Waukesha Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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

Your Waukesha Vacation

Say bye-bye to the stress of planning and hello to a Waukesha vacation package. With your travel details organized before you leave, you can focus on discovering this city, starting with Halls Park, which is great for nature, watersports and views. Every trip to Waukesha needs a well-planned itinerary. Fill yours with big-name attractions like Springs Water Park, Pewaukee Lake and Carroll University. Browse Expedia's wide range of travel options and start organizing your ultimate vacation to Waukesha now.

Top Waukesha Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Milwaukee Airport by IHG
The Pfister Hotel
Kinn Guesthouse Bay View
Potawatomi Hotel & Casino
Hampton Inn & Suites Milwaukee Downtown

Ready to book your vacation to Waukesha?

 

Choose your dates

Waukesha Hotel Deals

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 CA $129 per night from Apr 16 to Apr 17
CA $129
CA $146 total
Apr 16 - Apr 17
includes taxes & fees
9/10 Wonderful! (798 reviews)
Great place to stay. Very clean and modern.

Reviewed on Mar 23, 2026

Tru By Hilton Milwaukee Brookfield
Home2 Suites by Hilton Milwaukee Brookfield

Home2 Suites by Hilton Milwaukee Brookfield

3 out of 5
650 Larry Court Waukesha WI
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Apr 26 to Apr 27
CA $148
CA $167 total
Apr 26 - Apr 27
includes taxes & fees
8.8/10 Excellent! (578 reviews)
Breakfast was really good. The beds were comfortable. I have no complaints about this place. I would definitely come back again when I’m in the area. I would 10/10 recommend!

Reviewed on Apr 1, 2026

Home2 Suites 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 CA $306 per night from Apr 19 to Apr 20
CA $306
CA $361 total
Apr 19 - Apr 20
includes taxes & fees
9.6/10 Exceptional! (2,053 reviews)
Service was perfect! Strongly recommend the top floor bar! Wonderful views!

Reviewed on Apr 9, 2026

The Pfister 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.

Discover the most popular places to visit 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.