TOP 30 Massachusetts outdoors in Great Barrington, Massachusetts

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Holiday Inn Express & Suites Great Barrington - Lenox Area is a modern and comfortable lodging option located at 415 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the heart of the picturesque Lenox Area, this hotel offers guests a convenient and relaxing stay with easy access to a variety of attractions and activities. The hotel features spacious and well-appointed guest rooms and suites, each equipped with modern amenities such as flat-screen TVs, free Wi-Fi, and comfortable bedding. Guests can also enjoy complimentary breakfast each morning, as well as access to a fitness center and indoor pool.

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.

Great Barrington Agway is a beloved institution located in the charming town of Great Barrington, Massachusetts. Situated at 30 Maple Avenue, this food store is a one-stop shop for all your agricultural and gardening needs. From high-quality feed and supplies for your farm animals to a wide selection of seeds, plants, and gardening tools, Great Barrington Agway has everything you need to keep your land thriving. With friendly and knowledgeable staff ready to assist you, this store is a must-visit for anyone with a green thumb or a love for the outdoors. Visit Great Barrington Agway today and experience the best in agricultural and gardening products in the heart of Massachusetts.

Barrington Brewery & Restaurant is a popular establishment located at 420 Stockbridge Road in Great Barrington, Massachusetts. This venue offers a unique combination of a brewery, bar, and restaurant, providing guests with a one-of-a-kind dining and drinking experience. The brewery produces a variety of craft beers that are served alongside delicious meals made from locally sourced ingredients. Whether you're looking to enjoy a casual drink with friends or indulge in a hearty meal, Barrington Brewery & Restaurant is the perfect destination for food and beer enthusiasts alike.

Siam Square Great Barrington is a popular Thai restaurant located at 290 Main Street in Great Barrington, Massachusetts. Known for its authentic and flavorful Thai cuisine, this institution offers a wide variety of dishes that cater to all taste preferences. Whether you're in the mood for spicy curries, savory noodle dishes, or refreshing salads, Siam Square has something for everyone. The cozy and inviting atmosphere makes it the perfect spot for a casual lunch or a special dinner with friends and family. Come and experience the delicious flavors of Thailand at Siam Square Great Barrington.

Waterware Showrooms of Great Barrington is a premier furniture and home goods store located at 10 Crissey Road in Great Barrington, Massachusetts. Our showroom offers a wide selection of high-quality furniture and home decor items to suit every style and budget. Whether you are looking to update your living room, bedroom, kitchen, or outdoor space, our knowledgeable staff is here to help you find the perfect pieces to complete your home. Visit us today and discover the endless possibilities for transforming your space into a beautiful and functional oasis.

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.

Barrington Outfitters, located at 289 Main Street in Great Barrington, Massachusetts, is a family-owned institution specializing in luxury outdoor patio furniture, comfortable shoes, and exceptional customer service. Since 1994, the Drucker Family has been providing the community with a wide selection of high-quality clothing, furniture, home goods, and footwear. Open seven days a week, Barrington Outfitters is conveniently situated in the heart of Great Barrington and looks forward to welcoming you with their friendly and knowledgeable staff.

Berkshire Bike and Board in Great Barrington, Massachusetts, is your go-to destination for all things cycling. Since 1995, our dedicated team has been committed to helping people of all abilities enjoy the thrill of riding bicycles. From leisurely rides around the neighborhood to intense mountain biking adventures, we have everything you need to make your ride smooth and enjoyable. Join us for group bike rides and connect with fellow cyclists while exploring the beautiful outdoors. Our professionally trained technicians are here to provide top-notch maintenance and repair services for your bike, ensuring that your ride is always in good hands.

