TOP 30 Inn for weekend escapes in Massachusetts

Thornewood Inn is a charming and historic lodging located at 453 Stockbridge Road in the picturesque town of Great Barrington, Massachusetts. Nestled in the heart of the Berkshires, this cozy inn offers a tranquil escape for guests looking to relax and unwind. The beautifully appointed rooms are elegantly furnished and offer modern amenities for a comfortable stay. Guests can enjoy a delicious breakfast each morning and explore the surrounding area, which is known for its scenic beauty and cultural attractions. Whether you are seeking a romantic getaway or a peaceful retreat, Thornewood Inn is the perfect destination for your next vacation.

Sturbridge Country Inn is a charming lodging establishment located at 530 Main Street in the historic town of Sturbridge, Massachusetts, United States. This quaint inn offers a cozy and welcoming atmosphere, perfect for a relaxing getaway or a romantic weekend retreat. Guests can enjoy comfortable accommodations, delicious breakfast options, and personalized service from the friendly staff. The inn's convenient location provides easy access to local attractions such as Old Sturbridge Village, restaurants, and shops. Whether you're looking for a peaceful escape or a convenient base for exploring the area, Sturbridge Country Inn is the ideal choice for your next stay in Sturbridge.

The Inn At Richmond is a charming lodging establishment located at 802 State Road in the picturesque town of Richmond, Massachusetts, United States. Nestled in the heart of the Berkshires, this historic inn offers a peaceful retreat for guests seeking a relaxing getaway. With cozy rooms, elegant decor, and modern amenities, The Inn At Richmond provides a comfortable and inviting atmosphere for visitors to enjoy. Whether you're looking to explore the nearby attractions or simply unwind in a tranquil setting, this institution is the perfect choice for your stay in the Berkshires.

Located at 10 Richmond Mountain Road in Lenox, Massachusetts, the Apple Tree Inn is a charming lodging option that serves as the perfect retreat for those looking to nurture their creativity. Surrounded by the natural beauty of the Berkshires, this institution offers a peaceful escape from the ordinary where guests can unlock new ideas and inspiration. The inn features a picturesque 1885 Victorian main house with 13 rooms that blend historic charm with modern amenities such as Frette linens. Additionally, there is a rustic Lodge with 21 rooms that provide a cozy and tranquil setting overlooking the lush green forests and rolling hills of the Berkshires.

The Chesapeake Inn of Lenox is a charming lodging establishment located at 210 West Street in the picturesque town of Lenox, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind in the heart of the Berkshires. With its convenient location near historic sites, cultural attractions, and outdoor activities, the Chesapeake Inn of Lenox is the perfect destination for a peaceful getaway or romantic retreat. Experience the beauty and hospitality of Lenox at this charming inn.

The Inn at Kenmore Hall is a charming lodging located at 1385 State Road in Richmond, Massachusetts. Nestled in the beautiful countryside of the United States, this institution offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With comfortable accommodations and attentive staff, visitors can enjoy a restful stay surrounded by scenic views and serene surroundings. Whether you're looking for a romantic getaway or a quiet weekend retreat, The Inn at Kenmore Hall is the perfect destination for a memorable stay.

The Stockbridge Country Inn is a charming bed and breakfast located at 26 Glendale Road in Stockbridge, Massachusetts. Nestled in the heart of the picturesque Berkshires, this cozy inn offers beautifully appointed guest accommodations, each with its own unique character and style. Guests can enjoy a peaceful and relaxing atmosphere, surrounded by stunning gardens and a cozy fireplace room. Conveniently located just 1 mile away from the Norman Rockwell Museum and Chesterwood, The Stockbridge Country Inn is the #1 closest Berkshires Bed and Breakfast to these popular attractions. This makes it an ideal choice for visitors looking to explore the museum while enjoying the serene surroundings of the Berkshires.

Berkshire Valley Inn is a charming lodging located at 2541 Hancock Road in the picturesque town of Williamstown, Massachusetts. Surrounded by the stunning Berkshire Mountains, this cozy inn offers a peaceful retreat for guests looking to relax and unwind. The well-appointed rooms provide a comfortable and inviting atmosphere, perfect for a weekend getaway or a longer stay. Guests can enjoy the beautiful surroundings, explore nearby hiking trails, or visit the many attractions in the area. Whether you're seeking a quiet escape or an adventurous vacation, Berkshire Valley Inn is the perfect destination for your next trip to the Berkshires.

Devonfield Inn is a charming lodging establishment located at 85 Stockbridge Road in Lee, Massachusetts, United States. Nestled in the picturesque Berkshire Mountains, this cozy inn offers a peaceful and serene retreat for guests seeking a relaxing getaway. The beautifully appointed rooms and suites are tastefully decorated and provide all the comforts of home. Guests can enjoy a delicious homemade breakfast each morning, as well as afternoon tea and snacks. The inn also features a lovely garden area, perfect for unwinding and taking in the natural beauty of the surrounding landscape. Whether you're looking for a romantic escape or a peaceful retreat, Devonfield Inn is the perfect destination for your next vacation.

