TOP 20 Best Relaxation getaway in Great Barrington, Massachusetts

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.

Wind in the Pines is a serene retreat nestled in the heart of Great Barrington, Massachusetts. Located at 949 South Main Street, this institution offers a tranquil and peaceful environment surrounded by the beauty of nature. Visitors can relax and rejuvenate in the midst of towering pine trees, listening to the gentle rustling of the wind. Whether seeking a quiet escape or a place for reflection and meditation, Wind in the Pines provides a welcoming sanctuary for all who enter its doors.

Welcome to Great Barrington Resort House, your serene getaway nestled in the picturesque landscapes of Lenox, Massachusetts. Located at the heart of the Berkshires, our resort offers a perfect blend of luxury, comfort, and natural beauty. Whether you're seeking a peaceful retreat or an adventure-filled vacation, our resort is the ideal destination. At Great Barrington Resort House, we pride ourselves on providing exceptional hospitality and personalized service. Our elegantly designed rooms and suites offer breathtaking views and modern amenities to ensure a relaxing stay. Enjoy gourmet dining at our on-site restaurant, unwind at our spa, or take a dip in our heated pool.

Welcome to East Rock Inn, your charming getaway nestled in the heart of the Berkshires. Located at 304 State Road, Great Barrington, Massachusetts, our inn offers a perfect blend of comfort and tranquility, making it an ideal destination for both relaxation and adventure. At East Rock Inn, we pride ourselves on providing a warm and inviting atmosphere where guests can unwind and enjoy the natural beauty of the surrounding area. Our elegantly appointed rooms are designed to offer a cozy retreat, complete with modern amenities to ensure a comfortable stay. Whether you're here for a romantic escape, a family vacation, or a solo journey, you'll find the perfect accommodation to suit your needs.

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.

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.

Mansfield Pond is a picturesque park and popular tourist attraction located on Lake Mansfield Road in Great Barrington, Massachusetts, United States. This serene destination offers visitors a tranquil escape surrounded by lush greenery and the calming waters of Mansfield Pond. Perfect for picnics, leisurely walks, or simply enjoying the beauty of nature, Mansfield Pond is a must-visit for anyone looking to relax and unwind in a peaceful setting. With its scenic views and peaceful ambiance, Mansfield Pond is sure to captivate visitors of all ages.

Fountain Pond State Park is a picturesque park located in Great Barrington, Massachusetts, United States. Situated along U.S. 7, this park is a popular tourist attraction known for its serene atmosphere and beautiful natural surroundings. Visitors can enjoy hiking trails, fishing in the pond, picnicking, and birdwatching. The park is a perfect spot for a relaxing day outdoors with family and friends. Whether you're looking to unwind in nature or explore the local wildlife, Fountain Pond State Park offers something for everyone to enjoy.

Welcome to Alford Springs Reserve, a serene oasis nestled in the heart of Great Barrington, Massachusetts. Located at 2-20 Old Village Road, our picturesque park serves as a premier tourist attraction for nature enthusiasts and families alike. Spread across lush landscapes, Alford Springs Reserve offers a tranquil escape with its scenic walking trails, vibrant wildlife, and pristine picnic areas. Visitors can immerse themselves in the beauty of New England's natural surroundings, explore diverse flora and fauna, or simply relax by the gentle streams that meander through the park. Whether you're seeking adventure or peace, Alford Springs Reserve promises a memorable experience for all ages. Join us and discover the enchanting charm of this beautiful reserve.

Briarcliff Motel is a charming lodging establishment located at 506 Stockbridge Road in Great Barrington, Massachusetts, United States. Nestled in the picturesque Berkshire Mountains, this cozy motel offers comfortable and affordable accommodations for travelers looking to explore the beauty of the region. With its convenient location and friendly staff, Briarcliff Motel is the perfect choice for a relaxing getaway in the heart of New England.

Welcome to Berkshire Rental Properties, located at 29 Benton Avenue in Great Barrington, Massachusetts. Whether you're in search of a quaint cottage or a luxurious multifamily estate, Berkshire Rental Properties offers a wide range of options to suit your needs. Our listings are carefully selected for their desirability, location, and top-notch amenities, providing a step above the typical rental offerings. At Berkshire Rental Properties, we understand the allure of the Berkshires and aim to provide a seamless getaway experience for our guests. Whether you're seeking outdoor adventures, cultural experiences, or simply a relaxing retreat, our properties serve as the perfect gateway to all that the Berkshires have to offer.

Happy Place Berkshires is a charming clothing store located at 312 Main Street in Great Barrington, Massachusetts. Step into a world of colorful and stylish fashion where you can find the perfect outfit to express your unique personality. From trendy tops to cozy sweaters, our store offers a wide selection of clothing for men and women. Whether you're looking for a casual everyday look or a special outfit for a night out, Happy Place Berkshires has something for everyone. Come visit us and experience the joy of shopping in a welcoming and cozy environment.

