Waukesha Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Waukesha

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$128 per night from 24 Dec to 25 Dec
S$128
includes taxes & fees
24 Dec - 25 Dec
8.8/10 Excellent! (593 reviews)
Modern hotel
"Good location. Nice, modern, clean and friendly hotel. Walls too thin - can hear conversations next door and every door opening and closing on the floor. Bummer."

Reviewed on 19 Nov,2024

Tru By Hilton Milwaukee Brookfield
Hilton Milwaukee
Hilton Milwaukee
4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$147 per night from 22 Dec to 23 Dec
S$147
includes taxes & fees
22 Dec - 23 Dec
8/10 Very Good! (1,033 reviews)
Bachelor party getaway
"We came into town for a bachelor party. The main purpose was to go to the Bucks game. The hotel was close and convenient for us to go back and forth to the game and plenty of other restaurants throughout the neighborhood. Only complaint would be that you could not adjust the temperature in the room. ..."

Reviewed on 25 Nov,2024

Hilton Milwaukee
Saint Kate - The Arts Hotel
Saint Kate - The Arts Hotel
4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is S$205 per night from 25 Dec to 26 Dec
S$205
includes taxes & fees
25 Dec - 26 Dec
9.6/10 Exceptional! (1,977 reviews)
"Beautiful hotel!! Loved the stay"

Reviewed on 24 Nov,2024

Saint Kate - The Arts Hotel
See all 1,447 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?
Starting from as low as , you can create your own Waukesha holiday package. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Waukesha?
Combine your bookings with Expedia to save big on your next getaway. With over 550 airlines and 1,000,000 properties across the globe, your Waukesha holiday package can be tailored exactly to suit your budget. With all that extra cash, why not add one or two exciting tours and activities? It’s an easy way to unlock even more bargains. That dream holiday to Waukesha is closer than you thought!
Where should I stay in Waukesha?
With fascinating attractions like Carroll University and Waukesha County Expo Centre in this neighbourhood, try to find a hotel near them. Infinity Fields Baseball Park is another sight in Waukesha that visitors flock to.
What are the top hotels in Waukesha?
Reserve a room at The Clarke Hotel. It’s one of the neighbourhood’s most in-demand hotels. Another highly rated option in Waukesha is Baymont by Wyndham Waukesha.
How far in advance should I book my Waukesha holiday?
Get rewarded with the biggest variety at the cheapest prices by booking your holiday to Waukesha nice and early. Airlines tend to release flights anywhere up to a year prior to departure, so start locking things in as soon as you can. Having said that, Expedia is constantly working to give you the best deals around, so there’s never a bad time to book your dream holiday!
What does an Expedia Waukesha travel package include?
From hotels and flights to car rentals, Expedia can help you put together a Waukesha package that fits you. Holidaying for a few weeks? Consider a hotel, rental car and flight bundle. If you’re taking a short break, a hotel and airfare deal could suit you better. Tours and activities can be added once you’ve made your booking. Our travel packages make it easy to save and plan.
What should I know before booking a Waukesha travel package?
Our prices are always low. However, you’ll score even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll get transparent pricing and a great range of choice.
If I'm not able to travel, can I cancel my Waukesha holiday package?
It’s difficult to predict what tomorrow might bring, so it’s comforting to know that you can change or cancel your Waukesha holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to find out more.

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

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

Milwaukee 1-Day Tour from Chicago

Milwaukee,Harley-Davidson Museum Day Trip from Chicago

S$168
Per adult
Milwaukee,Harley-Davidson Museum Day Trip from Chicago
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$27
Per adult
Brew City Ghosts: Macabre Milwaukee By US Ghost Adventures
Grohmann Museum at Milwaukee School of Engineering

Skip the Line: Museum Admission Ticket - Grohmann Museum

S$7
Per adult
Skip the Line: Museum Admission Ticket - Grohmann Museum
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.