Waukesha Holidays

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Top hotels in 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$172 per night from 31 Jul to 1 Aug
S$172
31 Jul - 1 Aug
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"N"

Reviewed on 12 Jul, 2026

Marriott Milwaukee West
Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

2 out of 5
704 N Grand Ave Waukesha WI
Fully refundableReserve now, pay when you stay
The price is S$199 per night from 19 Jul to 20 Jul
S$199
19 Jul - 20 Jul
includes taxes & fees
Cobblestone Hotel & Suites - Waukesha/West Milwaukee
Tru By Hilton Milwaukee Brookfield

Tru By Hilton Milwaukee Brookfield

2.5 out of 5
20925 Watertown Road Waukesha WI
Fully refundableReserve now, pay when you stay
The price is S$154 per night from 16 Aug to 17 Aug
S$154
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (849 reviews)
"nice stay...great location"

Reviewed on 12 Jul, 2026

Tru By Hilton Milwaukee Brookfield
See all 1,431 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.

Stay near popular Waukesha attractions

A duck with ducklings on a rock by a body of water.
Photo by TWEST
Open Photo by TWEST

Frame Park Formal Gardens

7.4/10 (10 reviews)
Stroll through meticulously maintained flowerbeds and scenic river views at Frame Park's enchanting formal gardens. Enhance your visit by exploring the Fox River or enjoying the Saturday farmers' market in summer.
See properties

What to do in Waukesha

Skip the Line: Museum Admission Ticket - Grohmann Museum

Skip the Line: Museum Admission Ticket - Grohmann Museum

S$6
per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
Milwaukee Morbid Mirrorlight Ghost Tours

Milwaukee Morbid Mirrorlight Ghost Tours

S$41
per adult
Milwaukee Morbid Mirrorlight Ghost Tours
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

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.

Explore a world of travel with Expedia

* 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.