TOP 30 Best Romantic historic getaway in Massachusetts

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.

Best Western At Historic Concord is a charming lodging institution located at 740 Elm Street in the historic town of Concord, Massachusetts. Situated in the heart of the United States, this hotel offers a comfortable and convenient stay for travelers looking to explore the rich history and culture of the area. With well-appointed rooms, modern amenities, and friendly staff, guests can relax and unwind in a tranquil setting. Whether visiting for business or pleasure, Best Western At Historic Concord provides a warm and welcoming atmosphere for all guests.

Gateway Getaway is a premier real estate agency located at 123 Packard Street in the picturesque town of Plymouth, Massachusetts. Our dedicated team of professionals is committed to helping clients find their dream homes or investment properties in this charming coastal community. Whether you're looking for a beachfront retreat, a historic colonial, or a cozy cottage, Gateway Getaway has the expertise and resources to make your real estate dreams a reality. Contact us today to start your journey towards finding the perfect gateway to your new life in Plymouth.

27 Standish Street is a charming lodging institution located in Provincetown, Massachusetts, United States. This cozy retreat offers comfortable accommodations in a picturesque setting, perfect for those looking to relax and unwind. With its convenient location near the beach and various attractions, guests can easily explore all that Provincetown has to offer. Whether you're looking for a romantic getaway or a fun-filled vacation with friends, 27 Standish Street is the perfect choice for your stay in this beautiful coastal town.

Lucky 8 Penthouse is a luxurious lodging located at 58 Bradford Street in the picturesque town of Provincetown, Massachusetts. This stunning penthouse offers guests a truly unforgettable experience with its modern amenities, stylish decor, and breathtaking views of the surrounding area. Whether you are looking for a romantic getaway or a relaxing retreat, Lucky 8 Penthouse is the perfect choice for your stay in Provincetown. Experience the ultimate in comfort and sophistication at this exclusive lodging destination.

The Inn at Freeman Elms Farm B&B is a charming and welcoming lodging establishment located in the picturesque town of New Marlborough, Massachusetts. Situated at 566 Mill River Great Barrington Road, this historic bed and breakfast offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of city life. Surrounded by the natural beauty of the Berkshires, the Inn at Freeman Elms Farm B&B provides a cozy and comfortable atmosphere for guests to unwind and recharge. The property boasts beautifully appointed rooms, each uniquely decorated to provide a home away from home experience. Guests can enjoy a delicious homemade breakfast each morning, made with locally sourced ingredients.

The Wainwright Inn Bed & Breakfast is a charming and historic lodging establishment located at 518 South Main Street in the picturesque town of Great Barrington, Massachusetts, United States. This cozy inn offers comfortable accommodations in a beautiful Victorian-style setting, perfect for a relaxing getaway or romantic retreat. Guests can enjoy a delicious homemade breakfast each morning and explore the nearby attractions, including the Berkshire Mountains and quaint shops and restaurants in the town center. With its warm hospitality and inviting atmosphere, The Wainwright Inn Bed & Breakfast is the perfect choice for a memorable stay in the Berkshires.

The Barrington Bed and Breakfast is a charming lodging establishment located at 281 Main Street in the picturesque town of Great Barrington, Massachusetts. This cozy B&B offers a warm and inviting atmosphere for guests looking for a relaxing getaway in the heart of the Berkshires. The beautifully decorated rooms are equipped with modern amenities to ensure a comfortable stay, and guests can enjoy a delicious homemade breakfast each morning. Conveniently located near shops, restaurants, and attractions, The Barrington Bed and Breakfast is the perfect choice for those seeking a peaceful retreat in a quaint New England town.

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.

The Egremont Village Inn is a charming and historic lodging establishment located at 17 Main Street in the picturesque town of Egremont, Massachusetts, United States. This cozy inn offers a comfortable and welcoming atmosphere, perfect for a relaxing getaway in the Berkshires. Guests can enjoy beautifully appointed rooms, delicious meals at the on-site restaurant, and easy access to the area's many attractions and outdoor activities. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, The Egremont Village Inn is the perfect choice for your stay in the Berkshires.

Located in the quaint village of New Marlborough in Massachusetts, The Old Inn On The Green is a historic institution offering both bar services and lodging. The inn, originally a stagecoach relay, features beautifully restored guest rooms, fine dining in candlelit rooms, and seasonal outdoor dining on the garden terrace. The Southfield Store, open for takeout daily, is also part of the institution. Whether you are visiting for business or pleasure, for dinner or an overnight stay, The Old Inn On The Green provides a charming and authentic experience in the heart of the Berkshire region. With its picturesque surroundings of rolling fields and meadows, this historic inn is a perfect destination for those seeking a peaceful retreat in New England. Visit us at 134 Hartsville-New Marlborough Rd, New Marlborough, MA 01230 or contact us at 413-229-7924 or info@oldinn.com. Feel the love and experience the best of the oldest at The Old Inn On The Green.

Maplewood Bed & Breakfast is a charming lodging establishment located at 266 Massachusetts 8 North in Otis, Massachusetts, United States. Nestled in a picturesque setting, this cozy bed and breakfast offers guests a peaceful retreat surrounded by nature. The comfortable accommodations and warm hospitality make Maplewood Bed & Breakfast the perfect choice for a relaxing getaway in the beautiful Berkshires region. With its convenient location and inviting atmosphere, guests can enjoy a memorable stay at this delightful B&B.

Riverdale Inn is a charming lodging located at 1500 Riverdale Street in West Springfield, Massachusetts. Situated in a picturesque setting, this cozy inn offers a relaxing and comfortable stay for guests visiting the area. The rooms are tastefully decorated and equipped with modern amenities to ensure a pleasant stay. The friendly staff at Riverdale Inn are dedicated to providing exceptional service and making guests feel right at home. Whether you are in town for business or leisure, this welcoming inn is the perfect place to unwind and enjoy a peaceful retreat.

