Title: Southwest Wisconsin Vacation Packages & Trips 2026 from CA $1,057 | Expedia.ca [Southwest Wisconsin Travel Guide](https://expedia.ca/Southwest-Wisconsin.dx6059824)[Hotels in Southwest Wisconsin](https://expedia.ca/Southwest-Wisconsin-Hotels.d6059824.Travel-Guide-Hotels)[Vacation Rentals in Southwest Wisconsin](https://expedia.ca/Southwest-Wisconsin-Vacation-Rentals.d6059824.Travel-Guide-VacationRentals)[Flights to Southwest Wisconsin](https://expedia.ca/Cheap-Flights-To-Southwest-Wisconsin.d6059824.Travel-Guide-Flights)[Southwest Wisconsin Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Wisconsin.d6059824.Car-Rental-Guide) ![](https://images.trvl-media.com/place/5957/f96cbf4a-3a46-4cf7-b7f2-0fff893f2f53.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Wisconsin Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Inbal Arieh - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 Southwest Wisconsin Vacation Choose a vacation package to Southwest Wisconsin and make planning your adventure a breeze. With all the details arranged before you leave, you can focus on enjoying every second in this destination. A trip to Southwest Wisconsin wouldn't be complete without experiencing some of its best cities, starting with [Wisconsin Dells](https://www.expedia.ca/Wisconsin-Dells.d6059846.Destination-Travel-Guides). A couple of the most popular attractions here include Mt. Olympus Water and Theme Park and Chula Vista Waterparks. [La Crosse](https://www.expedia.ca/La-Crosse.d6023344.Destination-Travel-Guides) is another favourite city with Southwest Wisconsin travellers. Visitors to this destination enjoy Oktoberfest Grounds and Onalaska Omni Centre. From the moment you book your Southwest Wisconsin vacation to when you get back home, Expedia will take care of you every step of the way. ## Top Southwest Wisconsin Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Harbor Shores on Lake Geneva](https://images.trvl-media.com/lodging/1000000/10000/4700/4614/3a08fccc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbor Shores on Lake Geneva CA $1,057 per person Jun 3 - Jun 9 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,318 reviews) During off season not as many activities Reviewed on Mar 16, 2026 ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago CA $1,236 per person Jun 7 - Jun 10 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (2,401 reviews) Clean room, very nice front desk and great location Reviewed on Mar 26, 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 CA $1,087 per person Jun 7 - Jun 10 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) My only complaint was the sheets were rough and made my skin and my daughter's skin itchy.... maybe the detergent? Otherwise the room was very clean, breakfast was great, bag check was easy and valet was quick and not too pricey! All the staff were pleasant and professional! Reviewed on Mar 26, 2026 ![Lodge Geneva National](https://images.trvl-media.com/lodging/1000000/900000/893400/893361/c30b4670_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lodge Geneva National CA $1,404 per person Jun 3 - Jun 9 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (1,366 reviews) It was ok rooms were noisy can here everything in hall and in next room Reviewed on Mar 23, 2026 ![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Chicago at Millennium Park Downtown Chicago CA $1,691 per person Jun 3 - Jun 8 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (2,076 reviews) Staff was soooo friendly Reviewed on Mar 25, 2026 ## Where to stay in Southwest Wisconsin Find the best Southwest Wisconsin areas and neighborhoods for the activities you enjoy most. [Learn more about Southwest Wisconsin](https://expedia.ca/Southwest-Wisconsin.dx6059824) ![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.ca/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) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lake Delton 1 out of top 10 points of interest in this area If you're spending some time in Lake Delton, Noah's Ark Waterpark and Mt. Olympus Water and Theme Park are top sights worth seeing. [Find hotel + flight trips in Lake Delton](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Lake%20Delton&DestID=976030065785991168&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Madison Skyline](https://images.trvl-media.com/place/134458/b1acd50c-da8b-4ea9-885b-5ff2bf6363a7.