Waukesha County Holidays from AU$3,688

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Your Waukesha County Holiday

Make organising your next big adventure quick and easy with a Waukesha County holiday package. Whether it's history, nature or something else that lures you to this destination, our packages will help you discover it all. Two of the top cities to check out during your trip to Waukesha County are Oconomowoc and Mukwonago. When you're ready to stop dreaming and start discovering, Expedia will help turn your Waukesha County holiday into a reality.

Top destinations in Waukesha County

A city skyline with modern skyscrapers and a river in the foreground.
FlightsFlightsHotelsHotels

Milwaukee

Milwaukee
A forested path with a wooden fence on one side.
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Sussex

Sussex

The Latest Waukesha County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
Downtown Chicago
Price was AU$4,440, price is now AU$3,688 per person
AU$3,688
per person
28 Dec - 3 Jan
found 14 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.8/10 Excellent! (2,580 reviews)
I liked my stay with Godfrey , but furniture needs updating curtains need updating and the rooms are too small …. I love the window view of the city and the rooftop

Reviewed on 11 Nov 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was AU$7,537, price is now AU$5,906 per person
AU$5,906
per person
28 Dec - 3 Jan
found 14 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was AU$4,711, price is now AU$3,889 per person
AU$3,889
per person
28 Dec - 3 Jan
found 14 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)
Very good

Reviewed on 11 Nov 2026

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was AU$4,555, price is now AU$3,773 per person
AU$3,773
per person
28 Dec - 3 Jan
found 14 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (2,419 reviews)

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was AU$4,446, price is now AU$3,695 per person
AU$3,695
per person
28 Dec - 3 Jan
found 14 hours ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)

Waukesha County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Top Sights
Kettle Moraine Ranch, Fowler Lake Park and Little Muskego Lake

Our pick of the best Waukesha County Hotel Deals

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 12 Nov to 13 Nov
AU$134
12 Nov - 13 Nov
includes taxes & fees
AmericInn by Wyndham Brookfield
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 19 Nov to 20 Nov
AU$145
19 Nov - 20 Nov
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

3 out of 5
1250 S Moorland Rd Brookfield WI
Fully refundable
The price is AU$156 per night from 25 Nov to 26 Nov
AU$156
25 Nov - 26 Nov
includes taxes & fees
8.8/10 Excellent! (1,513 reviews)
"We couldn't use the pool or hot tub as there was about 100 kids in the pool area the entire time"

Reviewed on 10 Nov 2026

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
See all 2,164 properties in Waukesha County
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
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Waukesha County holiday package cost?
Discover the best of Waukesha County from as low as AU$3,688. We offer a wonderful selection of hotels, flights and rental cars to suit your travel style. You can score even better deals when you add a couple of tours or activities to your holiday package.
How do I get a cheap travel package to Waukesha County?
Combine your flight and hotel bookings, add extras such as activities, and save with a Waukesha County holiday package. You won't just pick up awesome discounts on your escape — you'll have plenty of choice too. When you book with Expedia, you can select from more than 550 airlines and 1 000 000 properties throughout the world. Your next big adventure begins right here, right now!
What are the top hotels in Waukesha County?
For properties in Oconomowoc with comfy beds and friendly service, look up Mt. Olympus Water & Theme Park Resort and The Madison Concourse Hotel and Governors Club. If you plan to visit Mukwonago as well, you can look forward to a wonderful night's sleep at Embassy Suites by Hilton Milwaukee Brookfield or La Quinta Inn & Suites by Wyndham Milwaukee SW New Berlin.
How far in advance should I book my Waukesha County holiday?
It depends on the airline, but it's usually possible to browse through international airfares on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky travellers will occasionally score a cheaper ticket just weeks before the date of departure.
What does an Expedia Waukesha County travel package include?
That mostly depends on you. You can choose from a range of Waukesha County packages, 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 the fun stuff like activities and tours. Whatever your ideal Waukesha County holiday looks like, you'll save!
What should I know before booking a Waukesha County travel package?
You'll enjoy amazing savings when you combine your hotels, flights and rental cars into a package. Not just that, booking everything in one place makes trip planning easier. So why waste your money or time? Whether you're putting together a fancy romantic getaway or a low-cost family road trip, browse our holiday packages today.
Can I choose my airline with a Waukesha County Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You can pick and choose your flights, hotels and more. We have access to more than 550 partner airlines all over the world, so you have options galore when arranging your Waukesha County adventure.
If I'm not able to travel, can I cancel my Waukesha County holiday package?
Don't worry if you're rethinking your Waukesha County holiday package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We know life can sometimes throw you a curveball, so look up our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.

Stay near popular Waukesha County attractions

The entrance to Veterans Memorial Park with stone archways and flags.

Lac La Belle

9.6/10 (14 reviews)
Commune with nature and explore the great outdoors at Lac La Belle during your travels in Oconomowoc. Visit the shops or attend a sporting event in this relaxing area.
See properties

What to do in Waukesha County

Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

AU$7
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
Milwaukee Morbid Mirrorlight Ghost Tours

Milwaukee Morbid Mirrorlight Ghost Tours

AU$37
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish

AU$147
per adult
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
See all activities in Waukesha County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.