Waukesha County Holidays from AU$600

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    Save up to AU$703 when you book a flight and hotel together*

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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

Milwaukee Art Museum featuring modern architecture and art
FlightsFlightsHotelsHotels

Milwaukee

Milwaukee

The Latest Waukesha County 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
Save 100% on your flight
Price was AU$1,000, price is now AU$600 per person
AU$600
per person
9 Feb - 15 Feb
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (2,241 reviews)
Everyone was great. A special shout out to Tareka and Nate who worked behind the bar!

Reviewed on 16 Dec 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was AU$2,949, price is now AU$1,659 per person
AU$1,659
per person
9 Feb - 15 Feb
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Excellent stay. Loved everything about this hotel. Definitely coming back.

Reviewed on 18 Dec 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was AU$1,159, price is now AU$672 per person
AU$672
per person
9 Feb - 15 Feb
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
My family and I stayed at The Wit for Thanksgiving and were extremely pleased with the amenities and professionalism of the staff.

Reviewed on 8 Dec 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was AU$1,413, price is now AU$827 per person
AU$827
per person
9 Feb - 15 Feb
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Great location, clean room and friendly staff!

Reviewed on 14 Dec 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was AU$1,935, price is now AU$1,172 per person
AU$1,172
per person
9 Feb - 15 Feb
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was nice. Service was good.

Reviewed on 17 Dec 2025

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

Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 11 Jan to 12 Jan
AU$177
11 Jan - 12 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,030 reviews)
good variety, omelet station eggs were greasy not very good omelet, everything else was good

Reviewed on 15 Dec 2025

Embassy Suites by Hilton Milwaukee Brookfield
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$161 per night from 11 Jan to 12 Jan
AU$161
11 Jan - 12 Jan 2026
includes taxes & fees
8.6/10 Excellent! (1,254 reviews)
Clean and very spacious rooms. Breakfast was good, and staff was very kind.

Reviewed on 12 Dec 2025

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

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 11 Jan to 12 Jan
AU$129
11 Jan - 12 Jan 2026
includes taxes & fees
8/10 Very Good! (1,367 reviews)
great staff and room was quiet, some of the items in the room were hanging and not attached to the wall but over all great stay. Would stay again!

Reviewed on 12 Dec 2025

Sonesta Select Milwaukee Brookfield
See all 2,196 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
All Inclusive Holidays
All Inclusive Holidays
Cheap 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$600. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.