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$153 per night from 3 May to 4 May
S$153
3 May - 4 May
includes taxes & fees
9/10 Wonderful! (892 reviews)
Clean, quiet, spacious, comfortable, and lovely furnishings! It was a very relaxing overnight.
Reviewed on 31 Mar, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$132 per night from 8 Apr to 9 Apr
S$132
8 Apr - 9 Apr
includes taxes & fees
9/10 Wonderful! (884 reviews)
Easy check-in, secure and clean
Reviewed on 30 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 14 Apr to 15 Apr
S$186
14 Apr - 15 Apr
includes taxes & fees
9/10 Wonderful! (860 reviews)
this has been absolutely amazing and incredible for incredibly difficult time for our family because of family medical emergency. everyone has been so amazing and beautiful and healing for our loved ones and we are grateful to be close to then
Reviewed on 1 Apr, 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.
