Middlefield Holidays
Photo by Elizabeth Massa Peroulakis
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Top hotels in Middlefield
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is S$101 per night from 24 Sept to 25 Sept
S$101
24 Sept - 25 Sept
includes taxes & fees
8.6/10 Excellent! (2,004 reviews)
"Quiet, clean, beautifully landscaped- such a comfy bed!"
Reviewed on 13 Sept, 2025
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is S$162 per night from 21 Sept to 22 Sept
S$162
21 Sept - 22 Sept
includes taxes & fees
8.8/10 Excellent! (646 reviews)
"Excellent location. Friendly staff."
Reviewed on 17 Sept, 2025
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
Fully refundableReserve now, pay when you stay
The price is S$185 per night from 23 Sept to 24 Sept
S$185
23 Sept - 24 Sept
includes taxes & fees
9/10 Wonderful! (730 reviews)
Peaceful Getaway with Lots to Do for Families
"We stayed for 5 nights and really enjoyed the surroundings and the drive to the property. The area is peaceful and quiet, with plenty to do for kids, including a mountain hike that even our 2- and 6-year-olds managed well. The grounds are beautiful for photos, very well maintained, and we often saw ..."
Reviewed on 17 Sept, 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