Welcome to Brook Farm Inn, a charming lodging establishment located at 15 Hawthorne Street in Lenox, Massachusetts. Our Victorian Inn offers 15 guest rooms, including a carriage house with three luxury accommodations, perfect for a relaxing getaway in the beautiful Berkshires. Surrounded by trees and award-winning gardens, our inn provides a serene and secluded atmosphere, while still being just a short walk from historic Lenox village. Built in 1882 and furnished with antiques, our elegant inn features a library filled with poetry, history, and literature, where guests can enjoy the soothing sounds of classical music. Each room at Brook Farm Inn includes a full plated breakfast, providing a perfect start to the day before exploring all that the Berkshires have to offer. From skiing and hiking to theater and antiquing, there is something for everyone to enjoy in the area.

Country Inn is a charming lodging establishment located at 37 Corey Road in Hancock, Massachusetts, United States. Nestled in the picturesque countryside, this quaint inn offers a cozy and inviting atmosphere for guests looking to relax and unwind. With comfortable accommodations, warm hospitality, and beautiful surroundings, Country Inn is the perfect destination for a peaceful getaway in the heart of nature. Whether you are visiting for a romantic weekend escape or a family vacation, you will feel right at home at this idyllic retreat.

THE 1896 House Inn and Country Lodgings is a charming accommodation located at 910 Cold Spring Road in the picturesque town of Williamstown, Massachusetts. This historic institution offers a cozy and comfortable stay in a beautiful countryside setting. With a range of accommodations to choose from, including rooms in the main inn and private cottages, guests can enjoy a peaceful retreat surrounded by nature. The inn also features a delicious on-site restaurant, perfect for enjoying a meal after a day of exploring the nearby attractions such as the Williams College Museum of Art or the Clark Art Institute. Whether you are looking for a romantic getaway or a family vacation, THE 1896 House Inn and Country Lodgings provides a welcoming and relaxing atmosphere for all guests.

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.

Harbour House Inn B&B is a charming lodging establishment located at 725 North State Road in the picturesque town of Cheshire, Massachusetts, United States. This cozy bed and breakfast offers comfortable accommodations in a historic building, with a warm and inviting atmosphere. Guests can enjoy a delicious homemade breakfast each morning, as well as access to a peaceful garden and relaxing common areas. Whether you are looking for a romantic getaway or a peaceful retreat in the Berkshires, Harbour House Inn B&B is the perfect choice for your stay.

Inn Nature Bed & Breakfast is a charming retreat nestled in the picturesque town of Chesterfield, Massachusetts. Located at 261 South Street, this unique establishment offers a perfect blend of relaxation, wellness, and comfort. As a bed and breakfast, guests can enjoy cozy accommodations and a delicious homemade breakfast each morning. The serene surroundings provide the ideal setting for those looking to unwind and rejuvenate.

The Black Walnut Inn is a charming lodging establishment located at 1184 North Pleasant Street in Amherst, Massachusetts. Nestled in the heart of the historic town, this inn offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The inn's cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a delicious breakfast in the quaint dining area or relax in the beautiful garden courtyard. With its convenient location and welcoming atmosphere, The Black Walnut Inn is the perfect choice for travelers seeking a memorable stay in Amherst.

The Inn on Boltwood is a charming and elegant institution located in the heart of Amherst, Massachusetts. Situated at 30 Boltwood Avenue, this historic property offers luxurious accommodations, exquisite dining options, and top-notch service. Whether you are looking for a comfortable place to stay, a delicious meal, or a relaxing getaway, the Inn on Boltwood is the perfect choice. With its convenient location and upscale amenities, this institution is sure to exceed your expectations and provide you with a memorable experience.

Clamber Hill Inn & Restaurant is a charming establishment located at 111 North Main Street in Petersham, Massachusetts. This quaint inn offers cozy lodging accommodations and a top-rated restaurant all under one roof. Guests can enjoy a peaceful retreat in the heart of the New England countryside, with beautifully appointed rooms and delicious meals made with locally sourced ingredients. Whether you're looking for a weekend getaway or a special dining experience, Clamber Hill Inn & Restaurant is the perfect destination for food and lodging in Massachusetts.

Nestled in the picturesque town of Sudbury, Massachusetts, the Inn On The Horse Farm offers a unique and tranquil lodging experience. Located at 277 Old Sudbury Road, this charming inn is surrounded by acres of beautiful farmland and rolling hills. Guests can enjoy a peaceful retreat in a cozy room, each uniquely decorated with a country charm. The Inn On The Horse Farm also offers horseback riding opportunities for guests to explore the scenic countryside. Whether you are looking for a relaxing getaway or a romantic escape, this charming inn is the perfect destination.