Welcome to Housatonic Party in the Park, your premier destination for outdoor celebrations and family fun in the heart of Great Barrington, Massachusetts. Nestled at 207 Pleasant Street, our beautiful park offers a picturesque setting perfect for hosting memorable events or simply enjoying a day out in nature. Whether you're planning a birthday party, a community gathering, or a casual picnic with loved ones, Housatonic Party in the Park provides the ideal backdrop with its lush greenery, spacious lawns, and serene ambiance. Our park is equipped with a range of amenities designed to enhance your experience, including picnic tables, playgrounds for the kids, and scenic walking paths.

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.

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.

Tractor Supply Co. is a one-stop shop for all your farming, hardware, home goods, and pet needs. Located at 356 Stockbridge Road in Great Barrington, Massachusetts, this store offers a wide range of products including feed, tools, gardening supplies, home decor, and pet essentials. Whether you're a farmer, homeowner, or pet owner, Tractor Supply Co. has everything you need to keep your property and animals happy and healthy. Visit us today for top-quality products and friendly customer service.

Aubuchon Hardware is a well-known hardware and home goods store located at 700 South Main Street in Great Barrington, Massachusetts. From tools and building supplies to home decor and outdoor living essentials, Aubuchon Hardware offers a wide range of products to help you complete any project or upgrade your living space. With a reputation for quality products and excellent customer service, Aubuchon Hardware is a one-stop shop for all your home improvement needs. Whether you're a seasoned DIY enthusiast or just looking to tackle a small project, you'll find everything you need at Aubuchon Hardware.

Located at 346 Stockbridge Road in Great Barrington, Massachusetts, the Dollar Tree store offers extreme values every day on a wide variety of items. From household essentials to beauty products, toys, school supplies, and more, you'll find everything you need at affordable prices. Stock up on brand-name food, snacks, and drinks, as well as party supplies, balloons, and seasonal decorations for any occasion. Whether you're planning a wedding, birthday party, or office event, Dollar Tree has all the catering supplies and decorations you need. Additionally, the store carries office supplies, cleaning products, and janitorial supplies to keep your spaces tidy and organized. Visit Dollar Tree at 346 Stockbridge Road for all your shopping needs!

Carr Hardware is a well-established hardware and home goods store located at 256 Main Street in Great Barrington, Massachusetts. With a wide selection of tools, building supplies, paint, and home essentials, Carr Hardware is a one-stop shop for all your DIY needs. Whether you're a professional contractor or a weekend warrior, you'll find everything you need to complete your projects with ease. Friendly and knowledgeable staff are always on hand to assist you with finding the right products and offering expert advice. Visit Carr Hardware today and experience top-notch customer service and quality products at affordable prices.

Backyard Heirlooms is a unique institution located at 525 South Main Street in Great Barrington, Massachusetts. This versatile establishment serves as an art gallery, general contractor, pet store, and store all in one. The art gallery showcases a diverse collection of heirlooms and handcrafted pieces created by local artists, providing a platform for creativity and self-expression. As a general contractor, Backyard Heirlooms offers expert services for home improvement projects, ensuring quality craftsmanship and attention to detail.

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.

Bentley Apartments is a luxurious residential complex located at 100 Bridge Street in the charming town of Great Barrington, Massachusetts, United States. Our modern and stylish apartments offer spacious living areas, high-end finishes, and top-of-the-line amenities. Residents can enjoy a fitness center, swimming pool, and beautifully landscaped grounds. With a convenient location near shops, restaurants, and outdoor recreational activities, Bentley Apartments is the perfect place to call home in the Berkshires.

Bostwick Gardens is a charming institution located at 899 South Main Street in Great Barrington, Massachusetts, United States. This peaceful oasis offers a variety of services and programs for individuals looking to connect with nature and improve their overall well-being. With beautiful gardens, tranquil walking paths, and a welcoming atmosphere, Bostwick Gardens is the perfect place to relax, rejuvenate, and find inner peace. Whether you're looking to spend a quiet afternoon surrounded by nature or participate in one of our engaging workshops, Bostwick Gardens has something for everyone. Visit us today and experience the serenity and beauty of this unique institution.

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.

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.

