Middlefield Vacation Packages

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Photo by Elizabeth Massa Peroulakis
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    Save up to CA $775 when you book a flight and hotel together*
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Your Middlefield Vacation

Our Middlefield vacation packages offer countless opportunities to indulge in new sights, sounds and smells. And with all the details worked out, you can breathe easy and enjoy your city getaway just like you deserve. Make your trip to Middlefield even more exciting by including some sightseeing. Glendale Falls, Skyline Trail and Chester Town Hall are some of the popular attractions you'll want to explore. Whatever your travel plans or budget, putting together the ultimate tailored Middlefield vacation is simple with Expedia.

Middlefield Hotel Deals

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 CA $135 per night from May 29 to May 30
CA $135
CA $151 total
includes taxes & fees
May 29 - May 30
9/10 Wonderful! (245 reviews)
"The bathroom could’ve been cleaner"

Reviewed on May 22, 2024

Life House Berkshires
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Jun. 6 to Jun. 7
CA $245
CA $304 total
includes taxes & fees
Jun 6 - Jun 7
8.8/10 Excellent! (887 reviews)
"Very comfortable beds. Quiet with very friendly staff. Wasn’t too thrilled with the antique bathtub, too high to step into safely for seniors."

Reviewed on May 18, 2024

The Red Lion Inn
Quality Inn
Quality Inn
2.5 out of 5
170 Housatonic Street, Lee, MA
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from May 28 to May 29
CA $135
CA $151 total
includes taxes & fees
May 28 - May 29
8/10 Very Good! (901 reviews)
"Nice facility with great location. Staff always very friendly."

Reviewed on May 26, 2024

Quality Inn
See all 964 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Middlefield vacation package cost?
Much less than you might think — from just , in fact! By combining flights, hotels and car rentals into a tailor-made package, your trip to Middlefield is just a few clicks away.
How do I get a cheap travel package to Middlefield?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into a Middlefield vacation package and save. Score even more bargains when you include extras such as experiences or tours to your booking. But that’s not the only good part. You have the freedom to tailor your vacation your own way. We offer over 550 airlines and 1,000,000 hotel options globally, so that everyone has an opportunity to travel and live out those vacation fantasies.
Where should I stay in Middlefield?
There’s so much to do in Middlefield, so stay close to its attractions and maximize your time sightseeing. Glendale Falls is one place to put on your must-see list.
How far in advance should I book my Middlefield vacation?
It all depends on the airline, but it’s usually possible to look up international fares on Expedia up to a year in advance. While it’s a good idea to book ahead of time, lucky customers occasionally nab a cheaper seat only weeks before departure dates.
What does an Expedia Middlefield travel package include?
Flights, hotels and a shiny set of wheels for your road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you’ve made your booking, add on a few experiences and tours and watch your savings grow. When it comes to organizing your Middlefield getaway, you’re in charge!
What should I know before booking a Middlefield travel package?
So many places to visit, so many things to see and do. With a package, you can cross more of them off your list. Bundle your flights, hotels and rental cars and see how much you save.
Can I choose my airline with a Middlefield Expedia vacation package?
Yes — that’s one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have access to more than 550 partner airlines throughout the world, so you have lots of choice when arranging your Middlefield escape.
If I'm not able to travel, can I cancel my Middlefield vacation package?
Whether it’s your hotel, flight or rental car, you can cancel or change it. Booked your Middlefield vacation package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may incur a charge from your hotel, airline or car rental company. For more information, visit our Customer Service Portal. We’re here to help you every step of the way.

Discover the most popular places to visit in Middlefield

Image for Skyline Trail

Skyline Trail

You can take time to visit Skyline Trail during your travels to Middlefield. Stroll along the area's lakeside, or simply savor its charming coffeehouses.

Skyline Trail

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.