Lakeside Inn is a charming lodging establishment located at 595 North Avenue in Wakefield, Massachusetts, United States. Situated by a picturesque lake, Lakeside Inn offers a peaceful retreat for guests looking to relax and unwind. The inn features cozy rooms, a welcoming atmosphere, and stunning views of the surrounding natural beauty. Whether you are visiting for a weekend getaway or a longer stay, Lakeside Inn provides a comfortable and serene setting for your stay in Wakefield.

The Proctor Mansion Inn is a charming and historic lodging located at 36 Common Street in Wrentham, Massachusetts. This beautiful Victorian-era mansion offers guests a unique and elegant experience, with luxurious accommodations and impeccable service. Each room is tastefully decorated with period furnishings and modern amenities, creating a perfect blend of old-world charm and contemporary comfort. Guests can enjoy a delicious breakfast in the elegant dining room, relax in the cozy parlor, or explore the manicured gardens and grounds. Whether you're visiting for a romantic getaway, a special event, or just to escape the hustle and bustle of everyday life, the Proctor Mansion Inn is the perfect retreat.

Fairfield Inn & Suites by Marriott Boston Milford is a welcoming lodging institution located at 1 Fortune Boulevard in the charming town of Milford, Massachusetts. This modern and comfortable hotel offers a range of amenities for guests to enjoy, including spacious rooms and suites, a complimentary breakfast buffet, a fitness center, and an indoor pool. Conveniently situated near major highways, the hotel provides easy access to nearby attractions such as Gillette Stadium and Wrentham Village Premium Outlets. Whether traveling for business or leisure, Fairfield Inn & Suites by Marriott Boston Milford is the perfect choice for a relaxing stay in the heart of New England.

Five Bridge Inn is a charming lodging establishment situated at 152 Pine Street in Rehoboth, Massachusetts. This picturesque inn offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of city life. Surrounded by lush greenery and five scenic bridges, the inn provides a tranquil atmosphere for a memorable stay. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable experience. Guests can enjoy a delicious breakfast in the morning and unwind in the beautiful outdoor spaces. Whether you are looking for a romantic getaway or a peaceful weekend retreat, Five Bridge Inn is the perfect destination for a memorable stay in Massachusetts.

Located at 101 Main Street in Rowley, Massachusetts, Briar Barn Inn is a charming lodging institution just 30 miles from the bustling city of Boston. Offering a blend of laid-back luxury and heartfelt hospitality, Briar Barn Inn provides a quintessential country inn experience with a modern twist. The farmhouse setting of the inn features 30 guest rooms that combine rustic charm with contemporary finishes, creating a serene retreat or romantic getaway. The Spa at Briar Barn Inn offers a tranquil escape with three treatment rooms for massages, facials, wax treatments, and more. The intimate spa provides a relaxing environment for guests to indulge in personalized wellness treatments.

Located in the charming town of Ipswich, Massachusetts, the Ipswich Inn Bed & Breakfast offers a cozy and inviting stay for guests looking for a relaxing getaway. Situated at 2 East Street, this quaint establishment provides comfortable accommodations with a touch of New England charm. With its convenient location near local attractions such as Crane Beach and the Ipswich River Wildlife Sanctuary, guests can easily explore the beauty of the area. Whether you are visiting for a weekend escape or a romantic retreat, the Ipswich Inn Bed & Breakfast is the perfect choice for a memorable stay in Ipswich.

Avalon, the Inn on Cuttyhunk, is a charming and intimate lodging establishment located on the picturesque island of Cuttyhunk in Gosnold, Massachusetts. With its stunning ocean views, cozy accommodations, and warm hospitality, Avalon provides the perfect retreat for those looking to escape the hustle and bustle of everyday life. Whether you're seeking a romantic getaway, a peaceful solo retreat, or a fun-filled family vacation, Avalon offers a relaxing and rejuvenating experience for all guests. Immerse yourself in the natural beauty of Cuttyhunk Island while staying at Avalon, where comfort, tranquility, and personalized service await you.

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.

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.

Parkview Inn is a charming lodging establishment located at 1564 Dorchester Avenue in the bustling city of Boston, Massachusetts. Situated in a convenient location, Parkview Inn offers comfortable and affordable accommodation for travelers looking to explore the vibrant city. The Inn boasts cozy rooms, friendly staff, and a welcoming atmosphere, making it the perfect home away from home for visitors to Boston. Whether you are visiting for business or pleasure, Parkview Inn is the ideal place to rest and rejuvenate during your stay in the United States.

Woods Hole Passage Inn is a charming lodging establishment located at 186 Woods Hole Road in Falmouth, Massachusetts, United States. Nestled in the picturesque town of Woods Hole, this inn offers a cozy and comfortable retreat for guests looking to explore the beauty of Cape Cod. With its convenient location near the waterfront, guests can enjoy easy access to the beach, local shops, and restaurants. The inn features well-appointed rooms, friendly staff, and a warm and inviting atmosphere that will make your stay truly memorable. Whether you are visiting for a relaxing getaway or a romantic weekend, Woods Hole Passage Inn is the perfect choice for your accommodations.