Southeast Wisconsin Vacations from $401

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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.
JW Marriott Chicago
Hotel Riu Plaza Chicago
Level Chicago – Old Town
Level Chicago - River North
Virgin Hotels Chicago
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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
$145 nightly
The price is $170 total per night from Mar 8 to Mar 9
$170 total
Mar 8 - Mar 9
Total with taxes and fees
9.6/10 Exceptional! (2,001 reviews)
The place is beautiful and the staf are so kind and helpful

Reviewed on Feb 24, 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
$142 nightly
The price is $167 total per night from Mar 22 to Mar 23
$167 total
Mar 22 - Mar 23
Total with taxes and fees
9.8/10 Exceptional! (2,569 reviews)
A really special place. Staff are friendly, spaces are well thought out and the art is fantastic.

Reviewed on Feb 25, 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
$116 nightly
The price is $137 total per night from Mar 8 to Mar 9
$137 total
Mar 8 - Mar 9
Total with taxes and fees
8.6/10 Excellent! (1,014 reviews)
Yes

Reviewed on Feb 24, 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)

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