Southeast Wisconsin Vacations from $195

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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
The Westin Michigan Avenue Chicago
The Blackstone, Autograph Collection
Level Chicago – Old Town
Hotel Felix River North/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

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
$193 nightly
The price is $215 total per night from Nov 10 to Nov 11
$215 total
Nov 10 - Nov 11
Total with taxes and fees
8.6/10 Excellent! (3,018 reviews)
Our room was really clean for the most part and the people were very friendly, but the window screens in our room had holes in them, so there were bugs in our windows and a couple of flies in our room that we could not get rid of that were annoying. It didn’t seem that crowded, but there were no ...

Reviewed on Oct 25, 2025

Timber Ridge Lodge and Waterpark
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $99 total per night from Nov 16 to Nov 17
$99 total
Nov 16 - Nov 17
Total with taxes and fees
8.2/10 Very Good! (1,093 reviews)
Location is good by the Baird Center and 3rd Street Market. Hotel had a great vibe with the historical feel. We had a corner room, which had a great view of downtown. However, the TV was in the corner and was not adjustable, so it wasn't the greatest view from the bed. But staff was great across ...

Reviewed on Oct 30, 2025

Hilton Milwaukee
Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $137 total per night from Nov 9 to Nov 10
$137 total
Nov 9 - Nov 10
Total with taxes and fees
9/10 Wonderful! (1,306 reviews)
Clean, spacious room; great views; friendly staff and very convenient to restaurants

Reviewed on Nov 4, 2025

Harbor Shores on Lake Geneva
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.