TOP 30 Best Romantic getaway stay in Massachusetts

Grieshaber's Getaway is a premier travel agency located at 60 Sutton Place in East Longmeadow, Massachusetts. We specialize in creating unforgettable travel experiences for our clients, offering a wide range of services including booking flights, accommodations, and activities. Our team of experienced travel experts is dedicated to providing personalized service and expert advice to help you plan the perfect getaway. Whether you're looking for a relaxing beach vacation, a thrilling adventure, or a romantic escape, Grieshaber's Getaway has you covered. Contact us today to start planning your dream vacation!

Stay Berkshires is a charming lodging institution located at 1146 Cold Spring Road in the picturesque town of Williamstown, Massachusetts. Nestled in the heart of the Berkshires, our cozy accommodations offer a peaceful retreat for visitors looking to relax and unwind in a beautiful natural setting. Whether you're exploring the nearby cultural attractions or simply seeking a tranquil escape, Stay Berkshires provides a comfortable and inviting home away from home. Experience the warmth and hospitality of our friendly staff as you enjoy all that the Berkshires have to offer.

Welcome to Best Stay Inn, located at 21 Washington Street in Plainville, Massachusetts. Our cozy lodging is the perfect home away from home for travelers looking for a comfortable and affordable stay in the United States. With our convenient location, guests can easily explore all that Plainville has to offer, from local attractions to dining and shopping options. Our friendly staff is dedicated to providing top-notch service to ensure that your stay with us is a memorable one. Book your stay at Best Stay Inn today and experience true hospitality in the heart of Massachusetts.

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.

Getaways by the Sea is a charming lodging institution located at 500 Ocean Street in Barnstable, Massachusetts. Situated right by the sea, this cozy retreat offers guests a peaceful and relaxing environment to escape the hustle and bustle of everyday life. Whether you're looking for a romantic weekend getaway or a family vacation, Getaways by the Sea provides comfortable accommodations and stunning ocean views. With easy access to the beach and nearby attractions, this institution is the perfect destination for those seeking a coastal retreat. Book your stay at Getaways by the Sea and experience the beauty of the Massachusetts coast.

Blissful Getaways is a premier finance and travel agency located in the heart of Boston, Massachusetts. Our team of experienced professionals is dedicated to helping our clients plan their dream vacations while staying within their budget. Whether you're looking for a relaxing beach getaway, an adventurous mountain retreat, or a cultural city escape, we have the expertise to make it happen. Visit us at 21 Wormwood Street and let us help you create unforgettable memories on your next Blissful Getaway.

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.

Birch Hill Bed & Breakfast is a charming lodging located at 254 South Undermountain Road in Sheffield, Massachusetts, United States. Nestled in the picturesque Berkshires region, this cozy B&B offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. With comfortable accommodations, delicious homemade breakfasts, and warm hospitality, Birch Hill Bed & Breakfast is the perfect place to relax and unwind during your stay in the Berkshires.

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.

Granville House is a charming lodging institution located at 98 Division Street in the picturesque town of New Marlborough, Massachusetts. This cozy and inviting establishment offers comfortable accommodations for visitors looking to experience the beauty and tranquility of the Berkshires region. With its convenient location and warm hospitality, Granville House is the perfect choice for a relaxing getaway in New England.

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.

Swann Lodge is a charming lodging facility located on Brett Road in the picturesque town of Monterey, Massachusetts. Surrounded by beautiful scenery and offering a peaceful retreat for guests, Swann Lodge is the perfect destination for those seeking a relaxing getaway in the United States. With cozy accommodations and a warm, welcoming atmosphere, Swann Lodge provides a comfortable and inviting stay for visitors looking to unwind and recharge in the tranquil surroundings of Monterey. Whether you're exploring the nearby attractions or simply enjoying the serenity of the area, Swann Lodge offers a memorable experience for all who stay.

Lakeside Terrace is a charming lodging institution located at 24 Lakeside Terrace in the picturesque town of Monterey, Massachusetts, United States. Nestled by a tranquil lake, Lakeside Terrace offers guests a peaceful and serene setting to relax and unwind. The cozy accommodations and friendly staff ensure a comfortable stay for guests looking to escape the hustle and bustle of city life. With its beautiful surroundings and convenient location, Lakeside Terrace is the perfect destination for a relaxing getaway in the heart of nature.

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.

Brook Cove is a charming lodging institution located at 30 Linda Lane in the picturesque town of Great Barrington, Massachusetts. Surrounded by lush greenery and peaceful surroundings, Brook Cove offers a serene retreat for guests looking to escape the hustle and bustle of city life. The cozy accommodations and warm hospitality make it the perfect destination for a relaxing getaway. Whether you're looking to explore the beautiful Berkshires or simply unwind in nature, Brook Cove provides a tranquil and comfortable stay for all visitors.

Welcome Inn is a charming lodging establishment located at 2041 Riverdale Street in West Springfield, Massachusetts. Our cozy rooms and welcoming atmosphere make us the perfect choice for travelers looking for a comfortable and affordable place to stay. Conveniently located near local attractions and dining options, Welcome Inn offers a convenient and pleasant stay for all guests. Our friendly staff is dedicated to providing excellent customer service and ensuring that your stay is enjoyable. Book your stay with us today and experience the warm hospitality of Welcome Inn.

Springfield Inn is a charming lodging establishment located at 1573 Riverdale Street in West Springfield, Massachusetts, United States. Situated in a convenient location, the inn offers comfortable accommodations and excellent amenities for both leisure and business travelers. With its welcoming atmosphere and friendly staff, guests can enjoy a relaxing stay while exploring the nearby attractions and activities. Whether you are visiting for a weekend getaway or a business trip, Springfield Inn provides a cozy and convenient home away from home.

Westside Inn is a cozy and comfortable lodging facility situated at 1032 Riverdale Street in West Springfield, Massachusetts. Our convenient location makes it easy for guests to explore all that the area has to offer, from shopping and dining to outdoor recreation. The inn offers a range of well-appointed rooms, each equipped with modern amenities to ensure a pleasant stay. Whether you are visiting for business or leisure, Westside Inn is the perfect choice for your accommodation needs. Experience warm hospitality and a relaxing atmosphere at our charming inn in the heart of West Springfield.

Bel Air Inn is a cozy lodging facility located at 387 Riverdale Street in West Springfield, Massachusetts. This charming inn offers comfortable accommodations and a welcoming atmosphere for guests looking for a relaxing stay. Conveniently situated in a prime location, Bel Air Inn is the perfect choice for travelers visiting the area for business or pleasure. With its friendly staff, clean rooms, and affordable rates, Bel Air Inn is a top choice for those seeking a comfortable and convenient place to stay in West Springfield.

Lily's Lodge is a cozy and welcoming lodging establishment located at 9 Norman Street in West Springfield, Massachusetts. Our charming lodge offers comfortable accommodations for guests looking to relax and unwind in a peaceful setting. With a convenient location in the heart of West Springfield, Lily's Lodge is the perfect home base for exploring all that the area has to offer. Whether you are visiting for business or leisure, our friendly staff is dedicated to providing exceptional service to ensure a memorable stay. Book your stay at Lily's Lodge and experience true hospitality in the beautiful city of West Springfield.

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.

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.