Waukesha County Holidays

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Top destinations in Waukesha County

Motorboat cruising across a calm lake during a hazy summer sunrise in Waukesha County, Wisconsin. Early morning July light on the water.
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Oconomowoc

Oconomowoc

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 2.783.072 ₫ per night from 28 Jun to 29 Jun
2.783.072 ₫
3.214.448 ₫ total
28 Jun - 29 Jun
includes taxes & fees
8.4/10 Very Good! (888 reviews)
"In the bathroom, we did not have shampoo or conditioner. The air conditioner did not work. Toilet was clogged when we arrived. Bar and restaurant were both closed all Saturday."

Reviewed on 14 Jun 2026

Sheraton Milwaukee Brookfield Hotel
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 3.606.575 ₫ per night from 2 Jul to 3 Jul
3.606.575 ₫
4.165.399 ₫ total
2 Jul - 3 Jul
includes taxes & fees
9/10 Wonderful! (1,287 reviews)
"Great location, convenient to all activities that we engaged in. All the amenities were great. When we are in the area again would book again."

Reviewed on 13 Jun 2026

Embassy Suites by Hilton Milwaukee Brookfield
The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is 2.817.801 ₫ per night from 18 Jun to 19 Jun
2.817.801 ₫
3.184.116 ₫ total
18 Jun - 19 Jun
includes taxes & fees
8.6/10 Excellent! (827 reviews)
"Room lacked an Ironing Board and when we asked for one it did not get delivered before we had to leave for the day. There was either no exaust fan in the bath room or it was not working, so the bath room stayed very steamy after showers. Sad to not have a Hot Tub, and pool was quit cool. The property ..."

Reviewed on 14 Jun 2026

The Ingleside Hotel
See all 2,189 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 . 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 1null000null000 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

Photo by Scott D. Irwin
Open Photo by Scott D. Irwin

The Corners of Brookfield

4.4/5 (131 reviews)
You can enjoy retail therapy at The Corners of Brookfield during your stay in Brookfield. Visit the shops and top-notch restaurants in this family-friendly area.
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