Monterey Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Fun Travelog
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
9/10 Wonderful! (776 reviews)
Friendly staff, room was very clean. Pool area well maintained. Overall a great place to stay
Reviewed on 30 Nov 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 12 Dec to 13 Dec
NZ$178
12 Dec - 13 Dec
includes taxes & fees
7.8/10 Good! (975 reviews)
The room was clean, and staff who checked us in was both courteous and informative.
Reviewed on 28 Nov 2025
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is NZ$212 per night from 17 Dec to 18 Dec
NZ$212
17 Dec - 18 Dec
includes taxes & fees
9/10 Wonderful! (804 reviews)
Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere.
Reviewed on 10 Nov 2025
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.
More holiday ideas
Expedia's Latest Trends
Hotels
Activities
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
