Middleton Vacations from $514

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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.

The Latest Middleton vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Madison West - Middleton
Graduate by Hilton Madison
AmericInn by Wyndham Madison South
Hampton Inn & Suites Madison-West
The Madison Concourse Hotel and Governor's Club
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Discover the most popular places to visit in Middleton

Middleton Hotel Deals

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
$84 nightly
The price is $96 total per night from Aug 31 to Sep 1
$96 total
Aug 31 - Sep 1
Total includes taxes and fees
8.8/10 Excellent! (1,002 reviews)
Fine place to stay.
"The rooms are fine, though the hotel is off the beaten path. A decent value."

Reviewed on Aug 12, 2025

Country Inn & Suites by Radisson, Madison West, WI
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
$84 nightly
The price is $96 total per night from Aug 31 to Sep 1
$96 total
Aug 31 - Sep 1
Total includes taxes and fees
9/10 Wonderful! (876 reviews)
"Clean, convenient, good breakfast."

Reviewed on Aug 12, 2025

Fairfield Inn & Suites by Marriott Madison West/Middleton
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
$101 nightly
The price is $115 total per night from Aug 24 to Aug 25
$115 total
Aug 24 - Aug 25
Total includes taxes and fees
9.6/10 Exceptional! (550 reviews)
"Nice property. Clean rooms and bathrooms. Breakfast was great and more tasty than usual fare. Bean to cup coffee available all day was nice."

Reviewed on Aug 10, 2025

Holiday Inn Express And Suites Madison West - Middleton by IHG
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.

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Frequently asked questions

How much does a Middleton vacation package cost?
Offering excellent value package deals from $514 on Expedia, you'll be pleasantly surprised at how much 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're looking to book a cheap Middleton vacation package, consider visiting in August, October and December. You're likely to find better rates on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Middleton?
We'd recommend booking a Middleton vacation for at least 2 days. This will give you enough time to visit key attractions such as Pleasant View Golf Course and National Mustard Museum, and also check out neighborhoods like Regent and Spring Harbor. You could even slot in one or two day trips outside of Middleton.
How to find the best Middleton package deals?
Begin your search for a Middleton package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Middleton package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Middleton adventure off to a flying start.
Is it cheaper to book a Middleton vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can tailor your Middleton trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Middleton?
Score fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Middleton adventure.
Does Expedia offer Book Now, Pay Later Middleton vacation packages?
Jet off on your dream getaway to Middleton with our Book Now, Pay Later vacations. There's no need to save up or hold off until your next paycheck — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.