Spencertown Holidays
Photo by Charlie Rhodes
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Top hotels in Spencertown
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$189 per night from 16 Feb to 17 Feb
S$189
16 Feb - 17 Feb
includes taxes & fees
9/10 Wonderful! (838 reviews)
Perfect location, big rooms, nice staff.
Reviewed on 10 Feb, 2026
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$131 per night from 22 Feb to 23 Feb
S$131
22 Feb - 23 Feb
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
All of the above plus its consistency. Reliable stay every time.
Reviewed on 11 Feb, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$170 per night from 18 Feb to 19 Feb
S$170
18 Feb - 19 Feb
includes taxes & fees
9/10 Wonderful! (855 reviews)
This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place!
Reviewed on 10 Feb, 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. 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.
