Waukesha Trips (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 P4,897 per night from Jun 26 to Jun 27
P4,897
P5,534 total
Jun 26 - Jun 27
includes taxes & fees
6.8/10 (1,005 reviews)
"Nothing at this time"

Reviewed on Jun 23, 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 P6,355 per night from Jun 29 to Jun 30
P6,355
P7,181 total
Jun 29 - Jun 30
includes taxes & fees
9/10 Wonderful! (1,003 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
Drury Plaza Hotel Milwaukee Downtown
Drury Plaza Hotel Milwaukee Downtown
3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is P7,286 per night from Jul 8 to Jul 9
P7,286
P8,590 total
Jul 8 - Jul 9
includes taxes & fees
9.6/10 Exceptional! (1,786 reviews)
"Excellent stay. Enjoyed all the amenities. Great location- close to everything"

Reviewed on Jun 22, 2025

Drury Plaza Hotel Milwaukee Downtown
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.

What to do in Waukesha

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

P279
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

P1,348
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

P505
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.