Southeast Wisconsin Vacations from $336

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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.
Staybridge Suites, Lincolnshire by IHG
The Emily Hotel
Chicago Athletic Association, a Hyatt Hotel
Staybridge Suites Chicago O'Hare - Rosemont by IHG
Holiday Inn Chicago O'Hare – Rosemont by IHG
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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

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
$165 nightly
The price is $187 total per night from Sep 1 to Sep 2
$187 total
Sep 1 - Sep 2
Total includes taxes and fees
9/10 Wonderful! (1,218 reviews)
"I've stayed twice already! Will go back again"

Reviewed on Aug 17, 2025

Harbor Shores on Lake Geneva
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
$213 nightly
The price is $238 total per night from Sep 16 to Sep 17
$238 total
Sep 16 - Sep 17
Total includes taxes and fees
8.6/10 Excellent! (2,946 reviews)
"Great"

Reviewed on Aug 16, 2025

Timber Ridge Lodge and Waterpark
Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $100 total per night from Aug 26 to Aug 27
$100 total
Aug 26 - Aug 27
Total includes taxes and fees
8/10 Very Good! (1,255 reviews)
"Very nice weekend stay"

Reviewed on Aug 18, 2025

Sonesta Select Milwaukee Brookfield
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.

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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.