Southeast Wisconsin Holidays from AU$3,133

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Your Southeast Wisconsin Holiday

Our Southeast Wisconsin holiday packages provide an affordable, easy and immersive way to enjoy everything this exciting destination has to offer. If it's distilleries and craft breweries and dining you're yearning for, this is the place to come. With so many things to see and do on a trip to Southeast Wisconsin, it can be tricky to know where to begin. Kick off your journey in Milwaukee at American Family Field and Wisconsin State Fair Park — two much-loved attractions here. Another top city worth adding to your itinerary is Lake Geneva. Be sure not to miss Geneva Lake and Walworth County Fairgrounds. Expedia has everything you need for planning your Southeast Wisconsin holiday. From accommodation and flights, to car rentals and activities, we know how to curate a travel experience like no other.

The Latest Southeast Wisconsin Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was AU$4,184, price is now AU$3,133 per person
AU$3,133
per person
5 Sept - 12 Sept
found 9 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (2,618 reviews)
Wonderful staff. Very helpful and courteous. Excellent location - close to theater shows, Riverwalk and shopping downtown and lake shore. Felt very safe walking at night and the security on site. The waitstaff and food were excellent - arrived one night at 9:45 pm and within five minutes had a delicious meal! Would definitely stay there again! Bed was super comfy!!!

Reviewed on 15 July 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was AU$5,385, price is now AU$3,627 per person
AU$3,627
per person
5 Sept - 12 Sept
found 9 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Holes in the carpeting in living room. Door that enters unit doesn’t close without slamming it. Looks like wear and tear since we were there before.

Reviewed on 14 July 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$6,677, price is now AU$4,776 per person
AU$4,776
per person
5 Sept - 12 Sept
found 9 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.6/10 Exceptional! (1,910 reviews)
We loved our "upgraded" room with the beautiful view of the river, Lake Michigan and the Saturday night fireworks! This was thanks to Michael, our concierge or check-in man at the front desk. It took us a little while to figure out all the lighting but that was a small thing. The coffee at your restaurant left a little to be desired - it was not hearty enough or warm enough. The cappuccino we replaced it with was very good! All in all, a very happy experience.

Reviewed on 14 July 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was AU$4,911, price is now AU$3,646 per person
AU$3,646
per person
5 Sept - 12 Sept
found 9 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (3,764 reviews)
We had a wonderful stay! The hotel is within walking distance of so many great restaurants and places to eat, which made exploring the area so easy. The views were absolutely beautiful, and the staff was incredibly friendly, welcoming, and always willing to help. Our room was clean, comfortable, and perfect for our stay. The only downside was that it could get a little noisy at night, but the hotel thoughtfully provides earplugs, which was a nice touch and helped a lot. Overall, we had a great experience and would definitely stay here again!

Reviewed on 15 July 2026

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
Downtown Chicago
Price was AU$4,565, price is now AU$3,396 per person
AU$3,396
per person
5 Sept - 12 Sept
found 9 hours ago
Return flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (3,475 reviews)
This is my second time staying here, although the air went out on our first night. It was up and running quickly and we were accommodated and kept up to date with everything. Great location, staff and overall experience

Reviewed on 14 July 2026

Our guide on 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
A river with a city skyline, including a tall building with a pointed roof, and a park with yellow trees.

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

Southeast Wisconsin Holiday

Southeast Wisconsin Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Top Sights
Milwaukee County Zoo, Geneva Lake and Lake Como

Our pick of the best Southeast Wisconsin Hotel Deals

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr Lake Geneva WI
The price is AU$323 per night from 21 July to 22 July
AU$323
21 July - 22 July
includes taxes & fees
9.2/10 Wonderful! (1,380 reviews)
"We stayed in room 409. One of the mattresses in that room definitely needs to be replaced. The woman I talked to at the front desk said someone would go in there and see if they agree that the mattress needs to be replaced but no one showed up. We will stay there again but request a different ..."

Reviewed on 14 July 2026

Harbor Shores on Lake Geneva
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
The price is AU$266 per night from 27 July to 28 July
AU$266
27 July - 28 July
includes taxes & fees
9.2/10 Wonderful! (1,666 reviews)
"I really enjoyed my stay here. The room had a casino, and that was part of the reason for my stay."

Reviewed on 15 July 2026

Potawatomi Hotel & Casino
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
The price is AU$353 per night from 29 July to 30 July
AU$353
29 July - 30 July
includes taxes & fees
9.6/10 Exceptional! (2,154 reviews)
"We were in Milwaukee for our son’s engagement. I had scheduled some special deserts to be shipped from NewJersey. I had called the hotel and advised them to refrigerate the box immediately when received. I was assured that they would take care of it. However when we arrived, and were ready to leave ..."

Reviewed on 14 July 2026

The Pfister Hotel
See all 2,464 properties in Southeast 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.
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Stay near popular Southeast Wisconsin attractions

A baseball game in a stadium with a person holding a hot dog and a drink.
Photo by Tim Ard
Open 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.
See properties

Frequently asked questions

How much does a Southeast Wisconsin holiday package cost?
Much less than you might think — from as low as AU$3,133, as a matter of fact! By combining hotels, flights and car rentals into your own custom-made holiday package, your getaway to Southeast Wisconsin is just clicks away.
How do I get a cheap travel package to Southeast Wisconsin?
Bundle your flights and hotels, add on extras such as activities, and save with a Southeast Wisconsin holiday package. You won't just pick up exciting discounts on your adventure — you'll have lots of choice within your reach too. When you book through Expedia, you can select from more than 550 airlines and 1 000 000 hotels around the globe. Your next big adventure starts right here, right now!
Where should I stay in Southeast Wisconsin?
You'll fall in love with Milwaukee. Renowned sights, such as Milwaukee Art Museum and American Family Field, will keep you busy in this exciting city.
What are the top hotels in Southeast Wisconsin?
For hotels in Milwaukee with friendly service and comfy beds, you can't beat Potawatomi Hotel & Casino and Best Western Plus Milwaukee Airport Hotel & Conference Ctr. If you're visiting Lake Geneva as well, you can look forward to a solid night's sleep at Mt. Olympus Water & Theme Park Resort or Hilton Milwaukee City Centre.
How far in advance should I book my Southeast Wisconsin holiday?
Savvy travellers always book early. Air carriers typically release flight tickets up to 12 months prior to departure, and this is your chance to land some of the lowest prices. Boss just told you to use up your holiday time next month? That's fine too — Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Southeast Wisconsin travel package include?
That's up to you. You can choose from a range of Southeast Wisconsin bundles, such as a flight, hotel and rental car. You can also book a flight and a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like experiences and activities. Whatever your Southeast Wisconsin trip looks like, get set to save!
What should I know before booking a Southeast Wisconsin travel package?
When you book your hotels, flights and car rentals together, you'll land awesome discounts. Whether you're organising a rural escape in a cottage or want to stay in a ritzy city hotel, Expedia can make it happen for less.
Can I choose my airline with a Southeast Wisconsin Expedia holiday package?
Definitely. Expedia has over 550 partner airlines to select from around the world. With so much choice, finding the right carrier to take you to Southeast Wisconsin will be a breeze.
If I'm not able to travel, can I cancel my Southeast Wisconsin holiday package?
It is possible to cancel your Southeast Wisconsin booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

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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.