COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.

Southeast Wisconsin, WI Vacation Packages

Choose one or more items to build your trip:

Southeast Wisconsin Vacation: Coronavirus Information

Most Southeast Wisconsin hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Southeast Wisconsin trip, please visit our Coronavirus Information page (opens in new window).

Last Minute Hotel + Flight Deals in Southeast Wisconsin

DoubleTree by Hilton Chicago Midway Airport
Chicago Marriott Midway
Hilton Garden Inn Chicago/Midway Airport
Courtyard by Marriott Chicago Midway Airport
Residence Inn Marriott Chicago Midway

Top Southeast Wisconsin Flight + Hotel Deals

La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek
The Langham, Chicago
Saint Kate The Arts Hotel
The Ingleside Hotel
Potawatomi Hotel & Casino

Where to stay in Southeast Wisconsin

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

Top Hotels in Southeast Wisconsin

Grand Geneva Resort & Spa
Grand Geneva Resort & Spa
4 out of 5
7036 Grand Geneva Wy, Lake Geneva, WI
Free CancellationReserve now, pay when you stay
The price is $139 per night from Apr 21 to Apr 22
4.2/5Excellent! (977 reviews)
"It was swellular"

Reviewed on Apr 17, 2021

Grand Geneva Resort & Spa
Abbey Resort and Avani Spa
Abbey Resort and Avani Spa
3.5 out of 5
269 Fontana Boulevard, Fontana, WI
Free CancellationReserve now, pay when you stay
The price is $89 per night from Apr 25 to Apr 26
4.1/5Very Good! (933 reviews)
"We enjoyed our stay Staff was friendly & accommodations met our expectations"

Reviewed on Apr 18, 2021

Abbey Resort and Avani Spa
Hyatt Regency Milwaukee
Hyatt Regency Milwaukee
4 out of 5
333 W Kilbourn Ave, Milwaukee, WI
Free Cancellation
The price is $83 per night from Apr 20 to Apr 21
4.1/5Very Good! (1,241 reviews)
"The web site does not mention the fact the lobby is under construction and there is no restaurant Parking is very confusing"

Reviewed on Apr 13, 2021

Hyatt Regency Milwaukee
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.

Top things to do in Southeast Wisconsin

Frequently asked questions

How much does a Southeast Wisconsin vacation package cost?
Starting from as low as $311, a package is your portal to cheaper travel. Custom build your Southeast Wisconsin trip by selecting from our extensive range of airfares, hotels and rental cars.
If I'm not able to travel, can I cancel my Southeast Wisconsin vacation package?
Plans can change without warning, so yes. You may be able to change or cancel your Southeast Wisconsin vacation package for free if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, hotel or airline may charge a fee. Want more information? Look up our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Southeast Wisconsin?
Bundle your hotels and flights, add extras such as tours, and save as much as $583. A Southeast Wisconsin vacation package makes traveling on a budget a breeze. You won’t just walk away with awesome discounts on your trip — you’ll have a world of choice within your reach too. When you book through Expedia, you’ll have your pick of over 550 partner airlines and 1,000,000 properties all over the world. Your next grand adventure starts right here, right now!
Where should I stay in Southeast Wisconsin?
Milwaukee is a wonderful city to visit. It draws in many wanderers who come to take a look at its top sights, which include Milwaukee Art Museum and Miller Park.
What are the top hotels in Southeast Wisconsin?
Look up Hilton Milwaukee City Center and Potawatomi Hotel & Casino. They’re the first choice for many travelers to Milwaukee. If Lake Geneva features in your travel plans, Timber Ridge Lodge and Waterpark and Harbor Shores on Lake Geneva are a couple of popular options.
When is the best time of year to visit Southeast Wisconsin?
The perfect time to visit Southeast Wisconsin comes down to your preferences. If you’re vacationing on a budget, you might want to avoid , which is considered to be the most expensive time of year. is usually when you’ll pick up the best prices. To enjoy the energy of peak season, take off in . are the least popular months to visit and a smart idea if you want to get away from the crowds.
How far in advance should I book my Southeast Wisconsin vacation?
Get rewarded with the widest variety and the lowest prices by booking your adventure to Southeast Wisconsin early. Airlines typically publish tickets anywhere up to a year before departure, so start your planning as soon as possible. That said, Expedia is committed to providing you with the best bargains around, so there’s never a bad time to book your dream vacation!
What does an Expedia Southeast Wisconsin travel package include?
Expedia has everything you need to organize your Southeast Wisconsin escape, but what goes into your package is up to you. Select from any combination of hotels, rental cars and flights. Looking for some tours or activities to keep you busy? Once you’ve made your booking, you can add them on too. No matter your budget or style, there’s a deal to suit your needs.
What should I know before booking a Southeast Wisconsin travel package?
Whether it’s relaxation or adventure you’re seeking, a Southeast Wisconsin vacation package lets you plan your escape your way. Plus, you’ll get access to great discounts when you combine your hotel with your rental car and flights. The more you bundle, the bigger the savings!
Does Expedia offer Book Now, Pay Later Southeast Wisconsin vacation packages?
If you’re eager to get away but aren’t able to pay upfront, Expedia can assist with a simple payment plan. Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later and start planning your adventure today.
Can I choose my airline with a Southeast Wisconsin Expedia vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the flexibility to pick from available flight, hotel or activity options that suit you.

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