Southern Wisconsin Vacations from $222

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Your Southern Wisconsin Vacation

Our Southern Wisconsin vacation packages provide an easy, affordable and immersive way to experience everything this incredible destination has to offer. If it's distilleries and craft breweries and dining you're after, this is the place to be. With so much to see and do on a trip to Southern Wisconsin, it can be hard to know where to begin. Kick off your journey in Milwaukee at American Family Field and Wisconsin State Fair Park — two much-loved attractions here. Another city worthy of a spot on your itinerary is Wisconsin Dells. Be sure not to miss Mt. Olympus Water and Theme Park and Chula Vista Waterparks. Expedia is a one-stop shop when it comes to organizing your Southern Wisconsin vacation. From hotels and flights, to car rentals and more, we know how to curate a travel experience like no other.

The Latest Southern Wisconsin vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Hotel Riu Plaza Chicago
La Banque Hotel
Holiday Inn Chicago - Schaumburg by IHG
The Royal Sonesta Chicago River North
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Where to stay in Southern Wisconsin

Find the best Southern Wisconsin areas and neighborhoods for the activities you enjoy most. Learn more about Southern Wisconsin

Discover the most popular places to visit in Southern Wisconsin

Southern Wisconsin Hotel Deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $168 total per night from Mar 2 to Mar 3
$168 total
Mar 2 - Mar 3
Total with taxes and fees
9.4/10 Exceptional! (1,926 reviews)
Beautiful hotel, fantastic service - traditional and amazing in every way!

Reviewed on Jan 31, 2026

The Pfister Hotel
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $161 total per night from Feb 8 to Feb 9
$161 total
Feb 8 - Feb 9
Total with taxes and fees
9.4/10 Exceptional! (3,478 reviews)
Everything was good.

Reviewed on Jan 30, 2026

The Madison Concourse Hotel and Governor's Club
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $151 total per night from Feb 15 to Feb 16
$151 total
Feb 15 - Feb 16
Total with taxes and fees
9.6/10 Exceptional! (2,545 reviews)
Excellent stay there !

Reviewed on Feb 1, 2026

Saint Kate - The Arts Hotel
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.

Find the Best Southern Wisconsin Vacation Packages

Southern Wisconsin Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)

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