Housatonic Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Housatonic
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is 3.766.249 ₫ per night from 9 Jun to 10 Jun
3.766.249 ₫
4.794.865 ₫ total
9 Jun - 10 Jun
includes taxes & fees
9/10 Wonderful! (961 reviews)
"Water pressure in shower overwhelmingly strong"
Reviewed on 2 Jun 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is 3.287.859 ₫ per night from 7 Jun to 8 Jun
3.287.859 ₫
3.672.538 ₫ total
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (969 reviews)
"I loved the funky vibe of this place. It was also very cozy."
Reviewed on 2 Jun 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is 4.191.895 ₫ per night from 5 Jun to 6 Jun
4.191.895 ₫
4.682.178 ₫ total
5 Jun - 6 Jun
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Beautiful and well maintained and close to shipping and food"
Reviewed on 29 May 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.
