Sandisfield Packages (Flight + Hotel)
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Top hotels in Sandisfield
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ฿2,922 per night from 22 Jan to 23 Jan
฿2,922
฿3,264 total
22 Jan - 23 Jan
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Everything was great!
Reviewed on 8 Jan 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ฿3,113 per night from 1 Feb to 2 Feb
฿3,113
฿4,181 total
1 Feb - 2 Feb
includes taxes & fees
9/10 Wonderful! (810 reviews)
Very comfortable and very close to ski slope and restaurants
Reviewed on 10 Jan 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ฿2,785 per night from 25 Jan to 26 Jan
฿2,785
฿3,110 total
25 Jan - 26 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
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.
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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.
