Cherry Plain Packages (Flight + Hotel)
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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 ฿2,840 per night from 31 May to 1 Jun
฿2,840
฿3,896 total
31 May - 1 Jun
includes taxes & fees
9/10 Wonderful! (923 reviews)
Room very spacious and clean. Full kitchen is a great bonus.
Reviewed on 4 May 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ฿3,164 per night from 7 May to 8 May
฿3,164
฿3,535 total
7 May - 8 May
includes taxes & fees
9/10 Wonderful! (930 reviews)
This is a very nice, quasi-boutique hotel. The rooms are nicely furnished but small. It is not fancy but it is comfortable, clean, and perfectly fine…just not fancy. But I’m not a fancy person so I like this place and will stay again without hesitation. The only reason for a 4-star rating is that, ...
Reviewed on 4 May 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is ฿2,793 per night from 10 May to 11 May
฿2,793
฿3,475 total
10 May - 11 May
includes taxes & fees
8.8/10 Excellent! (2,347 reviews)
Muito bom para aproveitar em família ou a 2
Reviewed on 3 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.