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Monona Situated on Lake Monona's southeastern shore, this Madison suburb boasts the historic Indian Mounds Park, a site on the National Register of Historic Places. [Find hotel + flight trips in Monona](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Monona&DestID=134458&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![The International Friendship Gardens in La Crosse, WI offer beautiful blooms from various sister cities around the world. I love the German gardens. The gardens are near the convergence of three rivers; the Mighty Mississippi, Black River, and La Crosse River. 😊🌼 #flowers ](https://images.trvl-media.com/place/6023344/97a9d3ba-6d0f-4d0c-8d67-96ef94b62c58.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic Downtown La Crosse The abundant dining options and stunning river views are top of the list for many visitors to Historic Downtown La Crosse. A stop by La Crosse Center or Oktoberfest Grounds might round out your trip. [Find hotel + flight trips in Historic Downtown La Crosse](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20Downtown%20La%20Crosse&DestID=6179190&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Moss and flowing water of the dells of the eau claire in Aniwa, Wisconsin](https://images.trvl-media.com/place/553248635976480150/93804384-e9fa-4762-904e-3bc124de453c.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Spring Brook While visiting Spring Brook, you might make a stop by sights like Spring Brook Golf Course and Lake Blass. [Find hotel + flight trips in Spring Brook](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Spring%20Brook&DestID=553248635976480150&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Ready to book your vacation to Southwest Wisconsin? Choose your dates ## Southwest Wisconsin Hotel Deals ![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/5fd64d1f_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 CA $163 CA $189 total Mar 29 - Mar 30 includes taxes & fees 9.4/10 Exceptional! (3,576 reviews) Very helpful front desk staff. We drove down. No airport shuttle was needed. Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=28447&PinnedHotelID=28447&HadPinnedHotel=true®ionId=6059824) ![Great Wolf Lodge Wisconsin Dells](https://images.trvl-media.com/lodging/2000000/1190000/1183000/1182975/e8fc5997_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Great Wolf Lodge Wisconsin Dells 1400 Great Wolf Dr Baraboo WI Fully refundableReserve now, pay when you stay CA $164 CA $184 total Apr 12 - Apr 13 includes taxes & fees 8.2/10 Very Good! (1,001 reviews) Rooms are ok need some up dating and more options for guest. Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=1182975&PinnedHotelID=1182975&HadPinnedHotel=true®ionId=6059824) ![Mt. Olympus Water & Theme Park Resort](https://images.trvl-media.com/lodging/10000000/9330000/9324500/9324429/b2027f5f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mt. Olympus Water & Theme Park Resort 655 N. Frontage Road Wisconsin Dells WI Fully refundableReserve now, pay when you stay CA $69 CA $77 total Apr 7 - Apr 8 includes taxes & fees 7/10 Good! (2,667 reviews) Was a good experience Reviewed on Mar 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=9324429&PinnedHotelID=9324429&HadPinnedHotel=true®ionId=6059824) [See all 3,704 properties in Southwest Wisconsin](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F03%2F2026&endDate=28%2F03%2F2026®ionId=6059824) 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. ![](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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Southwest Wisconsin ![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 riverfront or experience its entertainment choices. [](https://expedia.ca/Mt-Olympus-Water-And-Theme-Park-Wisconsin-Dells.d6094033.Vacation-Attraction) #### Kalahari Indoor Waterpark Bring the family to Kalahari Indoor Waterpark and have a fun-filled day at this amusement park in Baraboo. Stroll along the riverfront or experience the entertainment choices in this family-friendly area. [](https://expedia.ca/Kalahari-Indoor-Waterpark-Baraboo.d6094031.Vacation-Attraction) #### Noah's Ark Waterpark Bring your family to Noah's Ark Waterpark and have a fun-filled day at this amusement park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices. [](https://expedia.ca/Noahs-Ark-Waterpark-Lake-Delton.d6094037.Vacation-Attraction) ## Frequently asked questions ### Can I cancel my flight booking to Southwest Wisconsin due to COVID-19? ### What's