Southwest Wisconsin Vacations
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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
Downtown Madison
2 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 Overture Center for the Arts or Orpheum Theater might round out your trip.
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.
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.
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.
Downtown Wisconsin Dells
If you're spending some time in Downtown Wisconsin Dells, Justagame Fieldhouse and Wizard Quest are top sights worth seeing.
Find the Best Southwest Wisconsin Vacation Packages
Southwest Wisconsin Hotel Deals
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
₩160,507
₩185,387 total
Sep 6 - Sep 7
includes taxes & fees
9.4/10 Exceptional! (4,125 reviews)
"Very nicely done. Love attention to the details and care taken by the staff."
Reviewed on Sep 2, 2026
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
Fully refundableReserve now, pay when you stay
₩75,044
₩84,241 total
Sep 7 - Sep 8
includes taxes & fees
7/10 Good! (2,873 reviews)
"I really like the pool area and the hotel room is very fun and clean. but I dint like that at the front desk they give the room key at 4PM and they closed the pool area at 6PM, I also dint like that the check out time is at 10AM. And house keeping staff start knocking the doors at 9AM very early ..."
Reviewed on Sep 3, 2026
Dellshire Resort
2277 Wisconsin Dells Pkwy Wisconsin Dells WI
₩192,296
₩261,606 total
Sep 27 - Sep 28
includes taxes & fees
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.
Stay near popular Southwest Wisconsin attractions
Mt. Olympus Water and Theme Park
7.4/10 (1,284 reviews)
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.
Camp Randall Stadium
9.0/10 (1,067 reviews)
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.
Photo by Cindy Grey
East Towne Mall
8.2/10 (1,077 reviews)
You can find the perfect gifts to bring home at East Towne Mall during your stay in Madison. Savor the lively bars and top-notch restaurants while in town.
Kalahari Indoor Waterpark
8.8/10 (445 reviews)
Have a fun-filled day at Kalahari Indoor Waterpark and see why people love this amusement park in Baraboo. Stroll along the lakeside or experience the entertainment choices in this family-friendly area.
Noah's Ark Waterpark
8.4/10 (959 reviews)
Enjoy the excitement at Noah's Ark Waterpark and find out why this is a popular amusement park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.
Chula Vista Waterparks
7.6/10 (630 reviews)
Enjoy a stop at Chula Vista Waterparks, an entertaining place to visit in Wisconsin Dells. While you're in the area, stroll along the riverfront.
The House on the Rock
9.4/10 (246 reviews)
You can find out about the history of Spring Green when you stop by The House on the Rock. You can enjoy the coffeehouses while in the area.
Frequently asked questions
How much does a Southwest Wisconsin vacation package cost?
Starting from an incredible , you can handcraft your own Southwest Wisconsin package. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Southwest Wisconsin?
If you love scoring a bargain, bundle your bookings into a Southwest Wisconsin vacation package. Whether you're looking for hotels, flights, activities or rental cars, you can browse and book them all in one place. You'll have lots of choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 hotel options globally to pick from. Fly with who you prefer, book a room where you like and save a tidy sum — now that's the ideal escape!
What are the top hotels in Southwest Wisconsin?
Chula Vista Resort, Trademark Collection by Wyndham and Adams Inn know how to make their guests feel at home in Wisconsin Dells. If your travel plans also include Baraboo, check out La Quinta Inn & Ste by Wyndham Wisconsin Dells- Lake Delton and Days Inn & Suites by Wyndham Wisconsin Dells. Both are popular with travelers.
How far in advance should I book my Southwest Wisconsin vacation?
It all depends on the airline, but you can usually look up international fares on Expedia up to 12 months in advance. While it's generally a good idea to book ahead of time, lucky travelers occasionally score a cheaper flight just weeks prior to the date of departure.
What does an Expedia Southwest Wisconsin travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your ideal Southwest Wisconsin getaway. You can also add on a few tours and activities once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking a Southwest Wisconsin travel package?
You'll pick up impressive savings when you combine your hotels, flights and rental cars into a package. Plus, booking everything together will make your trip planning easier. So why waste your time or money? Whether you're organizing a luxury city stay with your love or an affordable family break, check out our vacation packages today.
Can I choose my airline with a Southwest Wisconsin Expedia vacation package?
You can. We have more than 550 partner airlines globally, so go with the carrier that matches your budget and traveling style.
If I'm not able to travel, can I cancel my Southwest Wisconsin vacation package?
Yes, it's possible to cancel your Southwest Wisconsin booking if your travel plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
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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.
