to enjoy. With a focus on accommodating dietary restrictions, including a dedicated gluten-free menu and extensive food allergy protocols, guests can dine safely and comfortably. The institution also offers private dining options and is the perfect venue for hosting events and large parties. This May, in honor of National Celiac Awareness Month, Burtons Grill is donating a portion of dessert sales to Boston Children’s Hospital Celiac Program. Join the Burtons Grill Rewards program to receive exclusive benefits, including a $15 signup reward after your first purchase. Treat yourself and your friends to a delightful meal this weekend at Burtons Grill & Bar.

International Guest House Address: 237 Beacon St, Boston, MA 02116, United States

Welcome to John Hancock Hall, a premier event venue located in the heart of Boston at 180 Berkeley Street, Massachusetts. Nestled in the vibrant Back Bay neighborhood, our hall offers a perfect blend of historic charm and modern amenities, making it an ideal choice for a wide range of events, from corporate gatherings and conferences to weddings and cultural performances. At John Hancock Hall, we pride ourselves on providing a versatile space that can be tailored to meet your specific needs. Our venue features state-of-the-art audiovisual equipment, comfortable seating, and elegant decor, ensuring a seamless experience for both hosts and guests. Our dedicated team of event professionals is committed to delivering exceptional service, helping you plan and execute your event with precision and creativity.

Welcome to Skyview Village, your premier lodging and RV park destination located on Fairway Drive in the charming city of Brockton, Massachusetts. Nestled in a serene and picturesque setting, Skyview Village offers a perfect blend of comfort and convenience for travelers seeking a memorable stay. Whether you're passing through or planning an extended visit, our well-maintained facilities cater to both RV enthusiasts and those looking for a cozy place to rest. Our spacious RV park is equipped with modern amenities, including full hookups, Wi-Fi, and clean, well-kept restrooms and showers, ensuring a hassle-free experience for all our guests. For those seeking a more traditional lodging experience, our comfortable accommodations provide the perfect retreat after a day of exploration.

The Omni Parker House is a historic and elegant lodging institution located at 60 School Street in the heart of Boston, Massachusetts. Established in 1855, this iconic hotel has been a cornerstone of Boston's hospitality scene for over a century. With its luxurious accommodations, impeccable service, and prime location near popular attractions such as the Boston Common and Freedom Trail, the Omni Parker House offers guests a truly unforgettable experience. Whether you're visiting for business or pleasure, this hotel provides a perfect blend of modern amenities and old-world charm.

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!

Harborside Inn is a charming lodging establishment located at 185 State Street in the heart of Boston, Massachusetts. Offering comfortable accommodations and exceptional service, this inn is the perfect place to stay for both business and leisure travelers. With its convenient location near the waterfront and popular attractions, guests can easily explore all that Boston has to offer. Whether you are visiting for a weekend getaway or an extended stay, Harborside Inn provides a cozy and welcoming atmosphere for a memorable experience in the historic city of Boston.

The Colonial Traveler Inn is a charming lodging establishment located at 1753 Broadway in Saugus, Massachusetts, United States. This historic inn offers comfortable accommodations with a touch of colonial charm. Guests can enjoy cozy rooms, friendly service, and convenient access to nearby attractions such as the Saugus Iron Works National Historic Site and downtown Boston. Whether you're traveling for business or pleasure, the Colonial Traveler Inn is the perfect place to relax and unwind during your stay in the Boston area.

The Charlesmark Boutique Hotel is a stylish and modern lodging option located at 655 Boylston Street in the heart of Boston, Massachusetts. This boutique hotel offers a unique and personalized experience for guests looking for a comfortable and luxurious stay in the city. With its prime location near popular attractions, shopping, and dining options, The Charlesmark Boutique Hotel is the perfect choice for travelers seeking a memorable and convenient stay in Boston.

Natalie House is a charming boutique Bed & Breakfast located at 39 Wiltshire Road in Boston, Massachusetts. Situated on the edge of the Boston College campus, the house is less than 2.5 miles from Harvard University and Boston University. The St. Elizabeth’s Medical Center is also conveniently located less than a mile away, making it a popular choice for medical professionals, patients, and their relatives. The house features eight themed guest rooms, each uniquely decorated to represent a different place or city such as Boston, New York, Paris, Venice, and Cape Cod. The cozy Cabin room, complete with a fireplace, is a favorite among guests. Most rooms have shared bathrooms, with a ratio of 2 bedrooms per bathroom, while the third-floor suite "Irish Pub" boasts a private bathroom and a full-size futon in addition to a queen bed.