the best way to find cheap flights to Southwest Wisconsin that have flexible change policies? ### What are some of the general tips for travelers to Southwest Wisconsin during the COVID-19 outbreak? > - Investigate if any travel restrictions apply to your origin and destination before locking in a flight. Also check if there are any requirements you'll need to follow on arrival, such as taking a COVID-19 test. > - When you pass through airport screening, do not remove your face mask. You will be asked to lower it briefly for identification purposes. Travelers who refuse to wear a mask may face civil penalties and may also be escorted from the terminal. > - Rather than handing a TSA agent your boarding pass, position it directly on the scanner yourself. Once that's done, hold it up for inspection. > - One container of liquid hand sanitizer is now allowed in your carry-on bag. It must be no larger than 12 oz (350 ml), and you'll need to take it out of your bag at the X-ray machine for scanning. > - To minimize handling during the screening process, put items such as your belt, phone and wallet into your carry-on instead of into the bins. > - Transport all food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on makes it less likely that a TSA agent will need to touch and open your bag for inspection. ### Which airlines fly to Southwest Wisconsin? ### How can I find cheap tickets to Southwest Wisconsin? ### How much is a flight to Southwest Wisconsin? ### What are the most popular airports to fly into in Southwest Wisconsin? ### When is the cheapest time to fly to Southwest Wisconsin? ### How much is a plane ticket to Southwest Wisconsin? ### Which airlines with flights to Southwest Wisconsin employ COVID-19 cleanliness policies? > - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant. > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [4 Star Hotels in Reedsburg ](https://www.expedia.ca/4Star-Reedsburg-Hotels.s40-0-d9466.Travel-Guide-Filter-Hotels) - 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Olympus Water and Theme Park ](https://www.expedia.ca/Mt-Olympus-Water-And-Theme-Park-Wisconsin-Dells.d6094033.Vacation-Attraction) - [Visit Muscoda ](https://www.expedia.ca/Muscoda.dx3000461893) - [New Lisbon Vacations ](https://www.expedia.ca/New-Lisbon.d181412.Destination-Travel-Guides) - [Noah's Ark Waterpark ](https://www.expedia.ca/Noahs-Ark-Waterpark-Wisconsin-Dells.d6094037.Vacation-Attraction) - [Olin Park ](https://www.expedia.ca/Olin-Park-Madison.d6292824.Vacation-Attraction) - [Paul Bunyan's Northwoods Lumberjack Show ](https://www.expedia.ca/Paul-Bunyans-Northwoods-Lumberjack-Show-Wisconsin-Dells.d6329236.Vacation-Attraction) - [Pirate's Cove Adventure Golf ](https://www.expedia.ca/Pirates-Cove-Adventure-Golf-Wisconsin-Dells.d6094039.Vacation-Attraction) - [Platteville Vacations ](https://www.expedia.ca/Platteville.d9130.Destination-Travel-Guides) - [Prairie Du Chien Vacations ](https://www.expedia.ca/Prairie-Du-Chien.d9368.Destination-Travel-Guides) - [Visit Richland Center ](https://www.expedia.ca/Richland-Center.dx181163) - [Visit Sextonville ](https://www.expedia.ca/Sextonville.dx771631968027873280) - [South Madison Vacations ](https://www.expedia.ca/South-Madison.d6059908.Destination-Travel-Guides) - [Timber Falls Adventure Park ](https://www.expedia.ca/Timber-Falls-Adventure-Park-Wisconsin-Dells.d6157680.Vacation-Attraction) - [Top Secret ](https://www.expedia.ca/Top-Secret-Wisconsin-Dells.d553248621558928139.Vacation-Attraction) - [Tower Hill State Park ](https://www.expedia.ca/Tower-Hill-State-Park-Spring-Green.d553248621561207065.Vacation-Attraction) - [Verona Vacations ](https://www.expedia.ca/Verona.d178206.Destination-Travel-Guides) - [Windsor Vacations ](https://www.expedia.ca/Windsor.d180667.Destination-Travel-Guides) - [Wisconsin Dells Vacations ](https://www.expedia.ca/Wisconsin-Dells.d6059846.Destination-Travel-Guides) - [Wizard Quest ](https://www.expedia.ca/Wizard-Quest-Wisconsin-Dells.d6094051.Vacation-Attraction) - [Woodside Wisconsin Dells Center Dome ](https://www.expedia.ca/Woodside-Wisconsin-Dells-Center-Dome-Wisconsin-Dells.d553248627444927838.Vacation-Attraction) - [Enterprise Rental Cars in Richland Center ](https://www.expedia.ca/Enterprise-Car-Rentals-In-Richland-Center.d181163-c15.Car-Rental-Guide-Suppliers) \* Savings based on package bookings compared to the price of the same components booked separately. 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