Middlefield Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Elizabeth Massa Peroulakis

Top hotels in Middlefield

Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
8.6/10 Excellent! (1,830 reviews)
"second time stayed here. Love it!"

Reviewed on 20 Jun 2025

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Vacation Village in the Berkshires
The Ellery
The Ellery
3.5 out of 5
259 Elm Street, Northampton, MA
The price is 3.975.864 ₫ per night from 13 Jul to 14 Jul
3.975.864 ₫
4.440.935 ₫ total
13 Jul - 14 Jul
includes taxes & fees
9/10 Wonderful! (723 reviews)
"Would happily stay again, but would make sure to try a second floor room. The only down side for us was the sound insulation and hearing a very busy guest in the room upstairs."

Reviewed on 23 Jun 2025

The Ellery
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is 3.625.360 ₫ per night from 26 Jun to 27 Jun
3.625.360 ₫
4.414.680 ₫ total
26 Jun - 27 Jun
includes taxes & fees
9/10 Wonderful! (659 reviews)
Good for a girls trip!
"We loved the comfortable beds and ensuite bathrooms. The kitchen was well-equipped and common room was comfortable too. We didn't use any of the other amenities, but there were quite a few options that looked appealing. Convenient to Lenox which was our primary destination for dining and ..."

Reviewed on 21 Jun 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 1,074 properties in Middlefield
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.

Frequently asked questions

How much does a Middlefield holiday package cost?
You'll find cheap prices on Expedia for your Middlefield break. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Middlefield costs.
What are the cheapest months to go to Middlefield?
You can generally find reduced prices and greater availability in January, February and November. Explore our cheap Middlefield holiday packages and you could land some excellent off-season deals.
How many days is enough for Middlefield?
The ideal length for your Middlefield holiday depends on what you'd like to see. Typically, a few days to a week will give you enough time to check out all the main sights and explore some hidden spots along the way.
How to find the best Middlefield package deals?
Use Expedia's filter tool to help you find some terrific Middlefield package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Middlefield package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Middlefield holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Middlefield holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Middlefield?
Score incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Middlefield holiday.
How to plan a trip to Middlefield?

  1. Choose your dates: What you want to do in Middlefield and your preferred season will help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to activities and flights. Your hotel will likely be the largest expense during your trip to Middlefield.
  3. Decide how long to go away for: Now that you know more about Middlefield, you can figure out the ideal length of your break. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalised Middlefield holiday package.

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.

Skyline Trail