Cherry Plain Holidays
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Top hotels in Cherry Plain
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$181 per night from 25 Jun to 26 Jun
S$181
25 Jun - 26 Jun
includes taxes & fees
9/10 Wonderful! (950 reviews)
"Clean room. Very well equipped. It is a hidden gem, close to everything. Great experience"
Reviewed on 26 May, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is S$178 per night from 28 May to 29 May
S$178
28 May - 29 May
includes taxes & fees
9/10 Wonderful! (959 reviews)
"Great location, clean and spacious room, lobby area was very relaxing! We enjoyed the coffee available at the front as well."
Reviewed on 24 May, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is S$155 per night from 3 Jun to 4 Jun
S$155
3 Jun - 4 Jun
includes taxes & fees
8.8/10 Excellent! (2,369 reviews)
"Been coming every Memorial Day. Great value for families"
Reviewed on 25 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.
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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.
