Southeast Wisconsin Holidays from £851
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Your Southeast Wisconsin Holiday
When adventure is calling, answer it with a holiday package to Southeast Wisconsin. Kick off your journey with a visit to Milwaukee, which is known for its distilleries and craft breweries and dining. Your trip to Southeast Wisconsin wouldn't be complete without exploring some of its most renowned cities, starting with Milwaukee. A couple of the most popular attractions here include American Family Field and Wisconsin State Fair Park. Oak Creek should also be on the itineraries of all Southeast Wisconsin travellers. Visitors to this city enjoy The Rock Sports Complex and Boerner Botanical Gardens. If you're ready to stop dreaming and start discovering, Expedia will help turn your Southeast Wisconsin holiday into a reality.
Top Southeast Wisconsin Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
£2,409
per person
12 Nov - 16 Nov
found 6 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Overall great place to stay; the only odd thing was housekeeping knocked on our door at 9:15 at night which we weren't expecting. Otherwise it was quiet, comfortable and a great location to get to everything.
Reviewed on 17 Sept 2026
Where to stay in Southeast Wisconsin
Find the best Southeast Wisconsin areas and neighborhoods for the activities you enjoy most. Learn more about Southeast 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.
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.
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.
Historic Third Ward
Experience Milwaukee’s hot spot for art and fashion when you check out the dynamic boutiques, restaurants, theaters and galleries that fill this exciting district.
East Town
Lake Michigan and Veteran's Park are top sights in East Town, and you should be sure to explore the fantastic nightlife. Hop aboard the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop to see more sights in the area.
Southeast Wisconsin Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | General Mitchell Intl. Airport (MKE) |
Top hotels in Southeast Wisconsin
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
£172
4 Oct - 5 Oct
includes taxes & fees
AmericInn by Wyndham Brookfield
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
£68
20 Sept - 21 Sept
includes taxes & fees
8/10 Very good! (1,597 reviews)
"I stay at this hotel a couple of times a month and the rooms need an upgrade - - mainly the bathroom. There have been a few hairs on the walls of the tub/shower."
Reviewed on 16 Sept 2026
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
£82
29 Sept - 30 Sept
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 Southeast Wisconsin attractions
Photo by trenton.badillo
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.
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.
Photo by Debra Fischer
Marquette University
8.8/10 (968 reviews)
Explore the campus of Marquette University during your visit to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
Lake Como
8.8/10 (214 reviews)
Commune with nature and explore the great outdoors at Lake Como during your travels in Lake Geneva. Amble around this relaxing area's lakeside and enjoy its top-notch restaurants.
Harley-Davidson Museum
8.8/10 (1,541 reviews)
Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.
Baird Center
8.2/10 (522 reviews)
Learn about the events happening in Baird Center during your trip to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
The Rave-Eagles Club
8.0/10 (699 reviews)
You can enjoy a show at The Rave-Eagles Club during your trip to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
Frequently asked questions
How much does a Southeast Wisconsin travel package cost?
Discover the best of Southeast Wisconsin from as little as £851. We offer a great selection of hotels, flights and rental cars to suit every budget and style. You can score even better deals when you add some tours or experiences to your travel package.
If I'm not able to travel, can I cancel my Southeast Wisconsin travel package?
Because we know life can throw you a few curveballs, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.
How do I get a cheap travel package to Southeast Wisconsin?
It's as simple as bundling. Hotels, rental cars and flights — combine whatever you need into a Southeast Wisconsin travel package to save loads of cash. Score even better deals when you include extras such as tours or experiences to your booking. But that's not the only impressive part. You have the freedom to tailor your holiday your own way. We offer over 550 partner airlines and 1,000,000 properties in all corners of the globe, so that everyone has an opportunity to travel and fulfil those holiday dreams.
Does Expedia offer Book Now, Pay Later Southeast Wisconsin holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply choose the payment plan that works for you during checkout and take away the stress of budgeting for your trip. Don't forget to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:
- Pay monthly holidays: If paying bite-sized amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make your getaway dreams come true.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your holiday across multiple transactions.
- Low deposit holidays: If paying a small percentage of your trip (rather than the full 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 Southeast Wisconsin holiday?
To score rock-bottom prices, book early. Airlines typically advertise flight tickets, along with some of the lowest fares, around 12 months prior to departure. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you're in need of a last-minute getaway to Southeast Wisconsin, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Southeast Wisconsin travel package include?
It all comes down to what kind of trip you have in mind. Southeast Wisconsin holiday deals can include hotels, car rentals and flights. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Southeast Wisconsin travel package?
A travel package can be easier on the credit card than individually booking all you need for your trip. For example, bundle your hotels, flights and rental cars and land a great deal. No matter your holiday plans, you're bound to find a package to suit your budget.
Can I choose my airline with a Southeast Wisconsin Expedia travel package?
Yes — that's the beauty of an Expedia package. You're in control. We have more than 550 airline partners across the globe, so you have options galore when arranging your Southeast Wisconsin adventure.
Explore a world of travel with Expedia
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- Flights from Phoenix (PHX) to Milwaukee (MKE)
- Flights from Savannah (SAV) to Milwaukee (MKE)
- Flights from Louisville (SDF) to Milwaukee (MKE)
- Flights from Seattle (SEA) to Milwaukee (MKE)
- Flights from Southampton (SOU) to Milwaukee (MKE)
- Flights from St. Louis (STL) to Milwaukee (MKE)
- Flights from Tampa (TPA) to Milwaukee (MKE)
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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.
