Lenox Holidays

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Top hotels in Lenox

Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is S$126 per night from 2 Nov to 3 Nov
S$126
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (746 reviews)
"Nice place to stay, the outdoor areas around the lobby were great places to hang out and talk with friends. The staff were very hard working and very responsive."

Reviewed on 6 Oct, 2025

Berkshires Untold
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is S$193 per night from 2 Nov to 3 Nov
S$193
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Very nice!"

Reviewed on 1 Oct, 2025

The Yankee, Trademark Collection by Wyndham
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
The price is S$195 per night from 4 Nov to 5 Nov
S$195
4 Nov - 5 Nov
includes taxes & fees
9/10 Wonderful! (999 reviews)
"Big room"

Reviewed on 28 Sept, 2025

Hampton Inn & Suites Berkshires-Lenox
See all 1,414 properties in Lenox
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

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.

Shakespeare and Company

* 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.