Outdoor retreats in Stockbridge, Massachusetts

Welcome to West Stockbridge Town Park, a serene and picturesque haven nestled in the charming town of West Stockbridge, Massachusetts. Located in the heart of the Berkshires, our park offers a perfect escape for nature enthusiasts, families, and anyone seeking tranquility amidst beautiful surroundings. Explore our well-maintained walking trails that meander through lush greenery, providing a peaceful setting for a leisurely stroll or an invigorating jog. The park's open spaces are ideal for picnics, casual gatherings, and outdoor activities, offering a refreshing break from the hustle and bustle of everyday life.

Travelodge by Wyndham Great Barrington Berkshires is a cozy and comfortable lodging option located at 400 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the picturesque Berkshires region, this hotel offers convenient access to local attractions, restaurants, and outdoor activities. The rooms are clean and well-appointed, providing guests with a relaxing retreat after a day of exploring. The friendly staff is always ready to assist with any needs or questions, ensuring a pleasant stay for all visitors. Whether you are in town for business or leisure, Travelodge by Wyndham Great Barrington Berkshires is the perfect choice for your accommodations.

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 Kripalu Center for Yoga & Health is a renowned institution located in Stockbridge, Massachusetts, United States. Situated at 57 Interlaken Road, this center offers a wide range of yoga classes, workshops, and programs focused on promoting physical, mental, and emotional well-being. With its serene surroundings and experienced instructors, Kripalu is the perfect destination for individuals looking to improve their overall health and fitness levels. Whether you are a beginner or an experienced yogi, this gym and health center provides a welcoming and supportive environment for all. Come visit Kripalu and embark on a journey towards holistic wellness.

Housatonic Flats Reserve is a beautiful park located at 439 Stockbridge Road in Great Barrington, Massachusetts, United States. This serene reserve offers visitors a peaceful escape into nature, with lush greenery, meandering trails, and stunning views of the Housatonic River. Perfect for a leisurely stroll, birdwatching, or simply relaxing in the great outdoors, Housatonic Flats Reserve is a hidden gem waiting to be explored. Whether you're looking for a quiet retreat or a place to reconnect with nature, this park is the perfect destination for nature lovers of all ages.

The Cottage B and B is a charming lodging establishment located at 14 Prospect Hill Road in the picturesque town of Stockbridge, Massachusetts. This historic bed and breakfast offers cozy accommodations in a beautifully restored cottage, providing guests with a peaceful and relaxing retreat. In addition to its comfortable rooms, The Cottage B and B also features a small museum showcasing local artifacts and history, adding a unique touch to the overall guest experience. Whether you are looking for a romantic getaway or a cultural escape, The Cottage B and B is the perfect destination for your next visit to Stockbridge.

The Kemble Berkshires is a historic lodging institution located at 2 Kemble Street in Lenox, Massachusetts, United States. Originally built in the 1880s for a U.S. Secretary of State and New Jersey State Senator, the property has been newly renovated by Shared Estates with modern finishes and luxurious amenities. The estate features manicured landscaping with stunning views of the Stockbridge Bowl. Guests can enjoy various spaces within the property, including a library room, music room, private bar, and seven fireplaces. The Kemble is 100% carbon neutral and can accommodate events for up to 175 guests. The property offers a dining room, professional kitchen, herb and vegetable garden, fire pit, and multi-level stone patios and decks. Guests can enjoy a wide range of amenities, including a virtual reality gaming room, retro arcade, outdoor sports equipment, and more. The Kemble Berkshires is owned by 143 investors through Shared Estates' equity crowdfunding model, making it a unique social equity vehicle in the real estate industry.

Conroy's Bed & Breakfast is a charming lodging establishment located at 11 East Street in the picturesque town of Stockbridge, Massachusetts, United States. Nestled in a quaint and peaceful neighborhood, this cozy bed and breakfast offers comfortable accommodations and warm hospitality for guests looking to relax and unwind in a homely atmosphere. With its convenient location near local attractions, shops, and restaurants, Conroy's Bed & Breakfast is the perfect choice for travelers seeking a memorable stay in the heart of Stockbridge.

