Southern Wisconsin Holidays
Book a Hotel + Flight or Car together to unlock savings
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
Downtown Milwaukee
Lake Michigan and Cathedral Square are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.
Downtown Madison
2 out of top 10 points of interest in this area
The ample dining options and fantastic lake views are top of the list for many visitors to Downtown Madison. A stop by Overture Center for the Arts or Orpheum Theater might round out your trip.
West Allis
West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.
Wauwatosa
Travellers come to Wauwatosa for its abundant dining options, and you can see top attractions like Mayfair Mall and The Mayfair Collection while you're in town.
Historic Third Ward
Unique features of Historic Third Ward include the bars and shopping. Make a stop by Lake Michigan or Milwaukee Public Market while you're exploring the area.
Top hotels in Southern Wisconsin
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
Fully refundableReserve now, pay when you stay
1.594.812 ₫
1.790.153 ₫ total
23 Oct - 24 Oct
includes taxes & fees
7/10 Good! (3,099 reviews)
"Unfortunately it was not the best stay for us. The exterior door of the building was broken so anyone could get in. Was not clean at all. The only person I saw that worked there for staff was when I checked in at the main building. For price…. Got it for a deal. You get what you pay for."
Reviewed on 16 Oct 2026
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
3.056.895 ₫
3.530.713 ₫ total
1 Nov - 2 Nov
includes taxes & fees
9.4/10 Exceptional! (4,242 reviews)
"Excellent hotel!"
Reviewed on 16 Oct 2026
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
2.173.332 ₫
2.562.359 ₫ total
9 Nov - 10 Nov
includes taxes & fees
8.6/10 Excellent! (1,541 reviews)
"Excellent experience, will book again!"
Reviewed on 16 Oct 2026
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.
Stay near popular Southern Wisconsin attractions
Photo by trenton.badillo
American Family Field
9.0/10 (2,832 reviews)
Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.
Fiserv Forum
9.2/10 (2,312 reviews)
Catch an event at Fiserv Forum during your trip to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Camp Randall Stadium
9.0/10 (1,067 reviews)
Catch an event at Camp Randall Stadium during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Mt. Olympus Water and Theme Park
7.4/10 (1,284 reviews)
Bring the family to Mt. Olympus Water and Theme Park and have a fun-filled day at this theme park in Wisconsin Dells. Stroll along the area's lakeside or experience its entertainment choices.
Kalahari Indoor Waterpark
8.8/10 (445 reviews)
Enjoy the rides and games at Kalahari Indoor Waterpark and see why this is a favourite theme park in Baraboo. Stroll along the riverfront or experience the entertainment choices in this family-friendly area.
Noah's Ark Waterpark
8.4/10 (959 reviews)
Bring the family to Noah's Ark Waterpark and have a fun-filled day at this theme park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.
Baird Center
8.2/10 (522 reviews)
Learn about the events happening in Baird Center during your trip to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
Chula Vista Waterparks
7.6/10 (630 reviews)
Enjoy a stop at Chula Vista Waterparks, an entertaining place to visit in Wisconsin Dells. While you're in the area, stroll along the riverfront.
Frequently asked questions
How much does a Southern Wisconsin holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Southern Wisconsin from just . And the more you bundle, the more you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Southern Wisconsin?
Our Southern Wisconsin holiday packages promise plenty of savings for the savvy traveller. For the best deal, simply bundle your flights, hotels and activities into one neat package. But great bargains are only the start of your next awesome adventure. When you book with Expedia, and you'll have over 550 airlines and 1null000null000 hotels throughout the world to choose from. Whatever your style, there's a holiday package with your name on it.
Where should I stay in Southern Wisconsin?
What are the top hotels in Southern Wisconsin?
When it comes to hotels in Milwaukee, Potawatomi Hotel & Casino and Best Western Plus Milwaukee Airport Hotel & Conference Ctr are among the favourites. If you're also staying in Wisconsin Dells, Inn of the Pines and Silver Spruce Resort are waiting to welcome you.
How far in advance should I book my Southern Wisconsin holiday?
Savvy travellers often book early. You can usually start comparing international fares on Expedia up to a year before your intended flight. If you're late to book, don't despair. Cheap prices sometimes occur just weeks before departure.
What does an Expedia Southern Wisconsin travel package include?
From hotels and flights to car rentals, Expedia can help you put together a Southern Wisconsin package that works for you. Heading away for a few weeks? Check out a flight, rental car and hotel bundle. If you can only squeeze in a quick getaway, a flight and hotel deal could be more your style. Tours and activities can be added once you've made your booking. Our packages make it simple to save and plan.
What should I know before booking a Southern Wisconsin travel package?
So many places to travel to, so many things to do. With a travel package, you can cross more of them off your list. Combine your flights, rental cars and hotels and see how much you save.
If I'm not able to travel, can I cancel my Southern Wisconsin holiday package?
Yes, you can cancel your Southern Wisconsin booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
