Waukesha County Holidays
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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
Top Waukesha County Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Chicago
Downtown Chicago
£1,431
per person
28 Dec - 2 Jan
found 2 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
The hotel was beautiful, the room was comfortable, and the staff was welcoming and attentive. Everything was clean and well maintained, and the location made it easy to get around the city. Overall, it was a really nice stay and I’d definitely consider coming back.
Reviewed on 24 Sept 2026
Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
£1,736
per person
29 Nov - 3 Dec
found 1 day ago
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
9/10 Wonderful! (1,133 reviews)
Excellent hotel! The location is cute and definitely a boutique hotel. We have older teens so it worked for us. Not ideal for younger kinds. Very well maintained.
Clean
Great housekeeping
Friendly staff
Bougie
Reviewed on 3 Oct 2026
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 |
Top hotels in Waukesha County
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
£66
18 Oct - 19 Oct
includes taxes & fees
AmericInn by Wyndham Brookfield
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
£70
5 Oct - 6 Oct
includes taxes & fees
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
1250 S Moorland Rd Brookfield WI
Fully refundable
£91
31 Oct - 1 Nov
includes taxes & fees
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 travel package cost?
Say yes to new adventures with our Waukesha County travel packages, which start from a low £1,167. Choose the hotels and flights that suit your plans. Then, add on a couple of enriching experiences for a one-of-a-kind adventure.
If I'm not able to travel, can I cancel my Waukesha County travel package?
Don't worry if you're rethinking your Waukesha County travel package — it's possible to cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We totally understand your circumstances can change suddenly, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to Waukesha County?
Combine your flights and hotels, toss in extras such as activities, and save with a Waukesha County travel package. You won't just walk away with impressive discounts on your getaway — you'll have plenty of choice within your reach too. When you book with Expedia, you'll have your pick of over 550 airlines and 1,000,000 properties around the globe. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Waukesha County holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that suits best during checkout and take away the stress of budgeting for your trip. Remember to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:
- Pay monthly holidays: Klarna has manageable monthly payment plans that suit all budgets, so you can lock in that well-earned holiday sooner.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your trip in multiple transactions.
- Low deposit holidays: When you want to grab an awesome deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock it in.
What are the top hotels in Waukesha County?
For hotels in Oconomowoc with friendly service and cosy beds, you can't beat Brookfield Milwaukee Hotel and Best Western Waukesha Grand. If you're stopping by Mukwonago as well, you can look forward to a relaxing night's sleep at Brookfield Milwaukee Hotel or Best Western Waukesha Grand.
How far in advance should I book my Waukesha County holiday?
While prices fluctuate, we generally advise reserving your seat as soon as possible. Most international fares can be compared on Expedia up to 12 months in advance. If you're booking late, you may still get lucky. Discount prices to Waukesha County sometimes appear just weeks before departure.
What does an Expedia Waukesha County travel package include?
Hotels, rental cars and flights, or any combination of the three — the choice is all yours! Whether you're exploring Waukesha County on a family road trip or travelling with your friends, there's a package to match every style and budget. Once you've made your booking, why not add on some activities?
What should I know before booking a Waukesha County travel package?
You'll score big savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything in one place makes trip planning much easier. So why waste time or money? Whether you're putting together a ritzy romantic getaway or a low-cost family road trip, take a look at our travel packages today.
Can I choose my airline with a Waukesha County Expedia travel package?
With a travel package, you're the one in charge. Whether you'd like to fly to Waukesha County in coach or first class, simply choose from the available airline options. Expedia has access to over 550 airline partners throughout the world.
Stay near popular Waukesha County attractions
Photo by Scott D. Irwin
The Corners of Brookfield
8.8/10 (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.
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.
Pewaukee Lake Beach
8.2/10 (36 reviews)
If a restful holiday is part of your travel plans, Pewaukee Lake Beach might be the perfect place to visit during your trip to Pewaukee.
Brookfield Square Mall
8.4/10 (559 reviews)
You can find the perfect gifts to bring home at Brookfield Square Mall during your trip to Brookfield. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Carroll University
8.2/10 (36 reviews)
Explore the campus of Carroll University during your trip to Waukesha. Experience the lively festivals or attend a sporting event in this family-friendly area.
Pewaukee Lake
7.8/10 (25 reviews)
Commune with nature and explore the great outdoors at Pewaukee Lake during your travels in Pewaukee. While in this family-friendly area, you can savour the top-notch restaurants.
Old World Wisconsin
9.0/10 (6 reviews)
You can spend time studying the exhibits at Old World Wisconsin during your travels in Eagle. While you're in the area, stroll along the lakeside.
Waukesha County Expo Center
8.4/10 (29 reviews)
After visiting Waukesha County Expo Center, make a plan to see the other sights and activities in Waukesha. Experience the lively festivals or attend a sporting event in this family-friendly area.
What to do in Waukesha County
Skip the Line: Museum Admission Ticket - Grohmann Museum
£4
per adult
Milwaukee Food Tour with 5 Local Favorites Tastings & Secret Dish
£76
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
