Southeast Wisconsin Vacations from $311

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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 Southeast Wisconsin Vacation

Our Southeast Wisconsin vacation packages provide an affordable, easy and immersive way to enjoy everything this exciting destination has to offer. If it's distilleries and craft breweries and dining you're yearning for, this is the place to come. With so many things to see and do on a trip to Southeast Wisconsin, it can be tricky 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 top city worth adding to your itinerary is Lake Geneva. Be sure not to miss Geneva Lake and Walworth County Fairgrounds. Expedia has everything you need for planning your Southeast Wisconsin vacation. From accommodations and flights, to car rentals and activities, we know how to curate a travel experience like no other.

The Latest Southeast Wisconsin vacation packages

Price found within the past 48 hours. Click for updated prices.
La Banque Hotel
Hotel Riu Plaza Chicago
Holiday Inn Club Vacations at Lake Geneva Resort by IHG
Eurostars Magnificent Mile
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
Don't see what you're looking for?
See all available trips from Columbus to Southeast Wisconsin
View all trips

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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

Discover the most popular places to visit in Southeast Wisconsin

Southeast 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
$142 nightly
The price is $167 total per night from Mar 15 to Mar 16
$167 total
Mar 15 - Mar 16
Total with taxes and fees
9.6/10 Exceptional! (1,985 reviews)
Staff was great & extremely responsive. The property was very cool & we look forward to staying again!

Reviewed on Feb 19, 2026

The Pfister Hotel
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
$136 nightly
The price is $160 total per night from Mar 1 to Mar 2
$160 total
Mar 1 - Mar 2
Total with taxes and fees
9.8/10 Exceptional! (2,561 reviews)
Yes

Reviewed on Feb 19, 2026

Saint Kate - The Arts Hotel
The Knickerbocker on the Lake

The Knickerbocker on the Lake

3 out of 5
1028 East Juneau Avenue Milwaukee WI
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Mar 21 to Mar 22
$109 total
Mar 21 - Mar 22
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
Yes room was lovely

Reviewed on Feb 20, 2026

The Knickerbocker on the Lake
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 Southeast Wisconsin Vacation Packages

Southeast 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.