Monterey Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by Fun Travelog
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Find the Best Monterey Vacation Packages
Monterey Hotel Deals
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
The price is ￥15,924 per night from Oct 5 to Oct 6
￥15,924
per night
Oct 5 - Oct 6
8.8/10 Excellent! (668 reviews)
"Nice room, bathroom could use some repair, crumbling sheetrock surrounding tub enclosure, priced well"
Reviewed on Sep 30, 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
The price is ￥19,836 per night from Oct 29 to Oct 30
￥19,836
per night
Oct 29 - Oct 30
9/10 Wonderful! (741 reviews)
"Clean property with plenty to do!"
Reviewed on Sep 28, 2025
Berkshires Untold
194 Pittsfield Rd, Lenox, MA
The price is ￥18,967 per night from Oct 2 to Oct 3
￥18,967
per night
Oct 2 - Oct 3
9/10 Wonderful! (737 reviews)
"Absolutely loved this place. It was quant, hip, affordable and just all around stunning! Worth it all! Would stay there again in a heartbeat."
Reviewed on Sep 29, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
