Waukesha County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Waukesha County

Oconomowoc, WI USA - May 17, 2021: Aerial view of Okauchee Lake area
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Oconomowoc

Oconomowoc

Top hotels in Waukesha County

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 1.921.403 ₫ per night from 11 Feb to 12 Feb
1.921.403 ₫
2.219.283 ₫ total
11 Feb - 12 Feb
includes taxes & fees
8/10 Very Good! (1,376 reviews)
Staff is great, breakfast ok.

Reviewed on 25 Jan 2026

Sonesta Select Milwaukee 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 2.261.391 ₫ per night from 15 Feb to 16 Feb
2.261.391 ₫
2.611.907 ₫ total
15 Feb - 16 Feb
includes taxes & fees
8.4/10 Very Good! (560 reviews)
Staff was courteous but room could have been cleaner and better stocked

Reviewed on 2 Feb 2026

Sheraton Milwaukee Brookfield Hotel
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
N14 W24121 Tower Place Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is 2.085.100 ₫ per night from 8 Feb to 9 Feb
2.085.100 ₫
2.356.163 ₫ total
8 Feb - 9 Feb
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Fantastic staff, cute hotel, good breakfast. We enjoyed the hot tub and the adults only hour. The only thing that was odd was that there was no place to hang clothes. We will stay again.

Reviewed on 1 Feb 2026

Wildwood Lodge
See all 2,142 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.

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