TOP 10 Best hotel in Lenox, 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.

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 Chesapeake Inn of Lenox is a charming lodging establishment located at 210 West Street in the picturesque town of Lenox, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind in the heart of the Berkshires. With its convenient location near historic sites, cultural attractions, and outdoor activities, the Chesapeake Inn of Lenox is the perfect destination for a peaceful getaway or romantic retreat. Experience the beauty and hospitality of Lenox at this charming inn.

The Black Swan Lee - Lenox, Ascend Hotel Collection is a charming lodging institution located at 435 Laurel Street in Lee, Massachusetts, United States. This unique hotel offers a cozy and inviting atmosphere for guests to relax and unwind during their stay. With comfortable accommodations and top-notch amenities, The Black Swan Lee is the perfect choice for travelers looking for a memorable experience in the heart of the Berkshires. Whether you are visiting for business or pleasure, this hotel is sure to exceed your expectations with its exceptional service and convenient location. Book your stay at The Black Swan Lee - Lenox, Ascend Hotel Collection for a truly unforgettable experience.

Courtyard by Marriott Lenox Berkshires is a charming lodging option located at 70 Pittsfield Road in Lenox, Massachusetts, United States. Situated in the beautiful Berkshires region, this hotel offers modern amenities and comfortable accommodations for guests looking to explore the area's cultural attractions, outdoor activities, and scenic landscapes. With spacious rooms, a fitness center, indoor pool, and on-site dining options, Courtyard by Marriott Lenox Berkshires is the perfect choice for travelers seeking a relaxing and convenient stay in this picturesque New England town.

Canyon Ranch Lenox is a renowned institution located at 165 Kemble Street in Lenox, Massachusetts, United States. This institution offers a unique combination of health, lodging, and spa services for guests looking to improve their overall well-being. One of the special offers at Canyon Ranch Lenox is the Best Friends Bonus Offer, where guests can save on double occupancy and receive extra services. The institution also hosts events such as The Canyon Ranch Weight Loss Program, designed to help guests achieve long-term weight loss goals.

The Hilton Garden Inn Lenox Pittsfield is a comfortable and modern lodging establishment located at 1032 South Street in Pittsfield, Massachusetts. This hotel offers a convenient location for guests looking to explore the beautiful Berkshires region. The hotel features spacious and well-appointed rooms, a fitness center, an indoor pool, and a delicious on-site restaurant. Whether you are traveling for business or leisure, the Hilton Garden Inn Lenox Pittsfield provides a relaxing and enjoyable stay for all guests.

Located in Lenox, Massachusetts, the Hampton Inn & Suites Berkshires-Lenox offers comfortable and modern lodging for travelers looking to explore the beautiful Berkshires region. The hotel is conveniently situated at 445 Pittsfield Road, providing easy access to local attractions, shopping, and dining options. Guests can enjoy spacious rooms and suites, complimentary breakfast, a fitness center, and an indoor pool. Whether visiting for business or leisure, the Hampton Inn & Suites Berkshires-Lenox is a great choice for a relaxing stay in the heart of the Berkshires.

Howard Johnson by Wyndham Lenox is a charming lodging facility located at 462 Pittsfield Road in Lenox, Massachusetts. Situated in the beautiful Berkshires region, this hotel offers comfortable and affordable accommodations for travelers looking to explore the area. Guests can enjoy spacious rooms, complimentary breakfast, free Wi-Fi, and a seasonal outdoor pool. With its convenient location near popular attractions such as Tanglewood and the Norman Rockwell Museum, Howard Johnson by Wyndham Lenox is the perfect choice for a relaxing getaway in Massachusetts.

Knights Inn Lenox is a charming lodging establishment located at 474 Pittsfield Road in Pittsfield, Massachusetts. This cozy inn offers comfortable accommodations and excellent service to ensure a pleasant stay for guests. Conveniently situated in the heart of the Berkshires, guests can easily explore the area's attractions, including Tanglewood, Norman Rockwell Museum, and the beautiful landscapes of the region. With its affordable rates and welcoming atmosphere, Knights Inn Lenox is the perfect choice for travelers looking for a relaxing retreat in western Massachusetts.

1-A Lenox Bed & Breakfast is a charming lodging located at 31 Delafield Drive in Lenox, Massachusetts. This cozy bed and breakfast offers a comfortable and welcoming atmosphere for guests looking to relax and unwind in the heart of the Berkshires. The beautifully decorated rooms feature modern amenities and luxurious touches to ensure a memorable stay. Guests can enjoy a delicious homemade breakfast each morning and take advantage of the convenient location near local attractions, shops, and restaurants. Whether you are visiting for a romantic getaway or a weekend escape, 1-A Lenox Bed & Breakfast is the perfect choice for your stay in Lenox.