Welcome to Beartown Site 7, your ultimate destination for an unforgettable outdoor experience in Great Barrington, Massachusetts. Nestled in the heart of the Berkshires, our campground offers a serene escape for nature enthusiasts, adventure seekers, and families alike. Whether you're looking to pitch a tent under a canopy of stars or enjoy the comfort of our well-appointed lodging facilities, Beartown Site 7 provides the perfect setting for relaxation and recreation. Our park is surrounded by breathtaking natural beauty, offering a wide range of activities to suit all interests. Explore scenic hiking trails, enjoy fishing in nearby lakes, or simply unwind by a campfire and savor the tranquility of the great outdoors. With modern amenities and a friendly atmosphere, Beartown Site 7 ensures a comfortable and enjoyable stay for all our guests.

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.

Crosby House is a charming and historic institution located in the picturesque town of Great Barrington, Massachusetts. This elegant bed and breakfast offers comfortable accommodations in a beautifully restored Victorian home. Guests can enjoy a peaceful and relaxing stay, surrounded by the scenic beauty of the Berkshires. The Crosby House is known for its warm hospitality, delicious breakfasts, and personalized service. Whether you are looking for a romantic getaway or a peaceful retreat, Crosby House is the perfect destination for a memorable stay in the heart of the Berkshires.

Welcome to Beartown State Forest Site 10, your perfect getaway nestled in the heart of the Berkshires in Great Barrington, Massachusetts. Our scenic campground offers a serene escape for nature lovers, adventure seekers, and those looking to unwind in a tranquil setting. Located at the picturesque address of Great Barrington, MA 01230, Beartown State Forest Site 10 provides an ideal backdrop for camping, hiking, and exploring the great outdoors. Our site is part of the expansive Beartown State Forest, which boasts lush forests, sparkling streams, and a variety of wildlife. Whether you're pitching a tent or parking your RV, our well-equipped facilities ensure a comfortable stay for all guests.

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.

Manor Lane is a charming institution located at 145 Hurlburt Road in Great Barrington, Massachusetts. This real estate and travel agency offers a unique rental home with French elegance in the tranquil Berkshire mountains. The private 4 bedroom, 4 bath home is the perfect vacation rental, just 5 minutes away from the town of Great Barrington. Escape to this one-of-a-kind Berkshire vacation rental for a summer getaway or holiday retreat. Immerse yourself in the beauty of the Berkshire mountains while enjoying all that Great Barrington has to offer. Experience the best of both worlds at Manor Lane, where luxury meets relaxation in the heart of Massachusetts.

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.

Blue Hill Retreat is a premier destination located at 212 Blue Hill Road in the picturesque town of Great Barrington, Massachusetts. As a unique institution offering both real estate and travel services, Blue Hill Retreat provides a one-of-a-kind experience for those looking to escape the hustle and bustle of everyday life. Whether you are searching for your dream vacation rental or looking to purchase a tranquil getaway property, our team of experts is dedicated to helping you find the perfect retreat. With a focus on luxury and relaxation, Blue Hill Retreat is the ideal choice for those seeking a peaceful and rejuvenating experience.

Poplar Cottage is a charming institution nestled in the picturesque town of Great Barrington, Massachusetts, United States. This cozy cottage offers a peaceful and serene setting, perfect for those looking to escape the hustle and bustle of city life. With its quaint architecture and beautiful surroundings, Poplar Cottage provides a tranquil retreat for guests seeking relaxation and rejuvenation. Whether you're looking for a romantic getaway or a quiet weekend retreat, Poplar Cottage is the perfect destination for your next escape.

Welcome to the Appalachian Trail at W Road, a serene and picturesque park located at 600-736 West Road, Great Barrington, Massachusetts. Nestled in the heart of the Berkshires, this scenic destination offers nature enthusiasts and outdoor adventurers an opportunity to explore one of the most iconic hiking trails in the United States. Whether you're a seasoned hiker or simply looking for a peaceful escape, our park provides a variety of trails that cater to all skill levels, each offering breathtaking views of the surrounding landscapes. Immerse yourself in the natural beauty of the Appalachian Trail as you traverse through lush forests, rolling hills, and tranquil streams. Our well-maintained paths ensure a safe and enjoyable experience for all visitors. Keep an eye out for local wildlife and enjoy the diverse flora that changes with the seasons, offering something new to discover year-round.

Welcome to Taft Farms Picnic Area, your serene escape nestled in the heart of Great Barrington, Massachusetts. Located at the picturesque address of Great Barrington, MA 01230, this charming park offers a perfect setting for family gatherings, romantic picnics, or a peaceful retreat amidst nature. Surrounded by lush greenery and tranquil landscapes, Taft Farms Picnic Area invites you to unwind and enjoy the simple pleasures of life. Whether you’re looking to relax under the shade of majestic trees, explore the scenic walking paths, or savor a delightful picnic with loved ones, our park provides an idyllic backdrop for unforgettable moments.

Welcome to Beartown State Forest Site 11, your premier destination for a serene and memorable outdoor experience in Great Barrington, Massachusetts. Nestled in the heart of the picturesque Berkshires, our campground offers a perfect blend of natural beauty and modern convenience, making it an ideal getaway for nature enthusiasts, families, and adventure seekers alike. At Beartown State Forest Site 11, you'll find a variety of lodging options to suit your needs, whether you're looking to pitch a tent under the stars or park your RV amidst lush greenery. Our well-maintained facilities ensure a comfortable stay, complete with amenities that cater to both relaxation and recreation.