Southern Wisconsin Holidays from £1,218

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Your Southern Wisconsin Holiday

Book a holiday package to Southern Wisconsin and make travel planning a cinch. With the finer details organised before you leave, you can focus on enjoying every minute in this interesting destination. Your trip to Southern Wisconsin wouldn't be complete without checking out some of its most popular cities, such as Milwaukee, Wisconsin Dells and Lake Geneva. Expedia has flights, hotels, car rentals and more to help you organise your own tailored Southern Wisconsin holiday today.

The Latest Southern Wisconsin Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
15 Jul - 22 Jul
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (1,140 reviews)
beautiful room and great staff

Reviewed on 3 Jun 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Jul - 22 Jul
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,212 reviews)
Very nice staff except for the guy at the front desk with the hair braided back very rude. I pray I never encounter him again I come to the Trump all the time and this was my first encounter with him very unwelcoming and dry.

Reviewed on 4 Jun 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Jul - 22 Jul
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.8/10 Exceptional! (1,015 reviews)
Very friendly and helpfu

Reviewed on 31 May 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
15 Jul - 22 Jul
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (703 reviews)
The Art Deco architectural beauty of this hotel is stunning! Every time I was in the elevator area, I was wowed. We had a corner room on the 22nd floor and it was great. Lots of space and great art deco inspired furniture and lights. We had a view of the bridge and the lake. The breakfast at the French cafe was so so. Overall I highly recommend this hotel.

Reviewed on 30 May 2024

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
15 Jul - 22 Jul
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (3,522 reviews)
Great place to stay! Can’t wait to come back!

Reviewed on 3 Jun 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
15 Jul - 22 Jul
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (208 reviews)
This is not a full service hotel. This is a long term stay or furnished apartment. Great sauna and gym.

Reviewed on 3 Jun 2024

Southern Wisconsin Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)

Our guide on where to stay in Southern Wisconsin

Check out a few of the areas and neighbourhoods we love in Southern Wisconsin Learn more about Southern Wisconsin
Milwaukee

Downtown Milwaukee

Lake Michigan and Pabst Theater are a few top attractions in Downtown Milwaukee. Hop around the city on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and check out the area's fantastic nightlife, stunning river views and acclaimed art galleries.

Find hotels in Downtown Milwaukee

Our pick of the best Southern Wisconsin Hotel Deals

Mt. Olympus Water & Theme Park Resort
Mt. Olympus Water & Theme Park Resort
3 out of 5
655 N. Frontage Road, Wisconsin Dells, WI
Stay at this 3-star family-friendly resort in Wisconsin Dells. Enjoy an outdoor pool, free water park access and parking (surcharge). Our guests praise the clean ...
6.2/10 (1,858 reviews)
"T"

Reviewed on 1 Jun 2024

Mt. Olympus Water & Theme Park Resort
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 luxury hotel in Madison. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the breakfast and the pool in their ...
9.2/10 Wonderful! (1,652 reviews)
"The menu options in The Bar/Circ were very limited if gluten free"

Reviewed on 1 Jun 2024

The Madison Concourse Hotel and Governor's Club
Saint Kate - The Arts Hotel
Saint Kate - The Arts Hotel
4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Stay at this hotel in Milwaukee. Enjoy free Wi-Fi, 3 restaurants and 2 bars/lounges. Our guests praise the restaurant and the bar in their reviews. Popular attractions ...
9.6/10 Exceptional! (1,702 reviews)
"Great hotel with a boutique feel."

Reviewed on 3 Jun 2024

Saint Kate - The Arts Hotel
See all 7,356 properties in Southern Wisconsin
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Southern Wisconsin travel package cost?
From as little as £1,218, you can tailor make your Southern Wisconsin package. Simply combine hotels, flights and rental cars and be rewarded with discounts.
If I'm not able to travel, can I cancel my Southern Wisconsin travel package?
It’s difficult to predict what the future holds, so it’s comforting to know that you can change or cancel your Southern Wisconsin travel package. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Southern Wisconsin?
Bundle your hotels and flights with Expedia to save on your next exciting adventure. With over 550 air carriers and 1,000,000 properties around the globe, your Southern Wisconsin travel package can be customized exactly to suit your travel style. With all those extra dollars, why not add one or two awesome experiences and tours? It’s an easy way to unlock even more bargains. Your dream holiday in Southern Wisconsin is much closer than you thought!
Does Expedia offer Book Now, Pay Later Southern Wisconsin holidays?
Your bank balance shouldn’t stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we’ve formed a partnership with online lender Klarna, it’s easier than ever to book a fantastic getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna’s easy monthly instalment plans. If paying a little each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: If you’d like to pay for your getaway across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that “book now” button, consider a low deposit holiday payment plan with Klarna.

How far in advance should I book my Southern Wisconsin holiday?
Travellers can normally compare international flights on Expedia up to 12 months prior to departure. Booking last minute? With a bit of luck, it’s still possible to nab a cheaper ticket just weeks before your flight.
What does an Expedia Southern Wisconsin travel package include?
Car rentals, flights and hotels — we connect you to the very best deals. All you’ll have to do is pick and choose your favourite combination. Once you’ve made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it simple to craft an amazing Southern Wisconsin escape.
What should I know before booking a Southern Wisconsin travel package?
You’ll pick up amazing savings when you combine your flights, hotels and rental cars into a package. Not only that, booking everything in one spot makes trip planning easier. So why waste time or money? Whether you’re putting together a ritzy city getaway or an affordable family break, check out our package deals today.
Can I choose my airline with a Southern Wisconsin Expedia travel package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Simply pick the carrier you want and put together your ideal Southern Wisconsin escape.

Discover the most popular places to visit in Southern Wisconsin

Image for Six Flags Great America

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
Image for University of Wisconsin-Madison

University of Wisconsin-Madison

5/5(2 reviews)

Enjoy the student vibe around University of Wisconsin-Madison, a top university in Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

University of Wisconsin-Madison
Image for Mt. Olympus Water and Theme Park

Mt. Olympus Water and Theme Park

Have a fun-filled day at Mt. Olympus Water and Theme Park and see why people love this theme park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.

Mt. Olympus Water and Theme Park

* 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.