Title: Waukesha Vacation Packages & Trips 2026 from CA $647 | Expedia.ca [Waukesha Travel Guide](https://expedia.ca/Waukesha.dx10170)[Hotels in Waukesha](https://expedia.ca/Waukesha-Hotels.d10170.Travel-Guide-Hotels)[Vacation Rentals in Waukesha](https://expedia.ca/Waukesha-Vacation-Rentals.d10170.Travel-Guide-VacationRentals)[Flights to Waukesha](https://expedia.ca/Cheap-Flights-To-Waukesha.d10170.Travel-Guide-Flights)[Waukesha Car Rentals](https://expedia.ca/Car-Rentals-In-Waukesha.d10170.Car-Rental-Guide) ![](https://images.trvl-media.com/place/10170/f5ec6cc3-3110-45d5-9639-11ff127a12fc.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # 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](https://www.expedia.ca/Springs-Water-Park-Milwaukee.d6335441.Vacation-Attraction), [Pewaukee Lake](https://www.expedia.ca/Pewaukee-Lake-Milwaukee.d6256701.Vacation-Attraction) and [Carroll University](https://www.expedia.ca/Carroll-University-Milwaukee.d6334058.Vacation-Attraction). 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. ![Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/60d8623c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG CA $647 per person Apr 22 - Apr 25 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Milwaukee (MKE) 8.8/10 Excellent! (536 reviews) Rooms were spacious and clean. Only downside is parking in front is minimal if you park in back and use the entrances available had a hard time using key card and if you went around to the back of hotel you had to exit property and go back around Reviewed on Jan 16, 2026 ## Ready to book your vacation to Waukesha? Choose your dates ## Waukesha Hotel Deals ![Tru By Hilton Milwaukee Brookfield](https://images.trvl-media.com/lodging/35000000/34300000/34295300/34295218/d500563f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tru By Hilton Milwaukee Brookfield 20925 Watertown Road Waukesha WI Fully refundableReserve now, pay when you stay CA $111 CA $125 total Feb 15 - Feb 16 includes taxes & fees 8.8/10 Excellent! (765 reviews) The stuff was courteous and the rooms were clean and the stuff went out of their way to make me fresh decaf coffee when we arrived after checking in that was awesome Reviewed on Jan 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=34295218&PinnedHotelID=34295218&HadPinnedHotel=true®ionId=10170) ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Pfister Hotel 424 E Wisconsin Ave Milwaukee WI Fully refundableReserve now, pay when you stay CA $172 CA $203 total Mar 1 - Mar 2 includes taxes & fees 9.4/10 Exceptional! (1,927 reviews) We felt like royalty! Reviewed on Feb 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=19467&PinnedHotelID=19467&HadPinnedHotel=true®ionId=10170) ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/63d91083_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Saint Kate - The Arts Hotel 139 E Kilbourn Ave Milwaukee WI Fully refundableReserve now, pay when you stay CA $176 CA $207 total Feb 15 - Feb 16 includes taxes & fees 9.6/10 Exceptional! (2,542 reviews) The entire hotel experience felt unique and elevated - amenities, lounge area, check in, decor, etc. While we did enjoy a few Milwaukee attractions outside the hotel, there also wasn’t a need to leave due to a lively bar with entertainment, restaurant, art exhibit, decent coffee station etc. Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=23253&PinnedHotelID=23253&HadPinnedHotel=true®ionId=10170) [See all 1,343 properties in Waukesha](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=10170) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Waukesha ![Harley-Davidson Museum featuring interior views](https://images.trvl-media.com/place/6279040/52cab404-1cac-4be9-bd03-910682810f03.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Harley-Davidson-Museum-Menomonee-River-Valley.d6279040.Vacation-Attraction) ![Milwaukee Art Museum](https://images.trvl-media.com/place/6068277/1fe18a15-7f30-4ecc-8164-b72f9b7fcfed.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Milwaukee-Art-Museum-East-Town.d6068277.Vacation-Attraction) #### 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. [](https://expedia.ca/Potawatomi-Bingo-Casino-Menomonee-River-Valley.d6335076.Vacation-Attraction) ### What to do in Waukesha ![2 Hour Milwaukee Scavenger Hunt Game](https://mediaim.expedia.com/localexpert/49296611/4017c436-a1bb-44c8-9945-447fa08e21b1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Milwaukee Scavenger Hunt Walking Tour and Game CA $68 per adult [](https://expedia.ca/things-to-do/milwaukee-scavenger-hunt-walking-tour-and-game.a49296611.activity-details) [See all activities in Waukesha](https://expedia.ca/things-to-do/search?rid=10170) ## 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app