Southeast Wisconsin Vacations from $203

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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.
Hyatt Place Chicago/ Schaumburg
Level Chicago – Old Town
Trump International Hotel & Tower Chicago
Pendry Chicago
theWit Chicago, a Hilton Hotel
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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 9 to Jan 10
$199 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
9.4/10 Exceptional! (1,802 reviews)
Beautiful hotel. If you have 3-4 people know that the rooms are double beds not queens. It was tight for my kids and not a great night sleep. Other than that, it was a wonderful stay.

Reviewed on Dec 12, 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
$128 nightly
The price is $151 total per night from Dec 28 to Dec 29
$151 total
Dec 28 - Dec 29
Total with taxes and fees
9.6/10 Exceptional! (2,482 reviews)
Great check in, efficient

Reviewed on Dec 15, 2025

Saint Kate - The Arts Hotel
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
$194 nightly
The price is $216 total per night from Jan 4 to Jan 5
$216 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (3,068 reviews)
Waterpark was great!

Reviewed on Dec 14, 2025

Timber Ridge Lodge and Waterpark
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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