Waukesha Vacation Packages

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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.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was CA $1,708, price is now CA $1,321 per person
CA $1,321
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
9.4/10 Exceptional! (450 reviews)
The room was very spacious and clean. We loved the convenience of the area and the many amenities es provided on site. The team did an amazing job of communicating with rapid speed.

Reviewed on Mar 23, 2026

Holiday Inn Express Milwaukee Downtown by IHG

Holiday Inn Express Milwaukee Downtown by IHG

2.5 out of 5
Downtown Milwaukee
Price was CA $2,253, price is now CA $1,609 per person
CA $1,609
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
9/10 Wonderful! (1,004 reviews)
10/10!!! Convenient, Nice Staff and Clean! I’d definitely stay here again!

Reviewed on Mar 22, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was CA $1,961, price is now CA $1,502 per person
CA $1,502
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
9/10 Wonderful! (1,417 reviews)
The Staff was absolutely awesome! Everyone we encountered was so helpful and friendly. We stayed 5 nights and from check in to check out we had the best time. Security, housekeeping, servers, bartenders, Marketplace workers, front desk, Cream City Coffee, Sportsbook cashiers were all great and made you feel welcome. Our room on the 19th floor was awesome with the floor to ceiling windows. The hotel is very clean. The Sportsbook for the March Madness Tourney was organized and ran so well, kudos to ALL the employees who worked that, they did amazing.

Reviewed on Mar 23, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $2,537, price is now CA $1,987 per person
CA $1,987
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
9.8/10 Exceptional! (2,588 reviews)
Took 25 minutes to get a drink at the bar. Slow staff

Reviewed on Mar 23, 2026

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was CA $2,517, price is now CA $1,983 per person
CA $1,983
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
9.6/10 Exceptional! (1,040 reviews)
Very unique hotel in the Brewery area of Milwaukee! Great vibe from all the staff and the restaurant was very good too!!

Reviewed on Mar 21, 2026

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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 $117 per night from Mar 30 to Mar 31
CA $117
CA $132 total
Mar 30 - Mar 31
includes taxes & fees
9/10 Wonderful! (789 reviews)
Great place to stay. Very clean and modern.

Reviewed on Mar 23, 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 CA $254 per night from Apr 13 to Apr 14
CA $254
CA $299 total
Apr 13 - Apr 14
includes taxes & fees
9.6/10 Exceptional! (2,046 reviews)
We have stayed at this property several times now and have always had a great experience. The staff has been consistently welcoming and always willing to help. On this sta we had a minor issue with the Roku cable freezing up a few times but returned to normal after being reset. Once by the engineer ...

Reviewed on Mar 23, 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 CA $246 per night from Apr 19 to Apr 20
CA $246
CA $290 total
Apr 19 - Apr 20
includes taxes & fees
9.8/10 Exceptional! (2,614 reviews)
Pets are allowed, but I didn't bring mine. I will aim for a longer stay next time.

Reviewed on Mar 23, 2026

Saint Kate - The Arts Hotel
See all 1,390 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.
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Discover the most popular places to visit in Waukesha

Harley-Davidson Museum featuring interior views

Harley-Davidson Museum

5/5(13 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
Milwaukee Art Museum

Milwaukee Art Museum

5/5(12 reviews)

Peruse a vast collection of classic European and American art in this gallery that is housed in a striking modern building.

Milwaukee Art Museum

Potawatomi Bingo Casino

Why not roll the dice with a visit to Potawatomi Bingo Casino during your time in Milwaukee? Attend a sporting event or simply enjoy the lively breweries while you're in the area.

Potawatomi Bingo Casino

What to do in Waukesha

2 Hour Milwaukee Scavenger Hunt Game

Milwaukee Scavenger Hunt Walking Tour and Game

CA $67
per adult
Milwaukee Scavenger Hunt Walking Tour and Game
See all activities in Waukesha

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.