Sandisfield Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Photo courtesy of Berkshire Visitors Bureau
Top hotels in Sandisfield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (763 reviews)
The room was very clean, appreciated the friendly and helpful staff. Well stocked kitchen, super close to grocery stores and restaurants.
Reviewed on 21 Nov 2025
The Red Lion Inn
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is 4.007.024 ₫ per night from 21 Dec to 22 Dec
4.007.024 ₫
5.653.594 ₫ total
21 Dec - 22 Dec
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
I love the ambience - historic and comfortable and excellent food.
Reviewed on 5 Nov 2025
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is 2.442.334 ₫ per night from 25 Nov to 26 Nov
2.442.334 ₫
2.728.087 ₫ total
25 Nov - 26 Nov
includes taxes & fees
9/10 Wonderful! (801 reviews)
Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere.
Reviewed on 10 Nov 2025
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.