Naomi's Inn Bed and Breakfast is a charming and cozy lodging located at 20 Springfield Street in Springfield, Massachusetts, United States. This historic inn offers comfortable accommodations with a personal touch, making guests feel right at home. The beautifully decorated rooms, delicious homemade breakfast, and warm hospitality create a welcoming atmosphere for travelers looking for a relaxing stay. Conveniently situated near local attractions and amenities, Naomi's Inn Bed and Breakfast is the perfect choice for a memorable and enjoyable getaway in Springfield.

The Cora Needham House is a charming lodging establishment located at 48 Main Street in Wales, Massachusetts, United States. This historic house offers a cozy and comfortable atmosphere for guests looking to relax and unwind in a picturesque New England setting. With its quaint decor and warm hospitality, The Cora Needham House provides a unique and memorable experience for those seeking a peaceful getaway in the heart of the countryside. Whether you're visiting for a weekend retreat or an extended stay, this institution is the perfect place to call home during your time in Wales.

Laurel Ridge Bed and Breakfast is a charming lodging establishment located at 648 Southbridge Road in Warren, Massachusetts, United States. Nestled in a picturesque setting, this cozy B&B offers guests a peaceful and relaxing retreat. With comfortable accommodations and personalized service, Laurel Ridge Bed and Breakfast is the perfect choice for a weekend getaway or a romantic escape. Experience the beauty of the New England countryside while enjoying modern amenities and warm hospitality at this lovely inn.

Elias Carter House Bed and Breakfast is a charming lodging establishment located at 8 North Main Street in Brimfield, Massachusetts, United States. This historic property offers comfortable and cozy accommodations in a beautiful setting. Guests can enjoy a relaxing stay in a peaceful atmosphere, with personalized service and delicious homemade breakfast served each morning. Whether you are visiting for a romantic getaway, a family vacation, or a business trip, Elias Carter House Bed and Breakfast provides a welcoming and unforgettable experience.

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.

Valentine Mansion is a charming lodging institution located at 270 Maple Street in Springfield, Massachusetts, United States. This historic mansion offers a unique and luxurious accommodation experience, with beautifully decorated rooms, modern amenities, and personalized service. Guests can relax in the elegant surroundings of the mansion, enjoy the peaceful gardens, and experience the warmth and hospitality of the staff. Whether you are visiting for a romantic getaway, a special occasion, or a business trip, Valentine Mansion is the perfect place to stay in Springfield.

Welcome to Nathan Goodale Bed & Breakfast, located at 11 Warren Road in the picturesque town of Brimfield, Massachusetts, in the United States. Our charming and cozy establishment offers comfortable lodging in a peaceful and serene setting. Guests can enjoy a relaxing stay in one of our beautifully decorated rooms, each equipped with modern amenities for a comfortable and enjoyable stay. Start your day with a delicious homemade breakfast served in our dining area. Explore the nearby attractions such as antique shops, hiking trails, and local restaurants. Whether you are visiting for a romantic getaway or a weekend escape, Nathan Goodale Bed & Breakfast is the perfect place to unwind and rejuvenate. Book your stay with us today and experience true New England hospitality.

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 Stagecoach Tavern at Race Brook Lodge is a charming and historic institution located in Sheffield, Massachusetts. Situated at 854 South Undermountain Road, this cozy tavern offers a unique dining experience in a rustic setting. Guests can enjoy a variety of delicious food and drinks, from classic pub fare to gourmet entrees, all served in a warm and inviting atmosphere. Whether you're looking for a casual meal with friends or a romantic dinner for two, The Stagecoach Tavern is the perfect spot to relax and unwind. With its friendly staff, excellent service, and beautiful surroundings, this institution is a must-visit destination for anyone in the area.

Old Inn Associates is a charming establishment located at 100 Stone Manor Dr in New Marlborough, Massachusetts. As a renowned food, lodging, and restaurant institution, we pride ourselves on providing top-notch service and comfortable accommodations for our guests. Whether you're looking for a delicious meal at our restaurant, a cozy stay in our well-appointed rooms, or a relaxing retreat in the beautiful Massachusetts countryside, Old Inn Associates has everything you need for a memorable experience. Come visit us and experience the warm hospitality and exceptional amenities that have made us a favorite destination for travelers near and far.

The Lady Bea River Cruises is a premier travel agency located in South Hadley, Massachusetts. We offer luxurious and unforgettable river cruises along the beautiful Alvord River. Our cruises provide a unique and relaxing way to explore the stunning scenery and wildlife of the region. Whether you're looking for a romantic getaway, a family adventure, or a group excursion, The Lady Bea River Cruises has something for everyone. Join us for an unforgettable experience on the water.

AboutNewEngland.com is a health institution located at 107 Woolworth Street in Longmeadow, Massachusetts. Our mission is to provide top-quality healthcare services to the residents of New England. With a team of skilled medical professionals and state-of-the-art facilities, we are dedicated to promoting the health and well-being of our community. From preventive care to specialized treatments, we offer a wide range of services to meet the unique needs of each individual. Trust AboutNewEngland.com for all your healthcare needs.

The Carriage House is a prestigious university located in the charming town of Great Barrington, Massachusetts, United States. Situated in a historic building, the institution offers a unique and inspiring learning environment for students. With a focus on academic excellence and innovation, the Carriage House provides a wide range of programs and resources to help students succeed in their chosen fields. The university's beautiful campus and dedicated faculty make it a top choice for those seeking a quality education in a picturesque setting.

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.

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.