Jacob's Tanglewood Ranch is a charming lodging institution located at 560 Stockbridge Road in Lee, Massachusetts, United States. Nestled in the picturesque countryside, this ranch offers a peaceful and tranquil retreat for guests looking to escape the hustle and bustle of city life. The rustic yet cozy accommodations provide a comfortable stay, while the surrounding Tanglewood forest offers plenty of opportunities for outdoor activities such as hiking, horseback riding, and birdwatching. Whether you're seeking a romantic getaway or a family vacation, Jacob's Tanglewood Ranch is the perfect destination for a relaxing and rejuvenating experience.

Flat Brook Wildlife Management Area is a beautiful park located in West Stockbridge, Massachusetts, United States. This institution is a wildlife management area that offers visitors the opportunity to explore and appreciate the natural beauty of the area. With its lush greenery, serene ponds, and diverse wildlife, visitors can enjoy hiking, bird watching, and wildlife viewing. The park is a great place for nature enthusiasts and families to spend a day outdoors and connect with the local flora and fauna. Whether you're looking for a peaceful retreat or an educational experience, Flat Brook Wildlife Management Area is the perfect destination for all nature lovers.

Solid Rock Farm is a charming institution located at 16 East Stockbridge Lee Road in Stockbridge, Massachusetts. This picturesque farm offers a serene and peaceful setting for visitors to connect with nature and experience the beauty of the surrounding landscape. With a focus on sustainable agriculture and environmental stewardship, Solid Rock Farm is committed to providing high-quality produce and products to the local community. Visitors can explore the farm, participate in educational programs, and enjoy the fresh air and natural beauty of this idyllic location. Whether you are looking to learn about sustainable farming practices or simply unwind in a tranquil setting, Solid Rock Farm is the perfect destination for nature lovers and outdoor enthusiasts alike.

Camp Wagalot, located at 21 East Street in Stockbridge, Massachusetts, is a unique institution dedicated to providing a fun and social environment for dogs. At Camp Wagalot, we believe that every dog deserves to have a great time, whether they prefer to play with one friend or ten. Our facilities offer plenty of space for ball time, swim time, and even free-range sniffing. Dogs can explore over an acre of land and then take a well-deserved nap. Our team helps your dog choose their experience based on their preferences, ensuring that they have the best time possible. Learn more about our mission, methods, and the positive results of our approach to your dog's social development at Camp Wagalot.

Berkshire Country Day School, located at 55 Interlaken Road in Stockbridge, Massachusetts, is a vibrant educational institution dedicated to inspiring the individual promise of every student. With a comprehensive curriculum that includes project-based and experiential learning, the school leverages the talents of its engaged educators and the natural resources of its historic campus to foster independence, academic excellence, and mutual respect. The school's intentional approach of inquiry, discovery, and discussion draws on the experiences and contributions of the entire school community, creating a supportive and inclusive learning environment. Students at Berkshire Country Day School have the opportunity to learn alongside running streams, in a natural habitat with wooded trails, and on multiple fields, fostering a lifelong love of learning.

Gould Meadows is a charming park and tourist attraction located at 110B Interlaken Road in Stockbridge, Massachusetts, United States. This picturesque destination offers visitors a tranquil escape into nature, with lush greenery, serene walking paths, and stunning views of the surrounding landscape. Whether you're looking to relax and unwind or explore the great outdoors, Gould Meadows is the perfect place to visit. Come and experience the beauty and serenity of this hidden gem in the heart of Massachusetts.

Laurel Hill, located at 50 Main Street in Stockbridge, Massachusetts, is a picturesque park and popular tourist attraction. Visitors can enjoy the natural beauty of the area while exploring the various trails and properties that are open to the public. In light of the COVID-19 pandemic, Laurel Hill has implemented safety guidelines to ensure the well-being of all visitors. Unvaccinated individuals are expected to wear a face covering or mask when unable to maintain a distance of 6 feet from others. By following these guidelines, visitors can help create a safe environment for everyone to enjoy. Come visit Laurel Hill and experience the beauty of nature in a safe and responsible way.

