Housatonic Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$134 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Housatonic
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$181 per night from 1 Apr to 2 Apr
S$181
1 Apr - 2 Apr
includes taxes & fees
9/10 Wonderful! (872 reviews)
the room was huge - we loved it!!
Reviewed on 11 Mar, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$100 per night from 1 Apr to 2 Apr
S$100
1 Apr - 2 Apr
includes taxes & fees
9/10 Wonderful! (870 reviews)
Room was clean. Redone motel
Reviewed on 13 Mar, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Fully refundable
The price is S$186 per night from 22 Mar to 23 Mar
S$186
22 Mar - 23 Mar
includes taxes & fees
9/10 Wonderful! (854 reviews)
Room was awesome and very clean
Reviewed on 8 Mar, 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.
Explore a world of travel with Expedia
* 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.
