Southern Wisconsin Holidays from £1,401
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Your Southern Wisconsin Holiday
With a Southern Wisconsin holiday package that can be tailored to your needs, planning your next adventure has never been so simple. If Milwaukee is your first stop, get ready to experience a city with a reputation for its distilleries and craft breweries, dining and plenty more. Begin your trip to Southern Wisconsin with some time in Milwaukee visiting popular sights like American Family Field and Wisconsin State Fair Park. Wisconsin Dells is another top city that draws crowds from near and far. Mt. Olympus Water and Theme Park and Chula Vista Waterparks are two of the leading places to see in this destination. When you're ready to stop dreaming and start packing, Expedia will help turn your Southern Wisconsin holiday into reality.
Top Southern Wisconsin Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
£1,401
per person
7 Oct - 12 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
8.2/10 Very good! (2,960 reviews)
Tiny tiny room . Barely big enough to move around bed. But great location !
Reviewed on 31 Aug 2026
Hotel Riu Plaza Chicago
Downtown Chicago
£1,661
per person
7 Oct - 12 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
Loved it and definitely feel like the bathroom was made for the girls! Just wish we had gotten a response for requests we madr but other than that it was a good hotel! Loved the breakfast.
Reviewed on 31 Aug 2026
Four Seasons Hotel Chicago
Downtown Chicago
£2,877
per person
7 Oct - 12 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
The staff was so kind and helpful. Great location and dining options. The room was spotless and comfortable
Reviewed on 30 Aug 2026
Silversmith Hotel Chicago Downtown
Downtown Chicago
£1,797
per person
7 Oct - 12 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (2,373 reviews)
I’ve stayed at several hotels in this area and the Silversmith is by far the nicest. The hotel staff were very friendly and accommodating. The room was clean, comfortable and quiet. Highly recommend!
Reviewed on 31 Aug 2026
Where to stay in Southern Wisconsin
Find the best Southern Wisconsin areas and neighborhoods for the activities you enjoy most. Learn more about Southern Wisconsin
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.
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 Overture Center for the Arts or Orpheum Theater might round out your trip.
West Allis
West Allis is noteworthy for its restaurants, and you can make a stop at top attractions like Milwaukee Mile Speedway and Wisconsin State Fair Park.
Wauwatosa
Travellers come to Wauwatosa for its abundant dining options, and you can see top attractions like Mayfair Mall and The Mayfair Collection while you're in town.
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.
Southern Wisconsin Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | General Mitchell Intl. Airport (MKE) |
Top hotels in Southern Wisconsin
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
£101
6 Sept - 7 Sept
includes taxes & fees
9.4/10 Exceptional! (4,132 reviews)
"The location can't be beat. We called the front desk for two things and both were responded to very quickly. The overnight parking rate is reasonable and very easy to use with in and out priveledges. Just don't bring a big vehicle."
Reviewed on 31 Aug 2026
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
Fully refundableReserve now, pay when you stay
£41
1 Sept - 2 Sept
includes taxes & fees
7/10 Good! (2,857 reviews)
"Building #6 at Mt. Olympus is unstaffed besides a random cleaning lady during the day. During our visit we had the joy of experiencing a massive group of Indian families that rented out 5-6 rooms and had about 10 kids that I could count and they were allowed to do whatever they wanted. Screaming ..."
Reviewed on 31 Aug 2026
AmericInn by Wyndham Brookfield
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
£68
1 Sept - 2 Sept
includes taxes & fees
8/10 Very good! (1,555 reviews)
"Staff was friendly and the room was clean and comfortable."
Reviewed on 30 Aug 2026
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 Southern Wisconsin attractions
Photo by Tim Ard
American Family Field
9.0/10 (2,832 reviews)
Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.
Mt. Olympus Water and Theme Park
7.4/10 (1,284 reviews)
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 lakeside or experience its entertainment choices.
Fiserv Forum
9.2/10 (2,312 reviews)
Catch an event at Fiserv Forum during your trip to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Milwaukee County Zoo
8.6/10 (799 reviews)
This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.
Kalahari Indoor Waterpark
8.8/10 (445 reviews)
Enjoy the rides and games at Kalahari Indoor Waterpark and see why this is a favourite theme 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)
Have a fun-filled day at Noah's Ark Waterpark and find out why this is a popular theme 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.
Frequently asked questions
How much does a Southern Wisconsin travel package cost?
From as little as £1,401, 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.
Explore a world of travel with Expedia
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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. Flight-inclusive packages are ATOL protected.
