Southern Wisconsin Vacations from $297

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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 Riu Plaza Chicago
Pendry Chicago
The Emily Hotel
Level Chicago – Old Town
theWit Chicago, a Hilton Hotel
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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 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
$139 nightly
The price is $161 total per night from Nov 2 to Nov 3
$161 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (3,240 reviews)
The room was clean and welcoming. We got free drinks at the bar and the staff was very friendly.

Reviewed on Oct 27, 2025

The Madison Concourse Hotel and Governor's Club
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $215 total per night from Nov 4 to Nov 5
$215 total
Nov 4 - Nov 5
Total with taxes and fees
8.6/10 Excellent! (3,018 reviews)
Our room was really clean for the most part and the people were very friendly, but the window screens in our room had holes in them, so there were bugs in our windows and a couple of flies in our room that we could not get rid of that were annoying. It didn’t seem that crowded, but there were no ...

Reviewed on Oct 25, 2025

Timber Ridge Lodge and Waterpark
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $157 total per night from Oct 30 to Oct 31
$157 total
Oct 30 - Oct 31
Total with taxes and fees
9/10 Wonderful! (1,300 reviews)
I would love to revisit the property

Reviewed on Oct 26, 2025

Harbor Shores on Lake Geneva
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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