Monterey Holidays
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Monterey Holiday
Our pick of the best Monterey Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$239 per night from 1 Apr to 2 Apr
NZ$239
1 Apr - 2 Apr
includes taxes & fees
9/10 Wonderful! (869 reviews)
The staff at the front desk was welcoming, the room was very nice. We enjoyed our stay. HOWEVER - on the day we were to arrive there was a major blizzard. There was no safe way to drive from the Boston area to Pittsfield. I called the hotel 2 days before to say that we would be arriving a day after ...
Reviewed on 6 Mar 2026
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is NZ$175 per night from 15 Mar to 16 Mar
NZ$175
15 Mar - 16 Mar
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
This is a well-kept and staffed property. It is quiet as it is set back from the highway. Conveniently located for our purposes. We stay here frequently due to business.
Reviewed on 6 Mar 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is NZ$175 per night from 5 Apr to 6 Apr
NZ$175
5 Apr - 6 Apr
includes taxes & fees
9/10 Wonderful! (867 reviews)
The rooms were cute. The location is nice. The heating unit was very loud. It woke me up every time it turned on throughout the night. I couldn't find anyone to help me at 7am the next morning. i locked my key in my room. I am not sure if I'd stay here again.
Reviewed on 3 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.
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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.
