Title: Southwest Wisconsin Vacation Packages 2026 from $232 | Expedia.com [Southwest Wisconsin Travel Guide](https://expedia.com/Southwest-Wisconsin.dx6059824)[Hotels in Southwest Wisconsin](https://expedia.com/Southwest-Wisconsin-Hotels.d6059824.Travel-Guide-Hotels)[Vacation Rentals in Southwest Wisconsin](https://expedia.com/Southwest-Wisconsin-Vacation-Rentals.d6059824.Travel-Guide-VacationRentals)[Flights to Southwest Wisconsin](https://expedia.com/Cheap-Flights-To-Southwest-Wisconsin.d6059824.Travel-Guide-Flights)[Car Rentals in Southwest Wisconsin](https://expedia.com/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 Vacations from $232 ## Book a Hotel + Flight or Car together to unlock savings Photo by Inbal Arieh - ## 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 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.com/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.com/La-Crosse.d6023344.Destination-Travel-Guides) is another favorite city with Southwest Wisconsin travelers. Visitors to this destination enjoy Oktoberfest Grounds and Onalaska Omni Center. 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. ## The Latest Southwest 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 $232 per person Apr 10 - Apr 13 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 ![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 13 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 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 $339 per person Mar 9 - Mar 12 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 ![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 17 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 ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago Save 100% on your flight $615 per person Mar 9 - Mar 12 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 9.4/10 Exceptional! (1,773 reviews) Lovely room. Excellent staff. Reviewed on Feb 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Southwest 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=RFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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.com/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 1 out of top 10 points of interest in this area 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) ![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.com/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) ![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.com/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) ![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 4.5/5(37 area reviews) 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.com/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) ![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.com/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) ### Discover the most popular places to visit in Southwest 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) ![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) ![Historic Arched Entry to Camp Randall Stadium](https://images.trvl-media.com/place/6068321/9bfab1dd-b2f6-4e5a-b41c-fc5a5c133859.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Camp Randall Stadium Catch an event at Camp Randall Stadium during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area. [](https://expedia.com/Camp-Randall-Stadium-Madison.d6068321.Vacation-Attraction) ## Southwest Wisconsin Hotel Deals ![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=6059824) ![Mt. Olympus Water & Theme Park Resort](https://images.trvl-media.com/lodging/10000000/9330000/9324500/9324429/a09e80be_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 $50 nightly $56 total Feb 8 - Feb 9 Total with taxes and fees 6.8/10 (2,600 reviews) Friendly staff. Convenient location. Reviewed on Jan 31, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&selected=9324429&PinnedHotelID=9324429&HadPinnedHotel=true®ionId=6059824) ![Great Wolf Lodge Wisconsin Dells](https://images.trvl-media.com/lodging/2000000/1190000/1183000/1182975/9ac703be_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 $149 nightly $167 total Feb 8 - Feb 9 Total with taxes and fees 8/10 Very Good! (1,003 reviews) Staff was very helpful and kind. The mattresses were horrible, need to be replaced in room 111 Reviewed on Jan 31, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F8%2F2026&endDate=2%2F9%2F2026&selected=1182975&PinnedHotelID=1182975&HadPinnedHotel=true®ionId=6059824) [See all 3,700 properties in Southwest Wisconsin](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F7%2F2026&endDate=2%2F8%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. ## Find the Best Southwest Wisconsin Vacation Packages ### Things to do near Southwest Wisconsin Southwest Wisconsin offers a perfect blend of outdoor adventures and scenic beauty, making it ideal for romantic getaways. Visitors can explore great bike trails and enjoy scenic trips while discovering numerous camping spots and hiking trails. With recreational areas and campgrounds available, there's plenty