Southeast Wisconsin Vacations from $285

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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.
Hilton Orrington / Evanston
The Emily Hotel
Hotel Riu Plaza Chicago
Level Chicago – Old Town
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
$150 nightly
The price is $177 total per night from Feb 10 to Feb 11
$177 total
Feb 10 - Feb 11
Total with taxes and fees
9.4/10 Exceptional! (1,902 reviews)
Just an overall really nice hotel.

Reviewed on Jan 20, 2026

The Pfister Hotel
#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms

Twin Lakes WI
10/10 Exceptional! (42 reviews)
The house was perfect for a lovely family holiday! We had 11 adults, 4 kids, and 1 dog this year. There was plenty of room for everyone to have a great time. The house is stocked full of games and recreational areas (e.g., the kidquarium was a huge hit with our kids, as was the golf simulator). The ...

Reviewed on Jan 2, 2026

#EnglishPrairieBnB - 8 Bedroom - 4.5 Bathrooms
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
$109 nightly
The price is $128 total per night from Feb 8 to Feb 9
$128 total
Feb 8 - Feb 9
Total with taxes and fees
9.6/10 Exceptional! (2,522 reviews)
Clean room, friendly staff

Reviewed on Jan 18, 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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