Middlefield Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Elizabeth Massa Peroulakis
Top hotels in Middlefield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is 2.311.948 ₫ per night from 26 May to 27 May
2.311.948 ₫
3.171.239 ₫ total
26 May - 27 May
includes taxes & fees
9/10 Wonderful! (946 reviews)
"The stay was great . No complains at all . Definitely will be staying in the near future ."
Reviewed on 22 May 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is 2.827.569 ₫ per night from 7 Jun to 8 Jun
2.827.569 ₫
3.158.395 ₫ total
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (958 reviews)
"The hotel was funky is a good way, I liked the design and layout of the room and the dining area."
Reviewed on 23 May 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is 2.273.191 ₫ per night from 25 May to 26 May
2.273.191 ₫
2.828.279 ₫ total
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (2,363 reviews)
"Everything was great Room staff kitchen and pool . It was a quiet and peaceful stay"
Reviewed on 23 May 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.
Popular places to visit
Skyline Trail
You can take time to visit Skyline Trail during your travels to Middlefield. Stroll along the area's lakeside or simply savour its cosy cafes.
