TOP 10 Best Weekend 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.

West & Maple Great Barrington is a bustling transit station located in the heart of Great Barrington, Massachusetts, United States. This important hub serves as a gateway for commuters and travelers to access various modes of transportation, including buses, trains, and taxis. With its convenient location and efficient services, West & Maple Great Barrington plays a crucial role in connecting the local community to the rest of the region. Whether you are embarking on a daily commute or planning a weekend getaway, this transit station is your go-to destination for seamless and reliable transportation options.

Welcome to Great Barrington West Ave, your convenient transit station located in the heart of Great Barrington, Massachusetts. Situated at an easily accessible location, our station serves as a vital hub for travelers and commuters alike. Whether you're a local resident or a visitor exploring the picturesque Berkshires, Great Barrington West Ave offers seamless connectivity to your desired destinations. Our transit station is designed to provide a comfortable and efficient travel experience, with well-maintained facilities and helpful staff ready to assist you with your journey. Enjoy easy access to various modes of transportation, ensuring you reach your destination with ease and convenience.

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.

Welcome to Monument Mountain Motel, a budget-friendly lodging option in the heart of Great Barrington, Massachusetts. Located in the beautiful Berkshire Mountains, our motel offers comfortable rooms and family-style amenities. Whether you're in town for business or pleasure, our convenient location puts you near iconic attractions such as Tanglewood Music Festival, Ski Butternut Resort, and the Norman Rockwell Museum. At Monument Mountain Motel, we strive to provide a pleasant and affordable experience for all our guests. Enjoy free wifi, in-room microwaves and fridges, and a spacious patio with barbecue facilities. Family travelers will appreciate our family-friendly amenities, while business travelers will find our simplicity and affordability to be just what they need.

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 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.

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.

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.

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.

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.

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.

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 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.

Welcome to Beartown State Forest Site 12, your gateway to the natural beauty and tranquility of Great Barrington, Massachusetts. Nestled in the heart of Beartown State Forest, our site offers a unique blend of campground, lodging, and park experiences, perfect for nature enthusiasts and adventure seekers alike. At Beartown State Forest Site 12, you can immerse yourself in the serene surroundings of lush forests, scenic trails, and sparkling water bodies. Whether you're planning a weekend getaway, a family camping trip, or a solo retreat, our site provides the ideal setting to unwind and reconnect with nature.