Leave'em with Liv is a unique institution located on North Plain Road in Great Barrington, Massachusetts. Our mission is to provide a safe and enriching environment for children of all ages to learn, grow, and thrive. Through a combination of educational activities, creative play, and outdoor exploration, we aim to inspire curiosity and foster a love for learning. Our dedicated staff are experienced in childcare and committed to creating a nurturing and supportive atmosphere for every child in our care. Come visit Leave'em with Liv and see the difference we can make in your child's development.

Old Hickory Buildings is a renowned store located at 29 Pumpkin Hollow Road in Great Barrington, Massachusetts. Specializing in high-quality and durable outdoor buildings, Old Hickory Buildings offers a wide range of sheds, barns, garages, and cabins to meet all your storage needs. Whether you're looking for extra storage space or a cozy retreat in your backyard, Old Hickory Buildings has the perfect solution for you. Visit us today to explore our selection of customizable buildings and find the perfect addition to your property.

Monument Mountain Reservation is a park and tourist attraction located in Great Barrington, Massachusetts, United States. From the 1,642-foot summit of this popular peak, visitors can gaze across the splendor of the Housatonic River Valley. The mountain has been sacred to the Mohican people and their ancestors since ancient times, with stone offerings imbued with prayers left on the mountain creating the "monument" for which it is named. The original monument was destroyed by white residents after the Mohicans were dispossessed, but was later recreated near the Mohican Monument Trail. Monument Mountain has long inspired works of art and literature, with authors such as William Cullen Bryant, Nathaniel Hawthorne, and Herman Melville finding motivation for their works on the mountain. Today, more than 20,000 hikers ascend to its summit, Peeskawso Peak, each year. Three trails offer scenic ways to explore the mountain's pale quartzite geology and views out to Mount Greylock and the Catskill Mountains.

Xicohtencatl Restaurant, located at 50 Stockbridge Road in Great Barrington, Massachusetts, is a hidden gem offering authentic Mexican cuisine in the heart of the Berkshires. Known for its flavorful dishes and warm hospitality, Xicohtencatl is a must-visit for anyone craving a taste of Mexico. Chef Angel's mole, a special family recipe passed down through generations, is a standout dish that has garnered national attention, even being featured on Food Network's Emeril Live! Whether you're in the mood for something spicy or savory, Xicohtencatl's menu has something for everyone. Come experience the flavors of Mexico at Xicohtencatl Restaurant.

Rio Cafe is a charming cafe and restaurant located at 403 Stockbridge Road in Great Barrington, Massachusetts. This cozy establishment offers a variety of delicious food options, including freshly brewed coffee, hearty breakfast dishes, scrumptious sandwiches, and delectable desserts. With a warm and inviting atmosphere, Rio Cafe is the perfect spot to relax and enjoy a meal with friends or family. Whether you're looking for a quick bite to eat or a leisurely dining experience, Rio Cafe has something for everyone to enjoy. Come visit us and experience the delicious flavors and friendly service that make Rio Cafe a beloved local favorite.

Westerlind is a trendy clothing store located at 294 Main Street in Great Barrington, Massachusetts. Offering a curated selection of stylish and functional apparel, footwear, and accessories, Westerlind caters to the modern adventurer and outdoor enthusiast. With a focus on quality, sustainability, and timeless design, this store is a must-visit destination for those seeking high-quality, versatile pieces for their wardrobe. Whether you're exploring the great outdoors or navigating city streets, Westerlind has everything you need to stay comfortable, stylish, and ready for any adventure.

Eagle Shoe & Boot Co is a premier shoe store located at 154 Main Street in Great Barrington, Massachusetts. We offer a wide selection of stylish and comfortable footwear for men and women, including boots, sneakers, dress shoes, and more. Our knowledgeable staff is dedicated to helping you find the perfect pair of shoes to fit your style and needs. Visit us today to experience top-notch customer service and quality footwear at Eagle Shoe & Boot Co.