TOP 30 Boutique guesthouse stay in Massachusetts

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The Brass Key Guesthouse is a charming lodging establishment located at 67 Bradford Street in the picturesque town of Provincetown, Massachusetts, United States. This cozy guesthouse offers a unique and inviting atmosphere for guests looking for a comfortable and relaxing stay. With well-appointed rooms, friendly staff, and a convenient location near local attractions, The Brass Key Guesthouse is the perfect choice for a memorable getaway on Cape Cod.

Endless Coast, A Boutique Hotel, is a charming lodging located at 2068 State Highway in Wellfleet, Massachusetts, United States. Nestled along the endless coastline, this boutique hotel offers a serene and tranquil retreat for guests looking to escape the hustle and bustle of everyday life. With its stylish decor, personalized service, and scenic views of the coast, Endless Coast provides a unique and unforgettable experience for all who stay here. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, this hotel is the perfect destination for those looking to relax and rejuvenate by the sea.

The Nauset Guesthouse is a charming lodging institution located at 1815 Nauset Road in Eastham, Massachusetts. With a focus on creating a welcoming and peaceful environment, the guesthouse offers a Deluxe King Suite with a newly remodeled bathroom and private outside entrance. Guests can enjoy the spaciousness and privacy of the suite, as well as amenities such as air-conditioning, Wi-Fi, and a Keurig coffee pot. Conveniently located near beaches, restaurants, and shopping, the guesthouse is surrounded by trees and borders the Cape Cod National Seashore, providing a tranquil setting for guests to relax and unwind. Contact the guesthouse to reserve a suite and receive a discount by April 15, 2024.

Publick House Historic Inn is a charming and cozy establishment located at 277 Main Street in Sturbridge, Massachusetts. This historic inn offers a unique combination of food, lodging, and restaurant services, making it the perfect destination for a relaxing getaway or a delicious meal. With its quaint New England charm and warm hospitality, Publick House Historic Inn provides guests with a truly memorable experience. Whether you're looking for a comfortable place to stay, a delectable meal, or a cozy spot to relax, this institution has everything you need for a delightful stay in Sturbridge.

Washington House is a historic institution located at 16 Washington Street in Westfield, Massachusetts. This charming building serves as a hub for community events, educational programs, and cultural activities. With its rich history and welcoming atmosphere, Washington House is a beloved landmark in the heart of Westfield. Whether you're attending a lecture, concert, or art exhibit, you'll find yourself immersed in the vibrant energy of this unique institution. Come visit Washington House and experience the best of what Westfield has to offer.

The Captain's House Plymouth is a charming and historic institution located at 8 Brewster Street in Plymouth, Massachusetts. As a real estate agency, they specialize in helping clients find their dream homes in this picturesque coastal town. Additionally, as a travel agency, they offer personalized vacation planning services to help visitors make the most of their time in Plymouth. With a team of experienced professionals and a deep knowledge of the local area, The Captain's House Plymouth is your go-to destination for all things real estate and travel in Plymouth, Massachusetts.

Located in the charming town of West Stockbridge, Massachusetts, the Shaker Mill Inn offers a cozy and comfortable lodging experience. Situated at 2 Oak Street, this historic inn provides a peaceful retreat for guests looking to relax and unwind. The beautifully decorated rooms and friendly staff make for a memorable stay. With its convenient location and warm hospitality, the Shaker Mill Inn is the perfect choice for travelers visiting the Berkshires region.

The Cottage B and B is a charming lodging establishment located at 14 Prospect Hill Road in the picturesque town of Stockbridge, Massachusetts. This historic bed and breakfast offers cozy accommodations in a beautifully restored cottage, providing guests with a peaceful and relaxing retreat. In addition to its comfortable rooms, The Cottage B and B also features a small museum showcasing local artifacts and history, adding a unique touch to the overall guest experience. Whether you are looking for a romantic getaway or a cultural escape, The Cottage B and B is the perfect destination for your next visit to Stockbridge.

33 Main offers a luxurious lodging experience curated by renowned designer Annie Selke. Located in the charming town of Lenox, Massachusetts, this upscale accommodation combines modern amenities with classic New England charm. Each room is elegantly decorated with Selke's signature style, creating a cozy and inviting atmosphere for guests to relax and unwind. With its prime location on Main Street, guests can easily explore the local shops, restaurants, and cultural attractions that Lenox has to offer. Whether you're visiting for a romantic getaway or a weekend retreat, 33 Main promises a memorable and indulgent stay in the heart of the Berkshires.

Lanesborough Country Inn is a charming lodging located at 499 South Main Street in Lanesborough, Massachusetts, United States. This cozy inn offers a peaceful retreat in the picturesque Berkshire Mountains, surrounded by beautiful nature and just a short drive from cultural attractions such as Tanglewood and the Norman Rockwell Museum. Guests can relax in comfortable rooms, enjoy delicious breakfasts, and unwind in the serene setting of the inn's grounds. Whether you're looking for a romantic getaway or a relaxing escape, Lanesborough Country Inn provides a warm and welcoming atmosphere for your stay.

