Title: Southern Wisconsin Vacation Packages 2026 from $229 | Expedia.com [Southern Wisconsin Travel Guide](https://expedia.com/Southern-Wisconsin.dx553248635975749457)[Hotels in Southern Wisconsin](https://expedia.com/Southern-Wisconsin-Hotels.d553248635975749457.Travel-Guide-Hotels)[Vacation Rentals in Southern Wisconsin](https://expedia.com/Southern-Wisconsin-Vacation-Rentals.d553248635975749457.Travel-Guide-VacationRentals)[Flights to Southern Wisconsin](https://expedia.com/Cheap-Flights-To-Southern-Wisconsin.d553248635975749457.Travel-Guide-Flights)[Car Rentals in Southern Wisconsin](https://expedia.com/Car-Rentals-In-Southern-Wisconsin.d553248635975749457.Car-Rental-Guide) ![](https://images.trvl-media.com/place/2325/f29f5e3d-0eb0-45b8-94f1-06284f8af3d0.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southern Wisconsin Vacations from $229 ## Book a Hotel + Flight or Car together to unlock savings Photo by Evae - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ### Your Southern Wisconsin Vacation Our Southern Wisconsin vacation packages provide an easy, affordable and immersive way to experience everything this incredible destination has to offer. If it's distilleries and craft breweries and dining you're after, this is the place to be. With so much to see and do on a trip to Southern Wisconsin, it can be hard to know where to begin. Kick off your journey in [Milwaukee](https://www.expedia.com/Milwaukee.d602647.Destination-Travel-Guides) at American Family Field and Wisconsin State Fair Park — two much-loved attractions here. Another city worthy of a spot on your itinerary is [Wisconsin Dells](https://www.expedia.com/Wisconsin-Dells.d6059846.Destination-Travel-Guides). Be sure not to miss Mt. Olympus Water and Theme Park and Chula Vista Waterparks. Expedia is a one-stop shop when it comes to organizing your Southern Wisconsin vacation. From hotels and flights, to car rentals and more, we know how to curate a travel experience like no other. ## The Latest Southern Wisconsin vacation packages Price found within the past 48 hours. Click for updated prices. ![Holiday Inn Chicago - Schaumburg by IHG](https://images.trvl-media.com/lodging/13000000/12080000/12078100/12078090/c8bab089_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Chicago - Schaumburg by IHG Save 100% on your flight $229 per person Apr 18 - Apr 21 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 8.2/10 Very Good! (999 reviews) Staff was very courteous however the hotel needs to be updated. One little tiny bar of soap in the room was rather skimpy. Reviewed on Jan 11, 2026 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago Save 100% on your flight $364 per person Apr 18 - Apr 21 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Excellent in every way Reviewed on Feb 6, 2026 ![Level Chicago - River North](https://images.trvl-media.com/lodging/75000000/74510000/74500500/74500458/668d065a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago - River North Downtown Chicago Save 100% on your flight $472 per person Apr 18 - Apr 23 found 12 hours ago Roundtrip flight included Los Angeles (LAX) to Chicago (ORD) 9/10 Wonderful! (766 reviews) Great stay. Would come again. Reviewed on Jan 19, 2026 ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Felix River North/Magnificent Mile Downtown Chicago Save 100% on your flight $261 per person Apr 18 - Apr 21 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 8.2/10 Very Good! (2,365 reviews) There were no glasses in the room to drink out of. There was no lotion. There was no coffee maker. The shower curtain does not stretch the whole way so water gets all over the bathroom. We had a free VIP "hot" breakfast. When went down, there was no hot food. Just coffee and some bakery items. And no employee to serve us. Very, very misleading. We won't be staying here again. Reviewed on Feb 2, 2026 ![JW Marriott Chicago](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Chicago Downtown Chicago Save 100% on your flight $614 per person Apr 30 - May 3 found 16 hours ago Roundtrip flight included Dallas (DAL) to Chicago (ORD) 9.2/10 Wonderful! (1,000 reviews) Bottle of waters were not stocked in the refrigerator. Reviewed on Jan 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Southern Wisconsin [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-06/2026-03-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Where to stay in Southern Wisconsin Find the best Southern Wisconsin areas and neighborhoods for the activities you enjoy most. [Learn more about Southern Wisconsin](https://expedia.com/Southern-Wisconsin.dx553248635975749457) ![Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590](https://images.trvl-media.com/place/6059651/1182062a-a02d-493d-b9fe-49d298b5def0.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [Find hotel + flight trips in Downtown Milwaukee](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Milwaukee&DestID=6059651&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Wisconsin State Capitol building, view from Monona Terrace rooftop.; Shutterstock ID 5305432](https://images.trvl-media.com/place/6059906/c1fb6a54-36b0-4697-a90e-8414843d0e93.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Madison The ample dining options and fantastic lake views are top of the list for many visitors to Downtown Madison. A stop by Orpheum Theater or Overture Center for the Arts might round out your trip. [Find hotel + flight trips in Downtown Madison](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Madison&DestID=6059906&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![96144781](https://images.trvl-media.com/place/6059657/3d426080-e9b2-426a-9651-cd836ecf4e89.