to do for nature lovers looking to immerse themselves in the stunning landscapes of this charming region. **Shopping** For unique gifts, visit [The Red Geranium Framing and Gifts](https://www.expedia.com/The-Red-Geranium-Framing-And-Gifts-Mauston.d553248621532649676.Vacation-Attraction), located 30 miles from Southwest Wisconsin. Closer at 19 miles, the Viking Village Shopping Center offers a mix of entertainment and family-friendly shopping. Don’t miss the Spring Green General Store, just 20 miles away, for local specialties. **Recreation** West Side Park, a family-friendly playground 6 miles from Southwest Wisconsin, offers a vibrant outdoor atmosphere. For a more serene experience, visit Sauk County Forest, 17 miles away, perfect for wellness and relaxation. Fireman's Park, located 16 miles from the area, also provides a tranquil setting for recreation. **Adventure** At Miner Hill Trails Park, hike scenic trails surrounded by nature, located 5 miles from Southwest Wisconsin. The 400 State Trail offers breathtaking views and adventure within 14 miles. For a longer trek, explore Meadow Valley Trailhead, a stunning hiking destination 28 miles away, perfect for outdoor enthusiasts. **Nightlife** Experience the vibrant nightlife in Southwest Wisconsin by visiting the lively bars in Madison or the charming taverns in Prairie du Chien. Enjoy live music at local venues or unwind with friends at cozy breweries, embracing the friendly atmosphere that defines this region's evening entertainment. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Southwest Wisconsin Southwest Wisconsin offers a perfect blend of outdoor adventures, stunning scenery, and romantic getaways. Explore urban parks, nature preserves, and captivating caves, ideal for family outings and cultural experiences. Don't miss the picturesque Wisconsin River Valley and its state parks, or the famous Wisconsin Dells, ensuring an unforgettable trip filled with natural beauty and recreational activities. - **[A.D. German Warehouse: ](https://www.expedia.com/AD-German-Warehouse-Richland-Center.d553248621532649587.Vacation-Attraction)** Explore the remarkable A.D. German Warehouse, an architectural gem located 6 miles from Southwest Wisconsin. This historic site exudes cultural vibes and showcases the region's rich heritage, making it a must-visit for history buffs and architecture enthusiasts alike. - **[Eagle Cave: ](https://www.expedia.com/Eagle-Cave-Blue-River.d553248621532649586.Vacation-Attraction)** Experience the thrill of adventure at Eagle Cave, situated 15 miles away. This captivating cave offers outdoor exploration opportunities, perfect for those who love hiking, spelunking, and discovering natural wonders in a breathtaking setting. - **Pier County Park:** Enjoy the serene beauty of Pier County Park, just 4 miles from Southwest Wisconsin. This picturesque reserve is ideal for picnicking, hiking, and immersing yourself in the tranquility of nature, making it a perfect spot for relaxation and outdoor activities. ### Best time to go to Southwest Wisconsin The best time to visit Southwest Wisconsin is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly cloudy with no rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 18.0°F (-7.800000000000001°C) | No Rain | Mostly Cloudy | Moderately Low | Slightly Low | | February | 20.7°F (-6.300000000000001°C) | No Rain | Mostly Cloudy | Moderately Low | Average | | March | 34.7°F (1.5°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | April | 44.1°F (6.7°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 57.4°F (14.1°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.8°F (19.9°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | July | 71.2°F (21.8°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | August | 70.2°F (21.200000000000003°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | September | 62.2°F (16.8°C) | Light Rain | Mostly Sunny | Average | Average | | October | 49.3°F (9.6°C) | Light Rain | Mostly Sunny | Average | Average | | November | 37.6°F (3.1°C) | Light Rain | Mostly Sunny | Average | Average | | December | 23.7°F (-4.6000000000000005°C) | Light Rain | Mostly Cloudy | Moderately Low | Slightly Low | ### Tips to save on your trip to Southwest Wisconsin - Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings. - Consider traveling during the off-peak season (typically March and December to January) for more affordable package holidays to Southwest Wisconsin. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Southwest Wisconsin Essential Information | Language | English | | --------------- | ---------------------------------- | | Currency | U.S dollars | | Closest Airport | Dane County Regional Airport (MSN) | ## 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) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](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 - [Richland Center Hotels ](https://www.expedia.com/Richland-Center-Hotels.d181163.Travel-Guide-Hotels) - [Hotels near A.D. 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