Welcome to Blackinton Manor, a charming lodging establishment located at 1391 Massachusetts Avenue in North Adams, Massachusetts. This historic manor offers a unique and luxurious experience for guests looking to escape the hustle and bustle of everyday life. With its elegant architecture, beautifully landscaped grounds, and top-notch amenities, Blackinton Manor is the perfect destination for a relaxing getaway. Whether you're looking to explore the nearby attractions or simply unwind in a tranquil setting, our friendly staff is dedicated to ensuring your stay is comfortable and memorable. Experience the timeless elegance of Blackinton Manor during your next visit to Massachusetts.

Netherwood is a charming lodging institution located at 253 Kemp Avenue in the picturesque town of North Adams, Massachusetts, United States. Nestled in a serene and peaceful setting, Netherwood offers comfortable accommodations and a warm hospitality experience for guests seeking a relaxing getaway. With its convenient location and cozy atmosphere, Netherwood is the perfect place to unwind and enjoy the beauty of the surrounding area. Whether you are visiting for business or pleasure, Netherwood welcomes you with open arms and promises a memorable stay.

26 Church Street is a charming lodging institution located in the heart of Lenox, Massachusetts. Situated at the address 26 Church Street, this cozy establishment offers a warm and inviting atmosphere for guests looking to experience the beauty of the Berkshires. With comfortable accommodations and a convenient location near local attractions, 26 Church Street is the perfect choice for a relaxing getaway in this picturesque New England town. Whether you're exploring the nearby shops and restaurants or simply unwinding in your well-appointed room, you'll feel right at home at this lovely inn.

Maple House Bed & Breakfast is a charming lodging establishment located at 51 Middletown Hill Road in Rowe, Massachusetts, United States. Nestled in a picturesque countryside setting, this cozy B&B offers guests a peaceful retreat surrounded by nature. The well-appointed rooms are tastefully decorated and provide a comfortable stay for visitors looking to relax and unwind. Guests can enjoy a delicious homemade breakfast each morning, made with locally sourced ingredients. The friendly staff at Maple House Bed & Breakfast are dedicated to providing exceptional hospitality and ensuring that guests have a memorable and enjoyable stay. Whether you are looking for a romantic getaway or a peaceful escape from the hustle and bustle of city life, Maple House Bed & Breakfast is the perfect destination for your next vacation.

Located on 60 Masterson Road in the picturesque town of Whately, Massachusetts, Hillside House Bed & Breakfast offers a charming and cozy retreat for travelers looking for a peaceful and relaxing stay. This quaint lodging institution is nestled on a hillside, providing stunning views of the surrounding countryside. Guests can enjoy comfortable accommodations, delicious homemade breakfasts, and warm hospitality from the friendly staff. Whether you are visiting for a weekend getaway or a longer vacation, Hillside House Bed & Breakfast is the perfect place to unwind and recharge in the heart of New England.

The Daniel Stebbins House Inn is a charming lodging located at 25 Woodbridge Street in South Hadley, Massachusetts, United States. This historic inn offers a unique experience with rooms named after significant figures in local history. The Red Room, Blue Room, Cream Room, Green Room, and Royal Room each offer luxury linens, gas fireplaces, private baths, and access to modern amenities such as wireless internet and TV streaming. Guests can enjoy a peaceful stay in this "home away from home" atmosphere, where they can relax in the beautifully landscaped gardens or on the porch. The inn is conveniently located near Mt. Holyoke College and other nearby colleges, as well as the downtown area with restaurants, shops, and entertainment options.

The Jenkins Inn is a charming establishment located at 7 West Street in Barre, Massachusetts, offering a unique combination of food, lodging, and restaurant services. This cozy inn provides guests with comfortable accommodations and a warm, inviting atmosphere. The on-site restaurant serves delicious meals made with locally sourced ingredients, ensuring a memorable dining experience. Whether you're looking for a relaxing getaway or a delicious meal, The Jenkins Inn is the perfect destination.

The Farrington Inn is a cozy and welcoming lodging located at 23 Farrington Avenue in the heart of Boston, Massachusetts. Our charming inn offers comfortable accommodations and a convenient location for visitors looking to explore the city. With a friendly and attentive staff, guests can enjoy a pleasant stay in a relaxed and homely atmosphere. Whether you are traveling for business or pleasure, The Farrington Inn is the perfect choice for your next visit to Boston.

The North Bridge Inn is a charming lodging establishment located at 21 Monument Street in historic Concord, Massachusetts. Nestled in the heart of this picturesque New England town, the inn offers cozy accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near the famous North Bridge, where the first shots of the American Revolutionary War were fired, visitors can explore the rich history of the area and enjoy the beauty of the surrounding nature trails and historic sites. Whether you are looking for a peaceful retreat or a convenient base for exploring all that Concord has to offer, The North Bridge Inn is the perfect choice for your next getaway.

