Southeast Wisconsin Vacations from $215
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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 Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $347, price is now $215 per person
$215
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (3,148 reviews)
The bathroom in my room was looking worse for wear, broken tiles and caulk missing.
However the room itself was clean and staff was sooooo helpful and courteous which made my stay great! I even was out of body wash and the girl at the front desk made sure I got some after house keeping didn’t bring any after an hour and I wanted to shower.
Good people working here!
Reviewed on Oct 28, 2026
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View all tripsWhere to stay in Southeast Wisconsin
Find the best Southeast Wisconsin areas and neighborhoods for the activities you enjoy most. Learn more about Southeast Wisconsin
Downtown Milwaukee
Central business district with cultural, financial, and historical landmarks, Downtown Milwaukee offers shopping at The Shops of Grand Avenue, art galleries in the Historic Third Ward, high-end dining, and vibrant nightlife. Explore the Milwaukee Public Market and Riverwalk, or hop on the free streetcar system.
Southeast Wisconsin Hotel Deals
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $99 total per night from Nov 23 to Nov 24
$99 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (1,561 reviews)
"Very nice staff. Easy parking. Clean property. Close to entertainment and dining."
Reviewed on Oct 28, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $100 total per night from Nov 8 to Nov 9
$100 total
Nov 8 - Nov 9
Total with taxes and fees
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
$118 nightly
The price is $139 total per night from Nov 3 to Nov 4
$139 total
Nov 3 - Nov 4
Total with taxes and fees
9.6/10 Exceptional! (2,420 reviews)
"Was a fantastic place in a great location. Would stay again without question!"
Reviewed on Oct 27, 2026
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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- Flights from Jacksonville (JAX) to Milwaukee (MKE)
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- Greenfield Vacations
- Milwaukee County Zoo
- Carroll University
- Milwaukee Vacations
- Waukesha Vacations
- Center Court Sports Complex
- Rock Snow Park
- Pewaukee Lake
- Wehr Nature Center
- Discovery World
- Springs Water Park
- Brookfield Vacations
- Infinity Fields Baseball Park
- Basilica of Saint Josaphat
- Mukwonago Vacations
- Pieper Porch Winery and Vineyard
- Pewaukee Vacations
- Wales Vacations
- Minooka Park
- Miller Brewery
- Fox River Park
- The Rock Sports Complex
- Brookfield Square Mall
- Visit Waukesha
- Moorland Road Golf Center
- Reiman Publications Visitor Center
- Elm Grove Vacations
- Sky Trail
- Frame Park Formal Gardens
- Milwaukee Art Museum
- Monkey Joe's
- Visit Southeast Wisconsin
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.