Southern Wisconsin Vacations from $651

Book a Hotel + Flight or Car together to unlock savings

Photo by Evae
  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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
The Pfister Hotel
Hotel Felix River North/Magnificent Mile
Level Chicago Fulton Market
Level Chicago - River North
Don't see what you're looking for?
See all available trips from Columbus to Southern Wisconsin
View all trips

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
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $161 total per night from Jun 14 to Jun 15
$161 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (3,864 reviews)
"It would be really nice if they had complimentary coffee and water, like most of the hotels that I stay in do."

Reviewed on Jun 11, 2026

The Madison Concourse Hotel and Governor's Club
Mt. Olympus Water & Theme Park Resort

Mt. Olympus Water & Theme Park Resort

3 out of 5
655 N. Frontage Road Wisconsin Dells WI
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $118 total per night from Jul 1 to Jul 2
$118 total
Jul 1 - Jul 2
Total with taxes and fees
7/10 Good! (2,823 reviews)
"Nothing like the pictures. Everything is a confusing mess. Buildings scattered around town. Rooms were dirty. Crumbs in the beds. Entire building smelled like weed."

Reviewed on Jun 11, 2026

Mt. Olympus Water & Theme Park Resort
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
$199 nightly
The price is $225 total per night from Jun 14 to Jun 15
$225 total
Jun 14 - Jun 15
Total with taxes and fees
9.2/10 Wonderful! (1,369 reviews)
"I always stay at Harbor Shores when in Lake Geneva! Clean and super conveniently located! Park and walk to all shops and restaurants!"

Reviewed on Jun 11, 2026

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)

More vacations you might like

Explore a world of travel with Expedia

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