Southeast Wisconsin Vacations from $390

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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.
Fairmont Chicago at Millennium Park
Baymont By Wyndham Schaumburg Chicago Northwest
Hotel Riu Plaza Chicago
JW Marriott Chicago
Level Chicago – Old Town
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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
$188 nightly
The price is $221 total per night from Apr 27 to Apr 28
$221 total
Apr 27 - Apr 28
Total with taxes and fees
9.6/10 Exceptional! (2,073 reviews)
Wonderful staff absolutely love this hotel and everyone who works so hard to keep it running. Thank you for making my sons bday a memorable experience

Reviewed on Apr 13, 2026

The Pfister Hotel
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $188 total per night from Apr 21 to Apr 22
$188 total
Apr 21 - Apr 22
Total with taxes and fees
8.6/10 Excellent! (3,217 reviews)
Beautiful property, stay was amazing from start to finish

Reviewed on Apr 13, 2026

Timber Ridge Lodge and Waterpark
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
$174 nightly
The price is $205 total per night from May 10 to May 11
$205 total
May 10 - May 11
Total with taxes and fees
9.8/10 Exceptional! (2,638 reviews)
Clean room very nice staff everything was amazing

Reviewed on Apr 14, 2026

Saint Kate - The Arts Hotel
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.