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Wauwatosa Wauwatosa is known for its abundant dining options, and you can plan a trip to Mayfair Mall and AMF Bowlero Lanes while you're in town. [Find hotel + flight trips in Wauwatosa](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Wauwatosa&DestID=6059657&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![The Milwaukee Riverwalk System began in 1993, as a means to offer public access to the river. Once complete, the Riverwalk will extend 3.1 miles along both sides of the Milwaukee River, from the site of the former North Avenue Dam, through Downtown and the Historic Third Ward to Lake Michigan. #LikeALocal](https://images.trvl-media.com/place/2325/e14aea82-f689-465b-a1de-58418a74a9ab.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Westown 1 out of top 10 points of interest in this area 4.5/5(514 area reviews) While visiting Westown, you might make a stop by sights like Miller High Life Theatre and Milwaukee Public Museum. [Find hotel + flight trips in Westown](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Westown&DestID=553248635976470851&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Ferris Wheel Spinning Round Illuminated in Night Sky](https://images.trvl-media.com/place/7685/c9ddb0cf-39d4-4515-b334-9d7a3f73ea61.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West Allis West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park. [Find hotel + flight trips in West Allis](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Allis&DestID=7685&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ### Discover the most popular places to visit in Southern Wisconsin ![Cool street art in Madison, Wisconsin](https://images.trvl-media.com/place/2424/f69833fb-8cae-4e95-9067-d9e88cfd3e67.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### University of Wisconsin-Madison Enjoy the collegiate vibe around University of Wisconsin-Madison, a top college in Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area. [](https://expedia.com/University-Of-Wisconsin-Madison-Campus-Area.d6068319.Vacation-Attraction) ![Outfield sign at miller park ](https://images.trvl-media.com/place/2325/37e44918-fe77-4db8-b52d-dba4def8fbc4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### American Family Field Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area. [](https://expedia.com/American-Family-Field-Story-Hill.d6068273.Vacation-Attraction) ![Slidewheel water at a water park. ](https://images.trvl-media.com/place/6094033/7e55149e-6e82-4adc-a8ea-ad783f467ac1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mt. Olympus Water and Theme Park Bring the kids to Mt. Olympus Water and Theme Park and have a fun-filled day at this amusement park in Wisconsin Dells. Stroll along the area's lakeside or experience its entertainment choices. [](https://expedia.com/Mt-Olympus-Water-And-Theme-Park-Wisconsin-Dells.d6094033.Vacation-Attraction) ## Southern Wisconsin Hotel Deals ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Pfister Hotel 424 E Wisconsin Ave Milwaukee WI Fully refundableReserve now, pay when you stay $135 nightly $159 total Mar 8 - Mar 9 Total with taxes and fees 9.4/10 Exceptional! (1,926 reviews) Beautiful hotel, fantastic service - traditional and amazing in every way! Reviewed on Jan 31, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%2F2026&selected=19467&PinnedHotelID=19467&HadPinnedHotel=true®ionId=553248635975749457) ![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Madison Concourse Hotel and Governor's Club 1 W Dayton St Madison WI Fully refundableReserve now, pay when you stay $139 nightly $161 total Feb 8 - Feb 9 Total with taxes and fees 9.4/10 Exceptional! (3,477 reviews) Great as always Reviewed on Feb 3, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&selected=28447&PinnedHotelID=28447&HadPinnedHotel=true®ionId=553248635975749457) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Saint Kate - The Arts Hotel 139 E Kilbourn Ave Milwaukee WI Fully refundableReserve now, pay when you stay $128 nightly $151 total Feb 16 - Feb 17 Total with taxes and fees 9.6/10 Exceptional! (2,545 reviews) Excellent stay there ! Reviewed on Feb 1, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=23253&PinnedHotelID=23253&HadPinnedHotel=true®ionId=553248635975749457) [See all 7,412 properties in Southern Wisconsin](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F7%2F2026&endDate=2%2F8%2F2026®ionId=553248635975749457) 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 Southern Wisconsin Vacation Packages ## Southern Wisconsin Essential Information | Language | English | | --------------- | ------------------------------------ | | Currency | U.S dollars | | Closest Airport | General Mitchell Intl. Airport (MKE) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Juneau Hotels ](https://www.expedia.com/Juneau-Hotels.d6338400.Travel-Guide-Hotels) - [Hilton Hotels in Juneau ](https://www.expedia.com/Juneau-Hotels-Hilton-Hotels.0-0-d6338400--bHiltonHotels.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Juneau ](https://www.expedia.com/3Star-Juneau-Hotels.s30-0-d6338400.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Juneau 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