Book Exclusive Southwest Wisconsin Vacation Packages

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Southwest Wisconsin flight + hotel packages

Pendry Chicago
Park Hyatt Chicago
Travelodge by Wyndham Downtown Chicago
Trump International Hotel & Tower Chicago
Radisson Blu Aqua Hotel Chicago
Prices and availability subject to change. Additional terms may apply.

Top Southwest Wisconsin hotels deals

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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.

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Frequently asked questions

How much are vacation packages to Southwest Wisconsin?
You can pick up a great flight and hotel bundle for an affordable CA $1,122. With one of our Travelocity vacation packages, a getaway to Southwest Wisconsin has never looked so enticing! Save some time and money and then start packing that suitcase.
Where can I get the best vacation package deals for Southwest Wisconsin?
Walking away with the perfect package deal to Southwest Wisconsin is a breeze with Travelocity. With around 400 airlines and 665,000 properties around the world, you won’t be short of choice when selecting your hotels and flights.
Why should I book my Southwest Wisconsin vacation package with Travelocity?
We take the stress out of travel planning. Whether you’re looking for a new destination to uncover or want to ensure you get the best price on offer, we’ve got your back. Our 24/7 customer care, excellent service and Price Match Guarantee mean you can book with confidence with Travelocity.
Will I save money on my Southwest Wisconsin car rental if I book it with a hotel or flight?
Definitely. And our Southwest Wisconsin vacation packages are the best way to do it. With only a few clicks you can save cash and time by booking everything in one place. Collect the keys to your rental car and feel the freedom of the open road. Looking for things to do? Throw some tours or experiences into your package and save on those too.
What is the best time of year to go to Southwest Wisconsin?
If funds are a bit tight, is the perfect month to explore Southwest Wisconsin, whereas is the dearest time of year. is the peak season. If you’d rather dodge the crowds, tend to be quieter.
Which airport is best for Southwest Wisconsin?
That largely depends on where you’re leaving from and where you’re going to — Madison, WI (MSN-Dane County Regional), Appleton, WI (ATW-Appleton Intl.) or Green Bay, WI (GRB-Austin Straubel Intl.) are where you’ll probably touch down.
What is there to do in Southwest Wisconsin?
Southwest Wisconsin has hidden surprises around every turn, however ensure you visit University of Wisconsin-Madison and Camp Randall Stadium during your stay. These two attractions are a must-see for visitors to the region.
Can I go on vacation to Southwest Wisconsin at this time?
Don’t fly off to Southwest Wisconsin without the facts about quarantine policies and travel restrictions. Travelocity’s Covid-19 Travel Advisor can fill in the blanks. Our travel experts have pulled together all the information you need to make your vacation as stress-free as possible.