Riverview Inn & Suites is a charming lodging establishment located at 1878 Wilbur Avenue in Somerset, Massachusetts, United States. Situated along the picturesque river, guests can enjoy stunning views and a peaceful atmosphere during their stay. The inn offers comfortable accommodations and modern amenities, making it the perfect choice for both leisure and business travelers. With friendly staff, convenient location, and affordable rates, Riverview Inn & Suites is the ideal destination for a relaxing getaway in Somerset.

The Inn on Arsenal is a charming lodging establishment located at 100 North Beacon Street in Watertown, Massachusetts. Situated in a historic building, this cozy inn offers comfortable accommodations and a welcoming atmosphere for guests looking to explore the beautiful sights and attractions of the area. With its convenient location and friendly staff, The Inn on Arsenal is the perfect choice for travelers seeking a relaxing and enjoyable stay in the United States.

The Golden Room is a luxurious lodging institution located at 710 Hyde Park Avenue in the vibrant city of Boston, Massachusetts. This elegant establishment offers a haven of comfort and style for travelers seeking a truly memorable stay. With its impeccable service, spacious rooms, and modern amenities, The Golden Room promises a delightful experience for guests looking for a touch of luxury during their visit to the United States. Whether you are in town for business or leisure, The Golden Room is the perfect choice for a relaxing and indulgent 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.

No. 284 powered by Sonder is a stylish and modern lodging institution located at 284 Commonwealth Avenue in the heart of Boston, Massachusetts. This boutique hotel offers a unique and personalized experience for guests, with beautifully designed rooms and top-notch amenities. Whether you're in town for business or pleasure, No. 284 powered by Sonder provides a comfortable and luxurious stay in a convenient location. Experience the best of Boston hospitality at this one-of-a-kind institution.

Prentiss House by Thatch is a charming lodging institution located at 6 Prentiss Street in the heart of Cambridge, Massachusetts, United States. This historic building offers a unique blend of modern amenities and old-world charm, providing a cozy and comfortable stay for guests. The elegant decor and personalized service create a welcoming atmosphere for visitors looking to explore the vibrant city of Cambridge. With its convenient location and warm hospitality, Prentiss House by Thatch is the perfect choice for travelers seeking a memorable stay in this bustling New England city.

A Friendly Inn At Harvard is a charming lodging establishment located at 1673 Cambridge Street in Cambridge, Massachusetts, just a stone's throw away from the prestigious Harvard University. This cozy inn offers comfortable and affordable accommodations with a friendly and welcoming atmosphere. Guests can enjoy a peaceful stay in a convenient location, with easy access to the university campus, as well as nearby attractions and amenities. Whether visiting for business or pleasure, A Friendly Inn At Harvard provides a home away from home for travelers seeking a comfortable and laid-back place to rest and recharge.

Silvershell Inn is a charming lodging establishment located at 460 Front Street in Marion, Massachusetts. This cozy inn offers a peaceful retreat for travelers seeking a comfortable and relaxing stay. The rooms are tastefully decorated and equipped with modern amenities to ensure a pleasant experience for guests. The friendly staff at Silvershell Inn are dedicated to providing top-notch service and making your stay memorable. Whether you are visiting Marion for business or pleasure, Silvershell Inn is the perfect choice for your accommodations.

The Harbor Light Inn, located at 58 Washington Street in Marblehead, Massachusetts, is a romantic hotel offering quick access to the harbor, shops, galleries, historic homes, and restaurants. Our beautiful rooms showcase a variety of styles and high-quality accommodations. All room rates include a full breakfast for two and free onsite parking. Make your stay extra special by preordering a bottle of wine or fresh flowers, or arranging a relaxing massage in your room. Experience a memorable getaway at the Harbor Light Inn.

Thatch Quarters on Dorchester Street is a charming lodging establishment located at 80 Dorchester Street in the heart of Boston, Massachusetts. This cozy and inviting retreat offers a peaceful atmosphere for guests to relax and unwind during their stay in the bustling city. The rooms are beautifully decorated and equipped with all the necessary amenities to ensure a comfortable and enjoyable experience. With its convenient location, guests can easily explore the nearby attractions, restaurants, and shops. Whether you are visiting Boston for business or pleasure, Thatch Quarters on Dorchester Street is the perfect home away from home.

The Daniels House Inn is a charming bed and breakfast located at 1 Daniels Street in historic Salem, Massachusetts. This quaint inn offers cozy accommodations and a warm, inviting atmosphere for guests to relax and unwind. With its convenient location near popular tourist attractions, including the Salem Witch Trials Memorial and the Peabody Essex Museum, The Daniels House Inn is the perfect place to stay while exploring all that Salem has to offer. Whether you're visiting for a weekend getaway or a longer vacation, you'll feel right at home at this charming inn.