Middlefield Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by Elizabeth Massa Peroulakis
- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 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
Find the Best Middlefield Vacation Packages
Middlefield Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is ₩152,168 per night from Feb 11 to Feb 12
₩152,168
₩186,026 total
Feb 11 - Feb 12
includes taxes & fees
8.6/10 Excellent! (2,227 reviews)
Spacious 2 bed 2 bath!
Reviewed on Feb 3, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ₩144,430 per night from Feb 11 to Feb 12
₩144,430
₩194,025 total
Feb 11 - Feb 12
includes taxes & fees
9/10 Wonderful! (826 reviews)
Room was clean and nicely equipped with kitchen. Will return if the future.
Reviewed on Feb 1, 2026
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ₩135,598 per night from Feb 22 to Feb 23
₩135,598
₩151,462 total
Feb 22 - Feb 23
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
The staff is very helpful, and always willing to assist with any inquiries. The room was definitely clean and well-stocked throughout our entire stay.
Reviewed on Feb 5, 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.
Discover the most popular places to visit in Middlefield
Skyline Trail
You can take time to visit Skyline Trail during your travels to Middlefield. Stroll along the area's lakeside, or simply savor its charming coffeehouses.
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.
