Waukesha Holidays

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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 S$124 per night from 23 Jun to 24 Jun
S$124
23 Jun - 24 Jun
includes taxes & fees
6.8/10 (1,002 reviews)
"Very clean and kind staff. Great stay."

Reviewed on 21 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 S$162 per night from 29 Jun to 30 Jun
S$162
29 Jun - 30 Jun
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"I always stay here when visiting. I am treatrd so nicely by staff."

Reviewed on 20 Jun, 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 S$193 per night from 23 Jul to 24 Jul
S$193
23 Jul - 24 Jul
includes taxes & fees
9.6/10 Exceptional! (1,780 reviews)
"The staff members were so kind and the amenities and walking distance to so many cute shops."

Reviewed on 19 Jun, 2025

Drury Plaza Hotel Milwaukee Downtown
See all 1,528 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

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

Henry W. Maier Festival Park

Enjoy an outing to Henry W. Maier Festival Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Henry W. Maier Festival Park

Harley Davidson Factory

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

What to do in Waukesha

Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

S$6
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

S$31
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

S$12
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.