Lenox Holidays
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Top hotels in Lenox
The Yankee, Trademark Collection by Wyndham
All of the above!
Reviewed on 3 Jan, 2026
Berkshires Untold
This is a nice, upscale version of a motel with a club room at front. The front of the house is understaffed, with the front desk checking people in, acting as bartender, waiter and food runner. Fortunately (unfortunately), not many people to wait on. The kitchen suffers from a lack of customers ...
Reviewed on 5 Jan, 2026
Hampton Inn & Suites Berkshires-Lenox
Very clean, modern hotel. Would definitely stay here again.
Reviewed on 5 Jan, 2026
Popular places to visit
Shakespeare and Company
You can make plans for a show at Shakespeare and Company during your trip to Lenox. While you're in the area, stroll along the lakeside.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
