Wisconsin Holidays from £916

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Your Wisconsin Holiday

Leave all the planning up to us with a Wisconsin holiday package. With everything organised before you leave home, all you'll have to do is sit back, relax and enjoy this destination's culture and beauty. With so much to explore on a trip to Wisconsin, it can be hard to know where to start. Kick off your journey in Milwaukee at Wisconsin State Fair Park and Wisconsin Exposition Centre — two much-loved family-friendly attractions here. Another city worth adding to your itinerary is Madison. Sweethearts seeking a romantic escape here shouldn't miss Overture Centre for the Arts and Orpheum Theatre. Expedia has flights, hotels and all your other travel needs to help you curate your own tailored Wisconsin holiday today.

Top destinations in Wisconsin

The Latest Wisconsin Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel
Swissotel - Chicago
Hotel Riu Plaza Chicago
Level Chicago – Old Town
Pendry Chicago
Trump International Hotel & Tower Chicago

Wisconsin Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Top Sights
Milwaukee County Zoo, Devils Lake State Park and Peninsula State Park

Our guide on where to stay in Wisconsin

Check out a few of the areas and neighborhoods we love in Wisconsin Learn more about Wisconsin

Our pick of the best Wisconsin Hotel Deals

The Madison Concourse Hotel and Governor's Club
The Madison Concourse Hotel and Governor's Club
3.5 out of 5
1 W Dayton St, Madison, WI
Stay at this 3.5-star luxury hotel in Madison. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (2,394 reviews)
"Couldn't find the arcade but staff was really welcoming .. lobby was really relaxing to sit in..close to State Street for dinner..."

Reviewed on 20 Mar 2025

The Madison Concourse Hotel and Governor's Club
The Pfister Hotel
The Pfister Hotel
4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Stay at this 4.5-star luxury hotel in Milwaukee. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the bar and the helpful staff in their ...
9.4/10 Exceptional! (1,615 reviews)
"Nice location, cleanly historical hotel at an excellent time"

Reviewed on 22 Mar 2025

The Pfister Hotel
Drury Plaza Hotel Milwaukee Downtown
Drury Plaza Hotel Milwaukee Downtown
3 out of 5
700 N. Water Street, Milwaukee, WI
Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the breakfast and ...
9.6/10 Exceptional! (1,645 reviews)
"I walked all over town from this hotel with no problem. The front desk clerk did advise me as a single woman not to walk around the area late at night, which was totally reasonable. I did explore the area in daylight and early evening with no problems. It is a great location, clean facility and great ..."

Reviewed on 20 Mar 2025

Drury Plaza Hotel Milwaukee Downtown
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.

Frequently asked questions

Why should I book my Wisconsin holiday with Expedia?
Choose Expedia to arrange your next big break easily and all in one convenient place. Our top tip for getting an unbeatable deal on a Wisconsin retreat? Bundle your flights, hotel and/or car hire into a package holiday. Then throw in a couple of exciting tours and activities. Many bookings also come with flexible cancellation policies, so there’s no need to panic if you have to switch up your itinerary. Round-the-clock help with cancelling and changing your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Wisconsin?
If you like the buzz of peak season, head to Wisconsin in May, July and August. Travelling during the quieter months of November, December and January will help you avoid the crowds. To give you an idea of what type of weather to expect, the daytime average temperature in January, the coolest month in Wisconsin, is -8ºC. The warmest month here is July, when temperatures are around 21ºC.
What are the top hotels for my holiday in Wisconsin?
Check out Spring Valley Inn and Value Inn Milwaukee Airport South. They’re the first choice for lots of travellers to Milwaukee. If Wisconsin Dells is on your travel itinerary, NEW! Pet-Friendly Wisconsin Dells Studio w/ Porch! and NEW! Woodsy Wisconsin Dells Studio w/ Grill & Deck are a couple of popular options.
How do I get a cheap holiday to Wisconsin?
Our Wisconsin holidays promise plenty of savings for the savvy globetrotter. For the best deal, simply combine your flights, hotels and extras (including activities). But great bargains are just the beginning of your next memorable adventure. When you book with Expedia, you’ll have more than 400 airlines and 321,000 hotel options globally to choose from. Whatever your budget or style, there’s a holiday here with your name on it. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Wisconsin holiday?
Organise your next holiday in Wisconsin around major attractions like Milwaukee Art Museum and Wisconsin International Raceway. Many travellers also highly recommend Hearthstone Historic House Museum and Gardens of the Fox Cities.
What are the best cities to stay in when on holiday in Wisconsin?
To explore well-known sights such as Milwaukee Art Museum and American Family Field, Milwaukee is where you need to be. Plenty of travellers also love spending time in Madison, home to University of Wisconsin-Madison and Camp Randall Stadium. If you’re in Wisconsin for a while, why not check out both cities?
Do I need a visa for my Wisconsin holiday?
Visa requirements for Wisconsin vary depending on your nationality and the reason for your visit. It’s wise to check official government websites to determine if you need a visa for your trip. This is also a good place to find the most up-to-date information, including details about application procedures or any supporting documentation you may need. Enquire about your visa requirements well ahead of time to ensure a travel experience that’s hassle free. Also check to see that your passport has a minimum of six months validity from your planned date of return.
What should I wear on my Wisconsin holiday?
Though everyone’s fashion style differs, it can help to have a few guidelines for what type of clothes to bring on your holiday in Wisconsin. Consider looking up style blogs before leaving to get inspiration for local fashion trends. The weather will influence your clothing choices, so monitor the forecasts for the places you’ll be visiting. Wisconsin has its warmest period in July, with daily average temperatures of 21ºC. January is the coolest month here with the mercury averaging -8ºC during the daytime.
What does an Expedia Wisconsin holiday include?
It’s up to you! Simply pick from a range of Wisconsin bundles, such as a hotel, flight and hire car. You can also book a flight and a hotel, or a car hire with a flight. Once you’ve made your booking, add on the fun stuff like activities and tours. Whatever your perfect Wisconsin holiday looks like, get ready to save! Expedia offers a wide selection of properties in Wisconsin, allowing you the freedom and flexibility to tailor your holiday. Private holiday homes and cabins are two of the most in-demand options for our customers here.
Does Expedia offer Book Now, Pay Later Wisconsin holidays?
Your bank balance shouldn’t get in the way of escaping on holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it’s easier than ever to book a terrific getaway without eating away at your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that work for all types of budgets, so you can book that well-deserved holiday sooner.
  • No-deposit holidays: Clicking the “book now” button is easier with this option. With no upfront fee for your holiday, you can Book Now, Pay Later and start working on your travel plans.

Can I choose my airline with a Wisconsin Expedia holiday?
Yes, the choice is yours. We have access to over 400 partner airlines globally, so you can customise your Wisconsin getaway according to your budget and needs.

Discover the most popular places to visit in Wisconsin

Unmissable things to do in Wisconsin

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.