Southeast Wisconsin Vacations from $382

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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.
Hotel Riu Plaza Chicago
theWit Chicago, a Hilton Hotel
Trump International Hotel & Tower Chicago
Hilton Chicago
Hilton Grand Vacations Club Chicago Magnificent Mile
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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
$161 nightly
The price is $189 total per night from Jan 19 to Jan 20
$189 total
Jan 19 - Jan 20
Total with taxes and fees
9.4/10 Exceptional! (1,870 reviews)
Staff amazing

Reviewed on Jan 6, 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
$128 nightly
The price is $151 total per night from Jan 29 to Jan 30
$151 total
Jan 29 - Jan 30
Total with taxes and fees
9.6/10 Exceptional! (2,519 reviews)
Hotel was clean, unique and fun. Can't be anymore conveniently located for a downtown hotel. Staff was pleasant. Smallest note would be not a fan of the pillows. Also, ice tongs would be great. There was a bottle opener and cork screw, so tongs would be great too to round out the convenience of the ...

Reviewed on Jan 5, 2026

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
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $216 total per night from Jan 20 to Jan 21
$216 total
Jan 20 - Jan 21
Total with taxes and fees
8.6/10 Excellent! (3,099 reviews)
Staff was nice, room was clean, and the water was warm at the waterpark.

Reviewed on Jan 5, 2026

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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