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 2.311.598 ₫ per night from 24 May to 25 May
2.311.598 ₫
3.170.759 ₫ total
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (933 reviews)
Clean and great job staffing
Reviewed on 15 May 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is 3.015.932 ₫ per night from 18 May to 19 May
3.015.932 ₫
3.368.796 ₫ total
18 May - 19 May
includes taxes & fees
9/10 Wonderful! (945 reviews)
Very nice as long as you know 1) it’s a roadside 2-story motel (the kind you drive your car in front of your door) facing a very busy 4-lanes of traffic road so lots of traffic noise and 2) getting onto property is a left or right turn from the above mentioned busy road with no turn lane. It’s a ...
Reviewed on 15 May 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is 2.272.243 ₫ per night from 18 May to 19 May
2.272.243 ₫
2.827.100 ₫ total
18 May - 19 May
includes taxes & fees
8.8/10 Excellent! (2,356 reviews)
Everything was great!
Reviewed on 10 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.