Olivia's Overlook is a stunning tourist attraction located in the beautiful town of West Stockbridge, Massachusetts, United States. Situated along the scenic Hiking Trails, this overlook offers breathtaking views of the surrounding landscape, making it a perfect spot for nature lovers and outdoor enthusiasts. Visitors can enjoy a peaceful hike to the overlook and take in the picturesque vistas, making it a great destination for those looking to escape the hustle and bustle of city life. Whether you're looking for a relaxing day in nature or a challenging hike, Olivia's Overlook is sure to provide a memorable experience for all who visit.

Welcome to Partridge Hollow Campground, your serene getaway nestled in the beautiful landscape of West Stockbridge, Massachusetts. Located at 5 Albany Road, our campground offers a perfect blend of nature and comfort, making it an ideal destination for families, couples, and outdoor enthusiasts seeking a memorable retreat. At Partridge Hollow Campground, we pride ourselves on providing a welcoming and relaxing environment for all our guests. Our spacious campsites are designed to accommodate tents, RVs, and trailers, ensuring that everyone can enjoy the great outdoors in their preferred style. Each site is equipped with essential amenities to make your stay as comfortable as possible.

Welcome to Foundry Green, a serene oasis nestled in the heart of West Stockbridge, Massachusetts. Located on Harris Street, this picturesque park offers a perfect escape for nature lovers, families, and anyone seeking a peaceful retreat. Foundry Green boasts beautifully landscaped grounds, lush greenery, and scenic walking paths that invite you to unwind and explore the great outdoors. Visitors can enjoy a leisurely stroll, a relaxing picnic, or simply bask in the tranquility of the surroundings. The park features well-maintained facilities, including benches and shaded areas, ensuring a comfortable experience for all guests. Whether you're looking to enjoy a quiet moment alone or spend quality time with loved ones, Foundry Green provides the ideal setting.

Welcome to Glen Sault Memorial Park Nestled in the heart of the picturesque Berkshires, Glen Sault Memorial Park offers a serene retreat for nature lovers and families alike. Located at 506 Stockbridge Road in Great Barrington, Massachusetts, our park is a cherished local gem, dedicated to providing a peaceful and beautiful environment for all visitors.

Welcome to Charcoal Trail Trailhead, a serene escape nestled in the picturesque landscape of West Stockbridge, Massachusetts. Located at Michael H. Walsh Trail, our park offers a perfect starting point for nature enthusiasts and adventure seekers alike. Immerse yourself in the tranquility of lush forests, winding trails, and breathtaking vistas that showcase the natural beauty of the Berkshires. Whether you're an avid hiker, a casual walker, or simply looking for a peaceful spot to connect with nature, Charcoal Trail Trailhead provides a variety of trails suitable for all skill levels. Explore the rich biodiversity, discover local wildlife, and enjoy the fresh air as you journey through this charming outdoor haven.

Welcome to The Trustees of Reservations, a haven for nature lovers and history enthusiasts alike, located at 1 Sergeant Street, Stockbridge, Massachusetts. As a distinguished museum and tourist attraction, we are dedicated to preserving the exceptional scenic, historic, and ecological treasures of Massachusetts. Our mission is to protect the places you love for their trails, history, gardens, and beaches, recognizing that nature and culture enrich our lives and soothe the soul. Explore the beauty of Massachusetts through our diverse offerings, from historic estates to breathtaking natural landscapes. Immerse yourself in our scenic trails, picturesque gardens, and serene beaches that promise a rejuvenating experience. For those interested in history, delve into the rich past of the region with guided tours and educational programs.

Welcome to Laura Lookout Tower Nestled in the serene beauty of Stockbridge, Massachusetts, Laura Lookout Tower offers an unforgettable experience for nature lovers and adventure seekers alike. Begin your quiet, wooded ascent through majestic old stand pine and hemlock, immersing yourself in the tranquil embrace of nature. As you journey midway up, you'll encounter a stunning boulder outcropping, offering a glimpse into the wonders of Ice Glen.

