TOP 30 Best Hotel in Great Barrington, Massachusetts

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires is a cozy and modern lodging option located at 249 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the heart of the picturesque Berkshires region, this hotel offers guests a convenient and comfortable stay with close proximity to popular attractions such as Tanglewood, Norman Rockwell Museum, and Ski Butternut. The hotel features spacious and well-appointed rooms and suites, a complimentary hot breakfast buffet, a fitness center, an indoor pool, and free Wi-Fi. Whether you are visiting for business or leisure, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires provides a welcoming and relaxing atmosphere for all guests.

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.

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.

Welcome to Quality Inn Great Barrington, a 100% smoke-free hotel located at 372 Main Street in the charming forested mountain town of Great Barrington, Massachusetts. Whether you are visiting for business or pleasure, our hotel offers excellent value and a range of amenities to ensure a great experience during your stay. Our hotel features free wifi throughout the property, a complimentary continental breakfast each morning, free parking, an exercise room, and 24-hour desk service. Each room is equipped with a fridge, microwave, flat-screen television, desk with chair, coffee maker, and more. We strive to provide all the amenities you expect, along with special touches to enhance your Berkshires experience.

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.

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.

Nestled in the picturesque town of Great Barrington, Massachusetts, Barrington Brook is a premier institution offering top-notch educational programs and services. Situated on Burning Tree Road, our facility provides a serene and conducive environment for learning and personal growth. Our dedicated staff and faculty are committed to providing a comprehensive and enriching experience for all students. Come join us at Barrington Brook and embark on a journey towards academic excellence and success.

Econo Lodge Lee - Great Barrington is a cozy and affordable lodging option located at 980 Pleasant Street in Lee, Massachusetts, United States. Situated in a convenient location, this institution offers comfortable accommodations and a range of amenities for guests to enjoy during their stay. Whether you are traveling for business or leisure, Econo Lodge Lee - Great Barrington provides a welcoming atmosphere and friendly service to ensure a pleasant experience for all guests.

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.

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.

Lantern House Motel is a charming lodging establishment located at 256 Stockbridge Road in the picturesque town of Great Barrington, Massachusetts, United States. Offering comfortable and affordable accommodations, this quaint motel is the perfect choice for travelers looking to explore the beautiful Berkshires region. With its convenient location and friendly staff, Lantern House Motel provides a cozy home away from home for guests looking to relax and unwind during their stay. Whether you are visiting for business or pleasure, you are sure to enjoy your time at this welcoming institution.

American Homes and Rentals LLC is a reputable real estate agency located at 700 Main Street in Great Barrington, Massachusetts. We specialize in helping clients find their dream homes or rental properties in the beautiful and vibrant area of Great Barrington. With a team of experienced and dedicated real estate professionals, we provide top-notch services to ensure a smooth and stress-free real estate experience for our clients. Whether you are looking to buy, sell, or rent a property, American Homes and Rentals LLC is here to assist you every step of the way. Contact us today to start your real estate journey!

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.

Berkshire Property Agents is a locally-owned real estate agency located in Great Barrington, Massachusetts. Founded in 2007 by Tim Lovett and Jen Harvey, both long-time Berkshire residents, BPA serves full-time residents and second home owners in Berkshire, Columbia, and Litchfield counties. Committed to preserving the rural landscape and supporting cultural organizations in the region, BPA's team of agents maintain high professional standards and provide exceptional customer service to buyers and sellers alike. Visit us at 12 Railroad Street to experience our personalized approach to real estate.

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.

Helen Mullany Real Estate is a reputable real estate agency located at 183 Main Street in Great Barrington, Massachusetts. With a team of experienced and knowledgeable real estate agents, they specialize in helping clients buy and sell residential and commercial properties in the area. Whether you are looking for your dream home or trying to sell your current property, Helen Mullany Real Estate is committed to providing top-notch service and guidance throughout the entire process. Contact them today to learn more about their services and how they can assist you with your real estate needs.

Construct Inc. is a non-profit organization located at 316A State Road in Great Barrington, Massachusetts. Our mission is to provide affordable housing and support services to individuals and families in need. We offer a range of programs and resources to help our clients achieve stability and independence. Our dedicated team of professionals works tirelessly to create safe and secure housing options for those facing homelessness or housing insecurity. At Construct Inc., we believe that everyone deserves a place to call home and we are committed to making that a reality for all members of our community.

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.

Beech Tree Apartments is a charming residential complex located at 24 Silver Street in Great Barrington, Massachusetts. Our community offers a peaceful and serene living environment surrounded by beautiful beech trees. Each apartment is thoughtfully designed with modern amenities and spacious layouts to ensure comfort and convenience for our residents. With a prime location in the heart of Great Barrington, residents have easy access to shopping, dining, and entertainment options. Come experience the tranquil living experience at Beech Tree Apartments.

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.

Forest Springs Apartments is a charming residential community located at 316 State Road in Great Barrington, Massachusetts. Nestled among lush greenery and towering trees, this peaceful retreat offers spacious and modern apartments for rent. Residents can enjoy the serene natural surroundings while still being conveniently close to shopping, dining, and entertainment options in the area. With amenities such as a fitness center, swimming pool, and walking trails, Forest Springs Apartments provides a comfortable and relaxing living experience for its residents. Come home to nature at Forest Springs Apartments.

Berkshire Hathaway HomeServices Barnbrook Realty is a prestigious real estate agency located in the charming town of Great Barrington, Massachusetts. Situated at 271 Main Street, this agency specializes in helping clients buy and sell residential properties in the picturesque Berkshire region. With a team of experienced and knowledgeable real estate professionals, Berkshire Hathaway HomeServices Barnbrook Realty provides top-notch service and guidance to clients looking to find their dream home or investment property. Whether you are a first-time homebuyer or a seasoned investor, this agency is dedicated to helping you navigate the real estate market with ease and confidence.

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.

Taylor True Value Rental is a trusted hardware and home goods store located at 7 High Street in Great Barrington, Massachusetts. Whether you're a DIY enthusiast, a contractor, or a homeowner looking to complete a project, Taylor True Value Rental has everything you need to get the job done. From power tools to garden equipment, paint supplies to kitchen gadgets, this store is a one-stop shop for all your home improvement needs. With a wide selection of high-quality products and knowledgeable staff ready to assist you, Taylor True Value Rental is the go-to destination for all your hardware and home goods needs.

Stone House Properties is a reputable real estate agency located at 35 Railroad Street in Great Barrington, Massachusetts, United States. With a team of experienced agents, including the highly praised Melissa Dimassimo, Stone House Properties is dedicated to providing exceptional service to clients during all stages of the real estate process. Whether you are buying, selling, or renting a property, the team at Stone House Properties is committed to making the experience as smooth and stress-free as possible. Contact Stone House Properties today for all of your real estate needs.

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.

47RR Apartments is a modern and stylish residential complex located at 47 Railroad Street in the charming town of Great Barrington, Massachusetts. Our apartments offer a perfect blend of comfort and convenience, with spacious layouts, top-notch amenities, and a prime location near shopping, dining, and entertainment options. Whether you're looking for a cozy studio or a roomy three-bedroom unit, 47RR Apartments has a floor plan to suit your needs. Come experience the best in apartment living in the heart of Great Barrington at 47RR Apartments.