Located on the beautiful sands of Old Silver Beach in North Falmouth, Massachusetts, Sea Crest Beach Hotel is a charming resort offering relaxation, romantic getaways, family vacations, and memorable events. With 253 plush guest rooms, signature suites, and private cottages, the hotel provides a sanctuary of comfort inspired by Cape Cod's rich history. Guests can enjoy fresh New England flavors at the upcoming Streetscape restaurant or take in stunning sunsets over the Cape. Voted a top hotel in Boston by Condé Nast Traveler, Sea Crest Beach Hotel offers a Breakfast by the Sea package for effortless mornings and romantic couples getaways. The hotel's white sandy beaches make it an ideal wedding venue, with experienced staff ready to bring your dream wedding to life. From formal dining to waterfront views, Sea Crest offers a variety of dining options, including Red's Restaurant and a takeout window.

Church Corner Apartments is a charming residential complex located at 10 Magazine Street in the heart of Cambridge, Massachusetts. This well-maintained building offers modern and spacious apartments, perfect for individuals and families looking for a comfortable and convenient living space. The convenient location provides easy access to nearby amenities, including shopping centers, restaurants, and public transportation. With its peaceful surroundings and friendly community atmosphere, Church Corner Apartments is the ideal place to call home in this vibrant city.

Welcome to Museum Place Garage Located at 1 Church Street in the historic heart of Salem, Massachusetts, Museum Place Garage offers convenient and affordable parking for both residents and visitors. Whether you're exploring Salem's rich history or enjoying its vibrant downtown, our garage provides a perfect starting point for your adventures.

The Copley Square Hotel is a charming and elegant lodging option located in the heart of Boston, Massachusetts. Situated at 47 Huntington Avenue, this boutique hotel offers a unique blend of modern amenities and historic charm. Guests can enjoy stylish accommodations, personalized service, and convenient access to the city's top attractions, including Copley Square, Newbury Street, and Fenway Park. Whether traveling for business or pleasure, the Copley Square Hotel provides a comfortable and welcoming home away from home in one of Boston's most vibrant neighborhoods.

The Ashmont Guest House is a charming lodging establishment located at 68 Welles Avenue in the heart of Boston, Massachusetts. This cozy guest house offers comfortable accommodations and a welcoming atmosphere for travelers looking for a home away from home. Guests can enjoy well-appointed rooms, friendly staff, and convenient access to all that Boston has to offer. Whether you are visiting for business or pleasure, The Ashmont Guest House is the perfect place to relax and unwind during your stay in the historic city of Boston.

Sonder The Magnolia is a charming lodging located at 234 Newbury Street in the heart of Boston, Massachusetts. This elegant institution offers a unique and personalized experience for guests looking for a comfortable stay in the city. The Magnolia features beautifully decorated rooms, modern amenities, and a convenient location near popular attractions, restaurants, and shopping destinations. Whether you are visiting Boston for business or pleasure, Sonder The Magnolia provides a cozy and welcoming atmosphere for your stay.

Arthouse Vacation Rental is a unique lodging option located at 256 Amory Street in Boston, Massachusetts. This institution offers a one-of-a-kind experience for travelers looking for a cozy and artistic place to stay during their visit to the city. As a combination of a lodging, real estate agency, and travel agency, Arthouse Vacation Rental provides guests with a comfortable and memorable stay in a prime location. With a focus on creativity and design, this institution offers a range of accommodation options to suit every traveler's needs. Experience the charm of Boston while staying at Arthouse Vacation Rental.

Adams Bed & Breakfast is a charming lodging establishment located at 14 Edgerly Road in the heart of Boston, Massachusetts. This cozy bed and breakfast offers comfortable and affordable accommodations for travelers looking for a home away from home. Guests can enjoy a delicious breakfast each morning and relax in the inviting atmosphere of this quaint inn. With its convenient location and friendly staff, Adams Bed & Breakfast is the perfect choice for a memorable stay in Boston.

Welcome to The Trustees of Reservations, a haven for nature lovers and history enthusiasts alike, located at 1 Sergeant Street, Stockbridge, Massachusetts. As a distinguished museum and tourist attraction, we are dedicated to preserving the exceptional scenic, historic, and ecological treasures of Massachusetts. Our mission is to protect the places you love for their trails, history, gardens, and beaches, recognizing that nature and culture enrich our lives and soothe the soul. Explore the beauty of Massachusetts through our diverse offerings, from historic estates to breathtaking natural landscapes. Immerse yourself in our scenic trails, picturesque gardens, and serene beaches that promise a rejuvenating experience. For those interested in history, delve into the rich past of the region with guided tours and educational programs.

Welcome to Bar 10, your ultimate destination for a vibrant night out in the heart of Boston. Nestled within the prestigious Westin Copley Place at 10 Huntington Avenue, Bar 10 offers an inviting atmosphere that perfectly blends relaxation and sophistication. Whether you're looking to unwind after a day of exploring Boston's historic Back Bay or gearing up for a lively evening, our cozy cocktail bar provides the ideal setting. At Bar 10, we pride ourselves on our unique cocktails crafted with precision and creativity. Our extensive drink menu features local beers and a selection of handcrafted cocktails that are sure to delight your taste buds. Pair your drink with our modern American fare, expertly prepared to satisfy your culinary cravings.

