
Lenox Holidays
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Top hotels in Lenox

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is 2.657.008 ₫ per night from 15 Jan to 16 Jan
2.657.008 ₫
2.967.879 ₫ total
15 Jan - 16 Jan
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
All of the above!
Reviewed on 3 Jan 2026

Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is 2.880.207 ₫ per night from 8 Jan to 9 Jan
2.880.207 ₫
3.217.190 ₫ total
8 Jan - 9 Jan
includes taxes & fees
9/10 Wonderful! (832 reviews)
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
445 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is 2.921.002 ₫ per night from 25 Jan to 26 Jan
2.921.002 ₫
3.262.759 ₫ total
25 Jan - 26 Jan
includes taxes & fees
9/10 Wonderful! (999 reviews)
Very clean, modern hotel. Would definitely stay here again.
Reviewed on 5 Jan 2026
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.
Popular places to visit

Pleasant Valley Wilderness Sanctuary
Explore the great outdoors at Pleasant Valley Wilderness Sanctuary, a lovely green space in Lenox. Wander the lakeside in this family-friendly area.
Wyndhurst Golf & Club
Enjoy a round of golf in Lenox at Wyndhurst Golf & Club. While you're in the area, stroll along the lakeside.
Ventfort Hall Mansion and Gilded Age Museum
You can spend an afternoon browsing the exhibits at Ventfort Hall Mansion and Gilded Age Museum during your trip to Lenox. Wander the lakeside in this family-friendly area.
