Waukesha Packages (Flight + Hotel)

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Top hotels in Waukesha

Baymont by Wyndham Waukesha
Baymont by Wyndham Waukesha
2.5 out of 5
2111 E Moreland Blvd, Waukesha, WI
Fully refundableReserve now, pay when you stay
The price is ฿2,739 per night from 1 Jul to 2 Jul
฿2,739
฿3,096 total
1 Jul - 2 Jul
includes taxes & fees
6.8/10 (1,003 reviews)
"This hotel is centrally located to shopping and dining options amd only a couple of miles from the interstate. The room was clean. Our entire floor smelled like curry. It was overwhelming really. The front desk clerk when I checked in and checked out was very welcoming and friendly. The hotel lost ..."

Reviewed on 28 Jun 2025

Baymont by Wyndham Waukesha
Marriott Milwaukee West
Marriott Milwaukee West
3.5 out of 5
W231n1600 Corporate Ct, Waukesha, WI
Fully refundableReserve now, pay when you stay
The price is ฿4,130 per night from 6 Jul to 7 Jul
฿4,130
฿4,667 total
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"The room was nice and clean and quiet. However, the air conditioning didn’t seem to work well. It was a hot day. We turned it up all the way, and it was still 75 degrees during the night. It also took at least five minutes to get any hot water. You had to let it run before showering."

Reviewed on 22 Jun 2025

Marriott Milwaukee West
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 ฿2,674 per night from 20 Jul to 21 Jul
฿2,674
฿3,089 total
20 Jul - 21 Jul
includes taxes & fees
8/10 Very Good! (1,116 reviews)
"Ok"

Reviewed on 28 Jun 2025

Sonesta Select Milwaukee Brookfield
See all 1,523 properties in Waukesha
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 holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Waukesha costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Waukesha?
January, February and November are great times to look for cheap Waukesha holiday packages. Choosing to travel in less busy months means you can usually find reduced prices on flights and accommodation.
How many days is enough for Waukesha?
Dedicate at least 2 days for your Waukesha holiday in order to immerse yourself in everything that makes this place unique. Wander around key areas, including Five Fields and Starke Peninsula. Then tick off major sights such as Centre Court Sports Complex and Infinity Fields Baseball Park. With a clever itinerary, you'll be kept busy with room for some rest time too. Want to venture beyond Waukesha? Consider an excursion or two.
Is it worth booking a holiday package to Waukesha?
It's easy to see why a Waukesha holiday is on the to-do list of many travellers. Major attractions like Centre Court Sports Complex are just the beginning of things to keep you busy here.
How to find the best Waukesha package deals?
Start your search for a Waukesha package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Waukesha package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Waukesha adventure underway.
Is it cheaper to book a Waukesha holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Waukesha holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Waukesha?
If you're planning an impromptu Waukesha holiday, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Waukesha?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Waukesha.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Waukesha.
  3. Decide your trip length: Consider how much time you want to spend exploring Waukesha. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Waukesha holiday package.

Popular places to visit

Harley-Davidson Museum showing interior views

Harley-Davidson Museum

4.5/5(3 reviews)

Delve into the history of one of the world’s most famous motorcycle brands via interactive exhibits, photo galleries, workshops and behind-the-scenes tours.

Harley-Davidson Museum

University of Wisconsin-Milwaukee

4/5(1 review)

Walk around the campus at University of Wisconsin-Milwaukee as part of your travels around Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

University of Wisconsin-Milwaukee

What to do in Waukesha

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

฿162
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
At the Pabst, Captain Frederick Pabst can been seen smoking backstage on a ghost tour of Milwaukee with Brew City Ghosts

Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures

฿778
per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
The Grand Walk: A Self-Guided Audio Tour through Milwaukee

The Grand Walk: A Self-Guided Audio Tour through Milwaukee

฿291
per adult
80% of travellers recommend
The Grand Walk: A Self-Guided Audio Tour through Milwaukee
See all activities in Waukesha
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.