Waukesha Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿4,531 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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 ฿2,554 per night from 24 Jan to 25 Jan
฿2,554
฿2,885 total
24 Jan - 25 Jan
includes taxes & fees
8.8/10 Excellent! (755 reviews)
it was a quick and pleasant interaction. the rooms were clean, but the breakfast was not great

Reviewed on 7 Jan 2026

Tru By Hilton Milwaukee Brookfield
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is ฿5,563 per night from 30 Jan to 31 Jan
฿5,563
฿6,558 total
30 Jan - 31 Jan
includes taxes & fees
9.4/10 Exceptional! (1,884 reviews)
Kristin, at the front desk was fantastic!

Reviewed on 15 Jan 2026

The Pfister Hotel
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 ฿5,277 per night from 18 Feb to 19 Feb
฿5,277
฿6,222 total
18 Feb - 19 Feb
includes taxes & fees
9.6/10 Exceptional! (2,522 reviews)
Clean room, friendly staff

Reviewed on 18 Jan 2026

Saint Kate - The Arts Hotel
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.

Popular places to visit

What to do in Waukesha

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.