Southeast Wisconsin Vacations from $296

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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.
Holiday Inn Chicago O'Hare – Rosemont by IHG
Arlo Chicago
Warwick Allerton - Chicago
Hilton Chicago O'Hare Airport
Level Chicago Fulton Market
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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

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
$82 nightly
The price is $95 total per night from Jul 28 to Jul 29
$95 total
Jul 28 - Jul 29
Total includes taxes and fees
8/10 Very Good! (1,123 reviews)
Nice hotel, reasonable price
"Everything was good. My only complaint was that there was a large sticky spot on the carpet."

Reviewed on Jul 1, 2025

Sonesta Select Milwaukee Brookfield
Sonesta Milwaukee West Wauwatosa
Sonesta Milwaukee West Wauwatosa
3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $101 total per night from Jul 14 to Jul 15
$101 total
Jul 14 - Jul 15
Total includes taxes and fees
7.4/10 Good! (1,379 reviews)
"The front desk receptionist was very nice"

Reviewed on Jul 5, 2025

Sonesta Milwaukee West Wauwatosa
Four Points by Sheraton Milwaukee North Shore
Four Points by Sheraton Milwaukee North Shore
3 out of 5
8900 N Kildeer Ct, Milwaukee, WI
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $124 total per night from Jul 13 to Jul 14
$124 total
Jul 13 - Jul 14
Total includes taxes and fees
8/10 Very Good! (1,000 reviews)
"It was a convenient location, with clean accommodations but could use some improved upkeep."

Reviewed on Jul 3, 2025

Four Points by Sheraton Milwaukee North Shore
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.