Southeast Wisconsin Vacations from $334

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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.
Level Chicago – Old Town
The Emily Hotel
Trump International Hotel & Tower Chicago
Hotel Riu Plaza Chicago
Pendry 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
$169 nightly
The price is $199 total per night from Jan 14 to Jan 15
$199 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
9.4/10 Exceptional! (1,830 reviews)
This was our first time as a family staying here. We all decided that staying here would be an annual holiday tradition.

Reviewed on Dec 25, 2025

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
$148 nightly
The price is $174 total per night from Jan 18 to Jan 19
$174 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
9.6/10 Exceptional! (2,496 reviews)
All around excellent. Even has an excellent art gallery in the hotel.

Reviewed on Dec 21, 2025

Saint Kate - The Arts Hotel
Crowne Plaza Milwaukee Airport by IHG

Crowne Plaza Milwaukee Airport by IHG

3.5 out of 5
6401 S 13th Street Milwaukee WI
Fully refundable
$76 nightly
The price is $90 total per night from Jan 4 to Jan 5
$90 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
Friendly staff very helpful.

Reviewed on Dec 15, 2025

Crowne Plaza Milwaukee Airport by IHG
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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