Welcome to Highwood Manor House, your quintessential retreat nestled in the heart of the Berkshires in Stockbridge, Massachusetts. Located at 01240, our historic manor offers a unique blend of timeless elegance and modern comfort, providing an idyllic setting for a relaxing getaway. Step into a world of charm and sophistication as you explore our beautifully appointed rooms, each thoughtfully designed to capture the essence of the manor's storied past while offering all the contemporary amenities you desire. Whether you're enjoying the tranquility of our lush gardens, savoring a gourmet breakfast in our sunlit dining room, or unwinding by the fireplace in our cozy lounge, Highwood Manor House promises an unforgettable experience.

Welcome to Carriage House, a charming haven nestled in the picturesque town of Stockbridge, Massachusetts. Located in the heart of the Berkshires at 01240, our establishment offers a unique blend of historic charm and modern comfort, making it the perfect destination for both locals and visitors alike. At Carriage House, we pride ourselves on providing an exceptional experience that caters to a variety of needs. Whether you're seeking a cozy retreat, a venue for special occasions, or a delightful spot to unwind, our welcoming atmosphere and attentive service ensure a memorable visit. Our beautifully appointed spaces reflect the rich history of Stockbridge while offering all the contemporary amenities you desire.

Welcome to Mill Pond Trailer Park, a serene and welcoming community nestled in the heart of the Berkshires at 47 Albany Road, West Stockbridge, Massachusetts. Our park offers a peaceful retreat surrounded by nature's beauty, providing residents with a tranquil lifestyle in a picturesque setting. At Mill Pond Trailer Park, we pride ourselves on fostering a friendly and inclusive environment for all our residents. Whether you are looking for a permanent residence or a seasonal getaway, our park offers a variety of spacious lots to accommodate your needs. Enjoy the convenience of local amenities and the charm of West Stockbridge, a town known for its rich history and vibrant arts scene.

Welcome to Mezze Guesthouse, a serene retreat nestled above the renowned Mezze Bistro in the picturesque town of Williamstown, Massachusetts. Located at 777 Cold Spring Road, our guesthouse offers a harmonious blend of contemporary comfort and classic Mezze hospitality. Our guesthouse features five uniquely designed units, each adorned with custom finishes such as Grohe rain showers, K-Fee coffee-makers, and locally sourced treats. Choose from three elegant queen-sized units, a spacious two-bedroom suite with a queen bedroom and twin room, or indulge in our luxurious King suite complete with a separate sitting room and an oversized bathroom.

Welcome to Fork Factory Brook Reservation, a hidden gem nestled in the heart of Medfield, Massachusetts. Located on Hartford Street, this picturesque park and tourist attraction offers a serene escape into nature's embrace. Managed by The Trustees of Reservations, Fork Factory Brook Reservation is dedicated to preserving the scenic, historic, and ecological treasures of Massachusetts for all to enjoy. Explore the park's winding trails, which meander through lush woodlands and alongside the tranquil brook that gives the reservation its name. With almost 10 miles of family-friendly paths, visitors can immerse themselves in the beauty of diverse landscapes, from dense forests to open fields and charming wetlands. This idyllic setting is perfect for walking, hiking, and nature watching, offering a peaceful retreat from the hustle and bustle of everyday life.

Welcome to The Constance, The Whitlock, & The Dewey by The Lenox Collection, your premier lodging destination nestled in the heart of Lenox, Massachusetts. Located at 11 Old Stockbridge Road, our exquisite collection of inns offers a unique blend of historical charm, modern comfort, and serene surroundings, perfect for every traveler seeking a memorable escape in the Berkshires. The Dewey: Discover our most intimate inn, featuring 12 uniquely designed guestrooms that capture the essence of historical elegance amidst peaceful natural surroundings. Situated just north of downtown Lenox, The Dewey offers a harmonious balance of accessibility to local dining and shopping, and the tranquility of Pleasant Valley. Each room, surrounded by lush treetops, invites you to relax and rejuvenate in a beautifully preserved historic setting. Ideal for the discerning traveler, The Dewey promises a serene retreat.