TOP 10 Romantic weekend getaway in Massachusetts

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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!

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.

Yes! Getaways is a premier travel agency located on Newbury Street in the bustling city of Boston, Massachusetts. Our dedicated team of travel experts is committed to helping you plan the perfect getaway, whether it's a relaxing beach vacation, an adventurous mountain retreat, or a cultural city escape. With personalized service and attention to detail, we strive to create unforgettable travel experiences for our clients. Contact us today to start planning your next dream vacation with Yes! Getaways.

Weekend is a stylish clothing store located at 217 Main Street in Orleans, Massachusetts. Curated by Mari Porcari, this upscale lifestyle boutique offers a carefully selected collection of items that are sure to delight and inspire. From small keepsakes to stunning textiles, Weekend has that special piece you've been searching for. Whether you're looking for a new summer dress or a unique accessory, you'll find it at Weekend. Conveniently situated on the way to Nauset Beach, Weekend is a must-visit destination for fashion-forward individuals in the area.

Sheffield Lodge is a charming lodging located at 400 South Undermountain Road in Sheffield, Massachusetts, United States. Nestled in the picturesque Berkshire Mountains, this cozy retreat offers comfortable accommodations and a peaceful atmosphere for guests looking to escape the hustle and bustle of city life. Whether you're seeking a romantic getaway or a relaxing vacation in nature, Sheffield Lodge provides a tranquil setting for all guests to unwind and rejuvenate. With its convenient location near local attractions and outdoor activities, this institution is the perfect destination for those seeking a peaceful retreat in the heart of Massachusetts.

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.

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.

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.

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.

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.

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.

Hamilton Inn is a charming lodging establishment located at 172 Main Street in the heart of Sturbridge, Massachusetts. This cozy inn offers comfortable accommodations and a warm, inviting atmosphere for guests looking to relax and unwind. With its convenient location, guests can easily explore the nearby attractions, shops, and restaurants in the area. Whether you are visiting for business or pleasure, Hamilton Inn provides a peaceful retreat for travelers seeking a home away from home.

The Race Mountain House is a unique institution located at 894 South Undermountain Road in Sheffield, Massachusetts, United States. As a real estate agency and travel agency, The Race Mountain House specializes in providing exceptional services for those looking to buy or rent properties in the picturesque Berkshires region. Whether you're searching for your dream home or planning a relaxing getaway, our dedicated team is here to assist you every step of the way. Experience the beauty and tranquility of the Berkshires with The Race Mountain House.

The Red House on Lake Buel is a charming Berkshire lakeside cottage offering a peaceful retreat for those seeking relaxation and outdoor activities. Located at 24 Downs Road in New Marlborough, Massachusetts, this vacation rental property is just a short distance from popular attractions such as Tanglewood, Jacobs Pillow, Norman Rockwell Museum, and Chesterwood. This idyllic 4 bedroom cottage is situated right on the edge of Lake Buel, providing easy access to swimming, fishing, water sports, and hiking. The house features a spacious screened-in porch with comfortable seating and a dining table for 8, perfect for enjoying meals with a view of the lake. Guests can also bring their own boat and dock it at the private dock.

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.

Hartley Terrace is a prestigious institution located at 52 Hartley Street in Webster, Massachusetts, United States. Our facility offers top-notch services and amenities for individuals seeking a comfortable and enriching living environment. With a focus on personalized care and a commitment to excellence, Hartley Terrace provides a warm and welcoming atmosphere for residents to thrive and enjoy a high quality of life. Our experienced staff is dedicated to meeting the unique needs of each individual, ensuring a safe and supportive community for all. Experience the exceptional care and hospitality of Hartley Terrace today.

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 Berkshires Cottage is a charming real estate and travel agency located at 87 Blunt Road in Great Barrington, Massachusetts. Specializing in vacation rentals and property sales in the picturesque Berkshires region, our agency offers a wide range of cozy cottages, luxurious estates, and scenic properties for visitors and residents alike. Whether you're looking for a weekend getaway or a permanent vacation home, our experienced team is dedicated to helping you find the perfect place to call your own in this beautiful corner of the United States. Visit us at The Berkshires Cottage and let us help you make your dream of living in the Berkshires a reality.

Benton Cove Cabins is a real estate and travel agency located at 189 Ray Hubbard Road in Otis, Massachusetts, United States. Our lakeside cabin rental, "Leeway," offers stunning sunsets and a peaceful retreat on Benton Pond. The 2024 season runs from May 17 to October 13, offering activities such as hiking, swimming, canoeing, kayaking, and more. "Leeway" comfortably sleeps six guests and features two bedrooms, a fully equipped kitchen, a bathroom with modern amenities, and a cozy living room with a stone fireplace. Guests can enjoy their private dock, gas grill, and access to row boats, a canoe, and kayaks. With 225 feet of lakefront shared with our sister cabin "Arcadia," Benton Cove Cabins is the perfect destination for families seeking a relaxing getaway in the Berkshires.