Title: Book the Best Lenox LUXURY Hotels - Upscale Hotels in Lenox, MA | Expedia.ca [Hotels in Lenox](https://expedia.ca/Lenox-Hotels.d8587.Travel-Guide-Hotels)[Vacation Rentals in Lenox](https://expedia.ca/Lenox-Vacation-Rentals.d8587.Travel-Guide-VacationRentals)[Flights to Lenox](https://expedia.ca/Cheap-Flights-To-Lenox.d8587.Travel-Guide-Flights)[Lenox Car Rentals](https://expedia.ca/Car-Rentals-In-Lenox.d8587.Car-Rental-Guide)[Lenox Vacation Packages](https://expedia.ca/Lenox.d8587.Destination-Travel-Guides) ![Lenox showing autumn colours](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105609-Lenox.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Lenox, MA ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Lenox Luxury Hotels Tonight [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=8587&startDate=2025-09-30&endDate=2025-10-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=8587&startDate=2025-10-01&endDate=2025-10-02&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=8587&startDate=2025-10-03&endDate=2025-10-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=8587&startDate=2025-10-10&endDate=2025-10-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Lenox Luxury Hotels ![Property grounds](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/75f1ed66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/1ddc8409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/46ab504c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/aca96762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wagon Wheel Inn Lenox 7.0/10 Good (628) "Convenient location for my trip" CA $110 CA $123 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Lenox-Hotels-Wagon-Wheel-Inn.h1730144.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f3c92221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/f43c89bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham Lenox 9.0/10 Wonderful (1013) "Nice area to visit " CA $162 CA $180 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/5a6f7f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/69e559b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/27900/27880/7062b6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Lenox Lenox 7.6/10 Good (803) "Great place to stay for overnight stays. Breakfast was appreciated." CA $110 CA $123 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1200000/1197600/1197581/17dab433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/2000000/1200000/1197600/1197581/bc78d43e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1197600/1197581/5fa6f6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1200000/1197600/1197581/3ff5efd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whistler's Inn Bed & Breakfast Lenox 7.8/10 Good (492) "This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires." CA $227 CA $253 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Lenox-Hotels-Whistlers-Inn-Bed-Breakfast.h1197581.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15®ionId=8587&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Lenox ### Lenoxand its attractions for luxury travelers Lenox, Massachusetts, is a haven for luxury travellers, offering an exquisite blend of natural beauty, cultural richness, and premium experiences. Begin your journey at Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class performances amidst stunning surroundings. For art enthusiasts, the Norman Rockwell Museum showcases the iconic works of one of America's most beloved illustrators, inviting you to explore the enchanting story of his life and art. Nature lovers will delight in the picturesque landscapes of the Berkshire Mountains, perfect for hiking and outdoor adventures, while the nearby Edith Wharton’s The Mount offers a glimpse into the life of the renowned author in a beautifully preserved estate. After a day of exploration, unwind at the luxurious Canyon Ranch, where indulgent spa treatments and wellness programmes await. For a truly opulent stay, consider the elegant Blantyre, a historic mansion-turned-hotel that features luxurious accommodations, exquisite dining experiences, and beautifully landscaped gardens, allowing you to soak in the opulence of Lenox while enjoying attentive service that caters to your every need. ### Find the best luxury hotels and resorts in Lenox For those seeking a luxurious escape in Lenox, Massachusetts, these exquisite hotels offer top-tier amenities and exceptional service, ensuring an indulgent stay. [The Cornell Inn, Lenox & The Berkshires](https://www.expedia.ca/Lenox-Hotels-The-Cornell-Inn.h1634230.Hotel-Information) - **Why it's great for a luxury retreat:** The Cornell Inn is a perfect choice for luxury travelers, with a remarkable guest review rating of 9.2. This charming inn features elegant amenities such as a fireplace and concierge services, creating a warm and inviting atmosphere for guests. With air conditioning to ensure comfort, the inn provides a refined experience in the picturesque Berkshires. - **Other amenities:** Guests can enjoy a private hot tub and a lovely terrace for relaxation. The inn also offers a full breakfast included in the stay, ensuring a delightful start to each day. Those who enjoy outdoor activities will find nearby options for skiing, snow tubing, and mountain biking, allowing them to explore the stunning natural surroundings. Self-parking is available for convenience, and the historical district location adds to its charm. - **Nearby attractions:** Kennedy Park - 1.7 km, Lenox Library - 1 km, Ventfort Hall Mansion and Gilded Age Museum - 1.6 km [Berkshires Untold](https://www.expedia.ca/Lenox-Hotels-Life-House-Berkshires.h76297618.Hotel-Information) - **Why it's great for a luxury retreat:** Berkshires Untold is a luxurious haven with an impressive guest review rating of 9.0. Featuring premium bedding and designer toiletries, guests are treated to a sumptuous stay complemented by personalised concierge service. The garden-view restaurant offers couples dining, enhancing the romantic ambiance of this exquisite hotel. - **Other amenities:** Guests can unwind in plush bathrobes and enjoy amenities such as self-parking and free toiletries. The traditional hotel design adds a touch of elegance, while nearby hiking and biking trails invite exploration of the beautiful surroundings. The attentive service includes champagne service, ensuring a memorable experience for all who stay here. - **Nearby attractions:** Pleasant Valley Wilderness Sanctuary - 1.1 km, Kennedy Park - 0.8 km, The Bookstore - 3.5 km [The Constance by the Lenox Collection](https://www.expedia.ca/Lenox-Hotels-Rookwood-Inn.h4945461.Hotel-Information) - **Why it's great for a luxury retreat:** The Constance by the Lenox Collection offers a luxurious retreat with a guest review rating of 8.6. Boasting a deep soaking bathtub and designer toiletries, this hotel ensures guests enjoy a lavish experience. With a concierge available to assist, every need is catered for during their stay in this stunning location. - **Other amenities:** Guests can take advantage of free breakfast options and early check-in for added convenience. The hotel features a patio and balcony for those who wish to enjoy the fresh air, as well as access to nearby skiing and snowshoeing activities. A fitness facility on-site provides opportunities for exercise, and daily housekeeping ensures a pristine environment throughout their stay. - **Nearby attractions:** Lenox Library - 0.2 km, Ventfort Hall Mansion and Gilded Age Museum - 0.6 km, Shakespeare and Company - 0.9 km [Whistler's Inn Bed & Breakfast](https://www.expedia.ca/Lenox-Hotels-Whistlers-Inn-Bed-Breakfast.h1197581.Hotel-Information) - **Why it's great for a luxury retreat:** Whistler's Inn Bed & Breakfast, with a guest review rating of 8.2, offers a quaint yet luxurious experience for guests. The hotel features bathrobes and breathtaking mountain views, ensuring a comfortable and relaxing atmosphere throughout their stay. - **Other amenities:** Guests can enjoy a terrace and a spacious yard for leisurely afternoons. A complimentary breakfast is provided to start each day off right, while self-parking and daily housekeeping enhance the guest experience. The location allows for easy access to skiing and nearby hiking trails, making it an ideal choice for those looking to explore the great outdoors. - **Nearby attractions:** Lenox Library - 0.7 km, Ventfort Hall Mansion and Gilded Age Museum - 1.3 km, Shakespeare and Company - 1.5 km ## Top Lenox Hotel Reviews ![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "It's just a nice place and the staff is very nice " [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Vacation Village in the Berkshires](//images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Clean, spacious, well designed room with everything needed gir a great stay …. And so much more. The balcony was a great place to sit, gave coffee etc. can’t say enough about the beautiful grounds and amenities like indoor and outdoor pool areas, etc! Enjoyed staying at Vacation Village in the Berkshire and hope to return next time I am in the area. " [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Whistler's Inn Bed & Breakfast](//images.trvl-media.com/lodging/2000000/1200000/1197600/1197581/17dab433_y.jpg) ### Whistler's Inn Bed & Breakfast 10/10 Excellent "This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires." [](https://expedia.ca/Lenox-Hotels-Whistlers-Inn-Bed-Breakfast.h1197581.Hotel-Information) ![Howard Johnson by Wyndham Lenox](//images.trvl-media.com/lodging/1000000/30000/27900/27880/35c64b84_y.jpg) ### Howard Johnson by Wyndham Lenox 10/10 Excellent "We booked for an overnight stay to attend a concert at Tanglewood and were pleasantly surprised by the quality of the room for the price; clean, large, updated, comfy. Great value!" [](https://expedia.ca/Lenox-Hotels-Howard-Johnson-By-Wyndham-Lenox.h27880.Hotel-Information) ![Wagon Wheel Inn](//images.trvl-media.com/lodging/2000000/1740000/1730200/1730144/75f1ed66_y.jpg) ### Wagon Wheel Inn 10/10 Excellent "This motel worked perfectly for our weekend at Tanglewood. We had two rooms for our group, and they were perfectly clean, and it was quiet at night. The facilities are outdated and could use a renovation. But for location - just a short drive to Tanglewood - and cleanliness, it fit the bill. Also, the service was excellent. " [](https://expedia.ca/Lenox-Hotels-Wagon-Wheel-Inn.h1730144.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury holiday in Lenox? > During your visit, you might want to enjoy the museums and entertainment which Lenox is known for. ### When can I expect good weather in Lenox? > Planning for the weather is an important factor for making your trip to Lenox a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Lenox are January, March, February, and November, with each month seeing an average of 7 inches of snowfall. ### What's there to see and do in Lenox? > Enjoy Lenox with a stop at Ventfort Hall Mansion and Gilded Age Museum, Shakespeare and Company, and Tanglewood Music Center. 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