Welcome to South End Buttery Annex, a charming café nestled in the heart of Boston's historic South End neighborhood. Located at 37 Clarendon Street, our café offers a cozy and inviting atmosphere where you can enjoy a delightful selection of freshly brewed coffees, artisan teas, and a delectable array of pastries and light bites. At South End Buttery Annex, we pride ourselves on using locally sourced ingredients to create mouthwatering dishes that cater to a variety of tastes. Whether you're stopping by for a quick morning coffee, a leisurely brunch, or an afternoon treat, our friendly staff is dedicated to making your experience memorable.

Welcome to 40 Centre St Parking, conveniently located at 34 Centre Street in the heart of Brookline, Massachusetts. We are your go-to destination for secure and reliable parking in the vibrant 02446 area. Whether you're visiting local shops, dining at nearby restaurants, or exploring the charming neighborhood, our facility offers easy access and peace of mind for your vehicle. Our parking lot is designed to accommodate a variety of vehicles, ensuring ample space and hassle-free parking. With our commitment to customer satisfaction, we maintain a clean and well-lit environment, prioritizing your safety and convenience. Our central location makes us the perfect choice for both short-term and long-term parking needs.

Welcome to 540-542 Main St Parking, your convenient and reliable parking solution located in the heart of Boston, Massachusetts. Situated at 540-542 Main Street, our facility offers easy access to the vibrant Charlestown neighborhood and surrounding areas. Whether you're visiting for business, leisure, or as a local resident, our parking lot provides a safe and secure environment for your vehicle. At 540-542 Main St Parking, we understand the importance of convenience and efficiency. Our well-maintained lot is designed to accommodate a variety of vehicles, ensuring ample space for cars of all sizes. With clearly marked spaces and easy-to-navigate lanes, parking with us is a hassle-free experience.

Welcome to MBTA - Melrose Highlands, your convenient and reliable transit station located at 497 Franklin Street, Melrose, Massachusetts. Nestled in the charming community of Melrose, our station serves as a vital hub for commuters and travelers alike, offering seamless access to the greater Boston area and beyond. At MBTA - Melrose Highlands, we prioritize your travel needs with a commitment to efficiency and comfort. Our station features well-maintained facilities, ample parking, and easy access to local amenities. Whether you're commuting to work, exploring the vibrant city of Boston, or simply enjoying the scenic beauty of Massachusetts, our location provides an ideal starting point.

Welcome to Family Estates, your ideal destination for a relaxing and memorable stay in Peabody, Massachusetts. Nestled at 154 Newbury Street, our charming lodging and RV park offers a perfect blend of comfort, convenience, and community. Whether you're traveling with family, friends, or solo, Family Estates provides a welcoming atmosphere that feels just like home. Our well-maintained RV park is equipped with all the essential amenities to ensure a comfortable stay, including spacious sites, full hook-ups, and clean facilities. For those seeking a more traditional lodging experience, our cozy accommodations are designed to offer a restful retreat after a day of exploring the beautiful North Shore region.

Peddocks Island Yurt #4: Your Unique Getaway in Hull, Massachusetts Nestled in the serene beauty of Hull, Massachusetts, Peddocks Island Yurt #4 offers a unique and unforgettable camping experience. Situated within the picturesque Boston Harbor Islands National and State Park, this charming yurt provides the perfect blend of rustic charm and modern comfort, ideal for nature enthusiasts and adventure seekers alike.

Welcome to Peddocks Island Yurt #5, your serene escape nestled in the heart of Boston Harbor Islands National and State Park, located in Hull, Massachusetts. This unique lodging experience offers the perfect blend of rustic charm and modern comfort, ideal for nature enthusiasts and adventure seekers alike. Surrounded by breathtaking views and rich history, our yurt provides a cozy and memorable stay for families, couples, and solo travelers. Peddocks Island Yurt #5 is part of a beautiful campground that invites guests to disconnect from the hustle and bustle of everyday life and reconnect with nature. Equipped with comfortable sleeping arrangements, our yurt ensures a restful night's sleep under the stars, while amenities like picnic areas and fire pits enhance your outdoor experience. Enjoy easy access to hiking trails, wildlife observation, and stunning beachfronts, making it an ideal spot for outdoor recreation and relaxation.

Welcome to Lafayette St @ Laurel St Transit Station, your convenient gateway to Salem, Massachusetts, and beyond. Located in the heart of Salem, our station offers easy access to public transportation, making your commute or visit to this historic city seamless and efficient. Whether you're a local resident or a visitor, Lafayette St @ Laurel St Transit Station is your starting point for exploring the rich history, vibrant culture, and charming attractions that Salem has to offer. With well-maintained facilities and a commitment to providing reliable service, we strive to ensure a pleasant travel experience for all our passengers. Join us at Lafayette St @ Laurel St and enjoy the convenience of connecting to your next destination.