Waukesha County Holidays

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    Better together
    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top destinations in Waukesha County

Milwaukee Art Museum which includes modern architecture and art
FlightsFlightsHotelsHotels

Milwaukee

Milwaukee

Top Flight + Hotel Deals in Waukesha County

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
Los Angeles (LAX) to Chicago (ORD)
8.2/10 Very Good! (1,766 reviews)
Decently clean, friendly staff and was in walking distance from almost everything I needed to get to. Will definitely be booking again

Reviewed on 27 Jun 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
Los Angeles (LAX) to Chicago (ORD)
8.8/10 Excellent! (2,274 reviews)
Beautiful, clean hotel. Very quiet. Comfortable beds. Staff was courteous and accomodating. Amuse restaurant food was fantastic. Will definitely stay again.

Reviewed on 27 Jun 2025

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
Los Angeles (LAX) to Chicago (ORD)
9/10 Wonderful! (1,123 reviews)
Great hotel! Great location!

Reviewed on 28 Jun 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (2,065 reviews)
I could feel the bed shake every time the next to

Reviewed on 27 Jun 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
30 Jul - 4 Aug
found 1 day ago
Return direct flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (3,353 reviews)
Very comfortable hotel. Very responsive staff.

Reviewed on 25 Jun 2025

Top hotels in Waukesha County

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 €78 per night from 20 Jul to 21 Jul
€78
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (288 reviews)
"Convenient and clean"

Reviewed on 25 Jun 2025

Sheraton Milwaukee Brookfield Hotel
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 €81 per night from 20 Jul to 21 Jul
€81
20 Jul - 21 Jul
includes taxes & fees
8/10 Very Good! (1,108 reviews)
"Accommodation's were very nice"

Reviewed on 23 Jun 2025

Sonesta Select Milwaukee Brookfield
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 €120 per night from 30 Jun to 1 Jul
€120
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"It was absolutely amazing"

Reviewed on 24 Jun 2025

Embassy Suites by Hilton Milwaukee Brookfield
See all 2,311 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.

Frequently asked questions

How much does a Waukesha County holiday package cost?
Discover the best of Waukesha County from as low as €919. 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.