Southeast Wisconsin Vacations from $495

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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.
Crowne Plaza Milwaukee South by IHG
The Emily Hotel
Sable at Navy Pier Chicago, Curio Collection by Hilton
DoubleTree by Hilton Milwaukee - Brookfield
Sheraton Milwaukee Brookfield 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

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
$162 nightly
The price is $183 total per night from Aug 26 to Aug 27
$183 total
Aug 26 - Aug 27
Total with taxes and fees
9/10 Wonderful! (1,225 reviews)
"we would stay here again down town and local attractions very walkable"

Reviewed on Aug 23, 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
$197 nightly
The price is $220 total per night from Sep 23 to Sep 24
$220 total
Sep 23 - Sep 24
Total with taxes and fees
8.6/10 Excellent! (2,961 reviews)
"Front desk was rude and terrible to deal with"

Reviewed on Aug 22, 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 31 to Sep 1
$100 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (1,258 reviews)
"place needs more cleaning specially their amenities"

Reviewed on Aug 20, 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.