Middleton Vacations from $491

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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.
AmericInn by Wyndham Madison South

AmericInn by Wyndham Madison South

2.5 out of 5
Monona
Price was $613, price is now $491 per person
$491
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
9/10 Wonderful! (1,003 reviews)
Nice staff very helpful. Close to local restaurants would stay again!

Reviewed on Aug 17, 2025

Madison Marriott South

Madison Marriott South

3.5 out of 5
Price was $999, price is now $755 per person
$755
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
9/10 Wonderful! (511 reviews)
Great location along the lake and trails

Reviewed on Aug 10, 2025

Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Downtown Madison
Price was $1,487, price is now $1,177 per person
$1,177
per person
Nov 7 - Nov 9
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
9/10 Wonderful! (1,000 reviews)
Clean facilities, friendly staff, quiet, great location.

Reviewed on Aug 3, 2025

Hyatt Place Madison Downtown

Hyatt Place Madison Downtown

3 out of 5
Downtown Madison
Price was $1,004, price is now $796 per person
$796
per person
Oct 2 - Oct 6
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
9.2/10 Wonderful! (1,010 reviews)
Great place. Good stay!

Reviewed on Aug 22, 2025

Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 out of 5
Price was $688, price is now $547 per person
$547
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Madison (MSN)
9/10 Wonderful! (1,000 reviews)
Clean, pleasant people, breakfast was fresh and surprisingly good, even the coffee.

Reviewed on Aug 18, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Middleton

National Mustard Museum

5/5(2 reviews)

You can spend an afternoon exploring the galleries in National Mustard Museum in Middleton. Amble around the area's lakeside or attend a sporting event.

National Mustard Museum

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 with taxes and fees
8.8/10 Excellent! (1,002 reviews)
"quiet rooms, nice breakfast"

Reviewed on Aug 21, 2025

Country Inn & Suites by Radisson, Madison West, WI
Holiday Inn Express & Suites Madison West - Middleton by IHG

Holiday Inn Express & 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 Sep 21 to Sep 22
$115 total
Sep 21 - Sep 22
Total with taxes and fees
9.6/10 Exceptional! (553 reviews)
"Friendly staff, clean tiles, very aesthetic atmosphere"

Reviewed on Aug 17, 2025

Holiday Inn Express & Suites Madison West - Middleton by IHG
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
$89 nightly
The price is $101 total per night from Aug 31 to Sep 1
$101 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (877 reviews)
"Clean, convenient, good breakfast."

Reviewed on Aug 12, 2025

Fairfield Inn & Suites by Marriott Madison West/Middleton
See all 431 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.

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Frequently asked questions

How much does a Middleton vacation package cost?
Offering excellent value package deals from $491 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.