The Lenox Hotel is a historic and luxurious institution located at 61 Exeter Street in the heart of Boston, Massachusetts. This iconic hotel offers elegant and comfortable lodging accommodations, as well as a sophisticated bar where guests can unwind and enjoy a variety of cocktails and beverages. With its prime location in the bustling city center, The Lenox Hotel is the perfect destination for both leisure and business travelers looking for a memorable and upscale experience.

Lenox Schoolhouse Apartments is a historic and charming residential community located at 109 Housatonic Street in Lenox, Massachusetts. Housed in a beautifully restored schoolhouse building, this unique property offers modern amenities while preserving its original character. The apartments feature spacious layouts, high ceilings, and large windows that allow for plenty of natural light. Residents can enjoy the convenience of on-site laundry facilities, a fitness center, and a community room. The location is ideal, with easy access to shopping, dining, and cultural attractions in Lenox. Experience a blend of history and modern living at Lenox Schoolhouse Apartments.

The Lenox Housing Authority, located at 6 Main Street in Lenox, Massachusetts, is a state-aided housing authority overseen by the Massachusetts Department of Housing & Community Development. With 102 housing units for the elderly/handicapped at The Curtis and Turnure Terrace, as well as 8 family units, the Lenox Housing Authority is dedicated to providing affordable and safe housing for residents. The board of Commissioners, consisting of four town elected members and one state-appointed member, works to ensure that all Lenox Housing Authority properties are non-smoking. The institution aims to support residents in achieving self-sufficiency, living responsibly and with dignity, and maintaining public confidence in its operations and staff.

Lenox Green is an institution located at 45 Mason Street in Taunton, Massachusetts, United States. This establishment offers a variety of services and programs to cater to the needs of the community. From educational workshops to recreational activities, Lenox Green provides a welcoming and inclusive environment for individuals of all ages. Whether you are looking to learn something new or simply connect with others in the area, Lenox Green is the perfect place to do so. Visit us today and see all that we have to offer!

Lenox Farms is a prestigious institution located at 550 Liberty Street in Braintree, Massachusetts. Nestled in a picturesque setting, Lenox Farms offers a serene and sophisticated environment for its residents. The institution provides top-notch amenities and services, including luxurious accommodations, gourmet dining options, and personalized care plans. Residents can enjoy beautiful gardens, walking paths, and recreational activities on the grounds. With a focus on wellness and comfort, Lenox Farms is a premier destination for those seeking a high-quality living experience in the United States.

Sage & Sparrow at Wheatleigh Hotel is an elegant dining establishment located at 11 Hawthorne Road in Lenox, Massachusetts. This renowned restaurant offers a sophisticated and intimate atmosphere, perfect for special occasions or romantic dinners. With a menu that features locally sourced ingredients and expertly crafted dishes, guests can indulge in a culinary experience that is both refined and innovative. Whether you are looking for a gourmet meal or a relaxing evening with drinks and appetizers, Sage & Sparrow at Wheatleigh Hotel is sure to impress with its impeccable service and exquisite cuisine.

Hawthorne at Wheatleigh Hotel is a luxurious dining destination located at 11 Hawthorne Road in Lenox, Massachusetts. This elegant restaurant offers a sophisticated and upscale atmosphere, perfect for a romantic dinner or special occasion. The menu features a creative and seasonal selection of dishes prepared with the finest ingredients, showcasing the chef's culinary expertise. With impeccable service and a stunning setting, Hawthorne at Wheatleigh Hotel is a must-visit for those looking to indulge in a memorable dining experience.

The Restaurant at Wheatleigh Hotel is a luxurious dining establishment located at 11 Hawthorne Road in Lenox, Massachusetts. Set within the elegant Wheatleigh Hotel, this restaurant offers a sophisticated and refined atmosphere for guests to enjoy exquisite cuisine. The menu features a blend of contemporary and classic dishes crafted with the finest ingredients, all expertly prepared by talented chefs. The dining experience is complemented by impeccable service and a stunning setting, making it the perfect destination for a special occasion or a memorable meal. Whether you are seeking a romantic dinner for two or a celebratory feast with friends, The Restaurant at Wheatleigh Hotel promises a culinary experience that is sure to delight.

Located at 10 Richmond Mountain Road in Lenox, Massachusetts, the Apple Tree Inn is a charming lodging option that serves as the perfect retreat for those looking to nurture their creativity. Surrounded by the natural beauty of the Berkshires, this institution offers a peaceful escape from the ordinary where guests can unlock new ideas and inspiration. The inn features a picturesque 1885 Victorian main house with 13 rooms that blend historic charm with modern amenities such as Frette linens. Additionally, there is a rustic Lodge with 21 rooms that provide a cozy and tranquil setting overlooking the lush green forests and rolling hills of the Berkshires.

Stonover Farm is a charming lodging institution located at 169 Under Mountain Road in Lenox, Massachusetts, United States. Surrounded by picturesque countryside, this tranquil farm offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. The property features beautifully appointed rooms, a cozy fireplace, and stunning views of the rolling hills. Guests can enjoy a relaxing stay in this idyllic setting, with opportunities for hiking, biking, and exploring the nearby attractions. Whether you're seeking a romantic getaway or a peaceful weekend retreat, Stonover Farm provides a warm and welcoming atmosphere for a memorable stay.

