Middleton Vacation Packages

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Your Middleton Vacation

From its welcoming locals to its family-friendly attractions and beyond, there's loads to love about Middleton. Discover the delights of this awesome city with a Middleton vacation package that's made for you. If a sightseeing tour is on the agenda during your trip to Middleton, visit well-known attractions like University of Wisconsin-Madison, Camp Randall Stadium and Henry Vilas Zoo. That dream Middleton vacation is a couple of clicks away. Browse accommodations, flights and more on Expedia for a getaway that's tailored just for you.

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Middleton Hotel Deals

Fairfield Inn & Suites by Marriott Madison West/Middleton
Fairfield Inn & Suites by Marriott Madison West/Middleton
2.5 out of 5
8212 Greenway Blvd, Middleton, WI
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Jul 9 to Jul 10
CA $121
CA $137 total
Jul 9 - Jul 10
includes taxes & fees
9/10 Wonderful! (846 reviews)
"The location was perfect for our trip."

Reviewed on Jun. 30, 2025

Fairfield Inn & Suites by Marriott Madison West/Middleton
Country Inn & Suites by Radisson, Madison West, WI
Country Inn & Suites by Radisson, Madison West, WI
2.5 out of 5
2212 Deming Way, Middleton, WI
Fully refundable
The price is CA $114 per night from Jul 7 to Jul 8
CA $114
CA $130 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Clean and quiet. Perfect for a quick stay."

Reviewed on Jul. 3, 2025

Country Inn & Suites by Radisson, Madison West, WI
Holiday Inn Express And Suites Madison West - Middleton by IHG
Holiday Inn Express And Suites Madison West - Middleton by IHG
2.5 out of 5
8353 MURPHY DRIVE, Middleton, WI
Fully refundable
The price is CA $143 per night from Aug 3 to Aug 4
CA $143
CA $162 total
Aug 3 - Aug 4
includes taxes & fees
9.6/10 Exceptional! (526 reviews)
Family friendly.
"Room was spacious, clean, and surprising comfortable for our family of six. Breakfast was amazing and fresh with everyone finding a favorite. The pool was clean and we had a great time."

Reviewed on Jun. 27, 2025

Holiday Inn Express And Suites Madison West - Middleton by IHG
See all 466 properties in Middleton
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 Middleton vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Middleton costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Middleton?
If you'd like to snag a cheap Middleton vacation package, consider visiting in December, January and February. You're likely to find better rates on accommodations and flights during these months --- ideal for a budget-friendly getaway.
How many days is enough for Middleton?
With around 2 days, you'll have plenty of time to visit popular neighbourhoods such as Regent and Spring Harbour during your Middleton vacation. Make sure to also add Kohl Centre and West Towne Mall to your must-do list. Searching for more adventures? Consider venturing outside of Middleton on tours and day trips.
How to find the best Middleton package deals?
Begin your search for a Middleton package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Middleton package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Middleton escape underway.
Is it cheaper to book a Middleton vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still get the freedom to create a customized Middleton vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Middleton?
Land incredible discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Middleton trip.
How to plan a trip to Middleton?

  1. Pick your dates: What you plan to do in Middleton and your favourite season will help you decide when to travel.
  2. Set a budget: Consider expenses such as flights, food and transportation when calculating how much to set aside for your trip to Middleton. Then, pick a hotel that suits your budget, whether that's an economical option or a lavish retreat.
  3. Decide how long to go for: Now that you're more familiar with Middleton, you can figure out the ideal length of your vacation. Put together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Middleton vacation package that brings all your bookings together.

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