Monterey Holidays
Photo by Fun Travelog
- Plan, book, travel with confidence
- Better togetherSave up to S$134 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
Top hotels in Monterey
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 20 Apr to 21 Apr
S$145
20 Apr - 21 Apr
includes taxes & fees
9/10 Wonderful! (905 reviews)
Clean, hot shower. Great pressure
Reviewed on 14 Apr, 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is S$111 per night from 29 Apr to 30 Apr
S$111
29 Apr - 30 Apr
includes taxes & fees
9/10 Wonderful! (896 reviews)
Fine rooms and bathrooms, good dinner, and excellent common space. Kind of new and funky old school at the same time. I’d stay here next time I’m in the area.
Reviewed on 14 Apr, 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$196 per night from 21 Apr to 22 Apr
S$196
21 Apr - 22 Apr
includes taxes & fees
9/10 Wonderful! (872 reviews)
Was very clean and a great price
Reviewed on 14 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.
Explore a world of travel with Expedia
* 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.
