TOP 10 Countryside retreats in Great Barrington, Massachusetts

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.

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.

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 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.

North Plain Farm is a charming institution nestled in the picturesque town of Great Barrington, Massachusetts. Located at 342 North Plain Road, this family-owned farm offers a serene and idyllic setting for visitors to experience the beauty of rural life. With a focus on sustainable agriculture and animal welfare, North Plain Farm is dedicated to providing high-quality, ethically-raised products to the local community. Visitors can explore the grounds, meet the friendly farm animals, and purchase fresh produce and meats from the on-site farm store. Whether you're looking for a peaceful retreat or a taste of farm-fresh goodness, North Plain Farm is a must-visit destination in the heart of the Berkshires.

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.

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.

Olympian Meadows is a prestigious institution located at 578 South Main Street in the charming town of Great Barrington, Massachusetts. Nestled in the picturesque countryside, Olympian Meadows offers a serene and tranquil setting for individuals seeking to improve their physical and mental well-being. With state-of-the-art facilities and expert staff, Olympian Meadows provides a wide range of programs and services tailored to meet the unique needs of each individual. Whether you are looking to enhance your fitness level, de-stress with yoga and meditation, or receive personalized nutritional guidance, Olympian Meadows is dedicated to helping you achieve your health and wellness goals. Experience the ultimate in holistic care and rejuvenation at Olympian Meadows.

Welcome to Suzanne Crerar at Stone House Properties, your premier real estate partner located at 38 Main Street, West Stockbridge, Massachusetts. Serving the beautiful regions of Berkshire County, Massachusetts, and Columbia County, New York's Upper Hudson Valley, we are a well-established brokerage firm dedicated to providing exceptional services for both buyers and sellers. Our region is renowned for its breathtaking natural beauty, with the Berkshires and Upper Hudson Valley offering picturesque landscapes of rolling hills and expansive valleys. In addition to the stunning scenery, our area is rich in cultural landmarks, including Tanglewood, MASS MoCA, and the Olana State Historic Site, making it a truly desirable location for your next home.