Middlefield Holidays
Photo by Elizabeth Massa Peroulakis
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Top hotels in Middlefield
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
The price is €137 per night from 17 Jun to 18 Jun
€137
17 Jun - 18 Jun
includes taxes & fees
9/10 Wonderful! (971 reviews)
"rented for 2 nights. Apt was clean and climate control worked as expected. Nicely equipped location is good."
Reviewed on 9 Jun 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
The price is €117 per night from 17 Jun to 18 Jun
€117
17 Jun - 18 Jun
includes taxes & fees
8.8/10 Excellent! (2,392 reviews)
"This is a big beautful modern condo complex about 20 mins outside Wiilamstown (to the north) or Pittsfield (to the south). Huge swimming pools - one indoors, one out. Beautiful views of the Berkshires. Quiet rural environment. I could hear the frogs singing and the cricketa chirp at night. Excellent ..."
Reviewed on 8 Jun 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is €108 per night from 11 Jun to 12 Jun
€108
11 Jun - 12 Jun
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
"I got the impression that Yankee Inn has quite a history, although it has been recently updated and renovated. The staff were available and friendly. At times I felt I was on a 1950s movie set, imagining Bing Crosby singing in my head. I ultimately extended my stay because it's location was a hub ..."
Reviewed on 8 Jun 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.
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