Middlefield Holidays from AU$1,108
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Your Middlefield Holiday
When a city stay is calling your name, answer it with a holiday package to Middlefield. With all your travel arrangements organised before you go, all you need to do here is focus on having the time of your life. Glendale Falls, Chester Town Hall and Skyline Trail are just some of the many attractions you'll want to check out during your trip to Middlefield. Your perfect Middlefield holiday is clicks away. Browse accommodation, flights and more on Expedia for a trip that's tailored just for you.
The Latest Middlefield Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires
Price was AU$1,263, price is now AU$1,108 per person
AU$1,108
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Kansas City (MCI) to Albany (ALB)
8.6/10 Excellent! (1,986 reviews)
Very enjoyable stay in a beautiful location! Clean, comfy, and nicely decorated condo! The staff is so helpful, and absolutely amazing. Couldn’t have had a better place to stay!
Reviewed on 3 Sep. 2025
Toll Road Inn
Price was AU$1,516, price is now AU$1,451 per person
AU$1,451
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Kansas City (MCI) to Albany (ALB)
9/10 Wonderful! (470 reviews)
Nice, clean small hotel. Very friendly and helpful staff. I would stay there again.
Reviewed on 20 Aug. 2025
Four Winds Country Motel
Price was AU$1,468, price is now AU$1,407 per person
AU$1,407
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Kansas City (MCI) to Albany (ALB)
8.4/10 Very Good! (507 reviews)
The air conditioner fan makes loud noises, the ceiling is peeling, we can hear noise from the other rooms basically I paid $250 for a $150 room
Reviewed on 23 Aug. 2025
Jiminy Peak Mountain Resort
Price was AU$1,329, price is now AU$1,279 per person
AU$1,279
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Kansas City (MCI) to Albany (ALB)
8.2/10 Very Good! (968 reviews)
I stayed from 8/29–8/31, and the ladies at the front desk were absolutely amazing! They were so accommodating, understanding, and patient throughout my stay. The ladies working that evening went above and beyond, and their kindness truly stood out. Wonderful service—I really appreciated them!
Reviewed on 5 Sep. 2025
Middlefield Holiday
Middlefield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 550 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Glendale Falls, C.M. Gardner State Park and Skyline Trail |
Our pick of the best Middlefield Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 14 Sept to 15 Sept
AU$202
14 Sept - 15 Sept
includes taxes & fees
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 7 Sept to 8 Sept
AU$147
7 Sept - 8 Sept
includes taxes & fees
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 18 Sept to 19 Sept
AU$158
18 Sept - 19 Sept
includes taxes & fees
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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
