Middlefield Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Middlefield

Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is S$144 per night from 6 Apr to 7 Apr
S$144
includes taxes & fees
6 Apr - 7 Apr
9/10 Wonderful! (535 reviews)
"Motel style building with refreshed modern room. Very clean and the restaurant onsite was good but the breakfast is somewhat limited."

Reviewed on 22 Mar,2025

Life House Berkshires
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is S$190 per night from 3 Apr to 4 Apr
S$190
includes taxes & fees
3 Apr - 4 Apr
8.6/10 Excellent! (1,790 reviews)
"Very nice accomodations, more like a mini apartment than a motel room."

Reviewed on 19 Mar,2025

Vacation Village in the Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is S$132 per night from 1 Apr to 2 Apr
S$132
includes taxes & fees
1 Apr - 2 Apr
9/10 Wonderful! (1,001 reviews)
"They upgraded our room when they found out it was our wedding night. Everything was so nice, the room was extremely clean and beautiful"

Reviewed on 18 Mar,2025

The Yankee, Trademark Collection by Wyndham
See all 1,038 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.

* 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.