Located in the charming town of Lenox, Massachusetts, the Eastgate Inn Bed & Breakfast offers a cozy and welcoming atmosphere for travelers looking for a peaceful retreat. Situated at 207 West Street, this quaint lodging establishment provides comfortable accommodations with a personal touch. Guests can enjoy a delicious homemade breakfast each morning before exploring the nearby attractions such as Tanglewood, The Mount, and the shops and restaurants of Lenox. Whether you are visiting for a romantic getaway or a relaxing vacation, the Eastgate Inn Bed & Breakfast is the perfect place to stay in the heart of the Berkshires.

Wheatleigh is a luxurious lodging institution located on Hawthorne Road in Lenox, Massachusetts, United States. This grand estate offers a unique and elegant experience for guests looking to immerse themselves in opulence and sophistication. With its stunning architecture, lush gardens, and impeccable service, Wheatleigh provides a truly unforgettable stay for those seeking a refined retreat in the heart of the Berkshires. Whether you are looking for a romantic getaway, a peaceful escape, or a lavish event venue, Wheatleigh promises to exceed your expectations and create lasting memories.

Located in the charming town of Lenox, Massachusetts, Gateways Inn Restaurant is a multi-faceted institution offering a variety of services including a bar, fine dining restaurant, lodging accommodations, and a night club. Situated at 51 Walker Street, this elegant establishment provides guests with a unique and unforgettable experience. Whether you're looking to enjoy a delicious meal, relax in luxurious accommodations, or dance the night away, Gateways Inn Restaurant has something for everyone. With its prime location in the heart of Lenox, this institution is the perfect destination for locals and tourists alike.

Miraval Berkshires Resort & Spa is a luxurious wellness retreat nestled in the picturesque town of Lenox, Massachusetts. Situated at 55 Lee Road, this institution offers a serene escape for those seeking relaxation and rejuvenation. With a focus on health and well-being, guests can indulge in a variety of spa treatments, fitness classes, and healthy dining options. The resort also provides luxurious lodging accommodations, including spacious rooms and suites with modern amenities. Whether you're looking to unwind with a massage, practice yoga in a peaceful setting, or simply enjoy the tranquil surroundings, Miraval Berkshires Resort & Spa is the perfect destination for a restorative getaway.

33 Main offers a luxurious lodging experience curated by renowned designer Annie Selke. Located in the charming town of Lenox, Massachusetts, this upscale accommodation combines modern amenities with classic New England charm. Each room is elegantly decorated with Selke's signature style, creating a cozy and inviting atmosphere for guests to relax and unwind. With its prime location on Main Street, guests can easily explore the local shops, restaurants, and cultural attractions that Lenox has to offer. Whether you're visiting for a romantic getaway or a weekend retreat, 33 Main promises a memorable and indulgent stay in the heart of the Berkshires.

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.

Located at 91 Walker Street in Lenox, Massachusetts, the Hampton Terrace Inn is a historic bed and breakfast that has been rated the #1 place to stay in Lenox on Tripadvisor. Originally built in 1897, this inn was once owned by some of the wealthiest families in the country and was among the first of the "Berkshire cottages" to welcome guests. Today, the inn offers romantic cottages and suites that have been updated with modern amenities while still preserving the property's rich history. Just a 5-minute walk from downtown Lenox, Hampton Terrace Inn is the perfect location for a Berkshires getaway. Guests can enjoy private baths, air conditioning, HDTVs, free Wi-Fi, complimentary cognac and liqueurs, and a full breakfast buffet included in their room rate. The inn also features a heated pool, jetted tubs, and fireplaces for guests to relax and unwind after a day of exploring the Berkshires.

The Ponds at Foxhollow is a secluded resort located in the heart of the Berkshire Mountains at 3 Fox Hollow Drive, Lenox, Massachusetts. The resort offers one and two bedroom condominiums for timesharing or rental purposes, each with a master bedroom, fully equipped kitchen, living area with a double sleeper sofa, and a deck overlooking a picturesque pond. The property spans 223 acres, perfect for hiking in the warmer months and cross country skiing in the winter. The resort also offers outdoor activity equipment and canoes for guests to use. With breathtaking mountain views and a variety of recreational and cultural activities nearby, The Ponds at Foxhollow is the perfect destination for a relaxing getaway. Please note that the hot tub is temporarily out of service, but a new one is on the way.

Blantyre is a luxurious lodging institution located at 16 Blantyre Road in the picturesque town of Lenox, Massachusetts, United States. This historic property offers elegant accommodations, impeccable service, and stunning views of the surrounding Berkshire Mountains. Guests can enjoy fine dining, relaxing spa treatments, and a variety of outdoor activities on the expansive grounds. Blantyre is the perfect destination for a romantic getaway, a special occasion, or a relaxing retreat in a beautiful New England setting.