Waukesha Vacations

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Find the Best Waukesha Vacation Packages

Waukesha Hotel Deals

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 ₩112,969 per night from Jun 30 to Jul 1
₩112,969
₩127,655 total
Jun 30 - Jul 1
includes taxes & fees
6.8/10 (1,001 reviews)
"location"

Reviewed on Jun 26, 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 ₩172,380 per night from Jul 6 to Jul 7
₩172,380
₩194,789 total
Jul 6 - Jul 7
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 Jun 22, 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 ₩111,608 per night from Jul 20 to Jul 21
₩111,608
₩128,908 total
Jul 20 - Jul 21
includes taxes & fees
8/10 Very Good! (1,113 reviews)
"Beautiful clean property with pleasant staff and very comfortable lovely rooms. Wonderful complimentary breakfast!"

Reviewed on Jun 28, 2025

Sonesta Select Milwaukee Brookfield
See all 1,519 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 vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation 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 vacation packages. Choosing to travel in less busy months means you can usually find reduced prices on flights and accommodations.
How many days is enough for Waukesha?
Dedicate at least 2 days for your Waukesha vacation 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 Center 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 vacation package to Waukesha?
It's easy to see why a Waukesha vacation is on the to-do list of many travelers. Major attractions like Center 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 vacation as a package?
Expedia vacation 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 vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Waukesha?
If you're planning an impromptu Waukesha vacation, 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, favorite 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 vacation package.

Discover the most popular places to visit in Waukesha

Milwaukee Art Museum

Milwaukee Art Museum

4.5/5(400 reviews)

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

The Rave-Eagles Club

4.5/5(123 reviews)

You can enjoy a show at The Rave-Eagles Club during your stay in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

The Rave-Eagles Club

Harley Davidson Factory

5/5(3 reviews)

Take the family on an outing to Harley Davidson Factory during your trip to Menomonee Falls. Experience the area's lively festivals or attend a sporting event.

Harley Davidson Factory
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.