Title: Pewaukee Vacation Packages & Trips 2026 from CA $647 | Expedia.ca [Pewaukee Travel Guide](https://expedia.ca/Pewaukee.dx145269)[Hotels in Pewaukee](https://expedia.ca/Pewaukee-Hotels.d145269.Travel-Guide-Hotels)[Vacation Rentals in Pewaukee](https://expedia.ca/Pewaukee-Vacation-Rentals.d145269.Travel-Guide-VacationRentals)[Pewaukee Car Rentals](https://expedia.ca/Car-Rentals-In-Pewaukee.d145269.Car-Rental-Guide) ![](https://images.trvl-media.com/place/145269/d907e000-00e8-425c-a1ab-0be06dea5e38.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pewaukee 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 Pewaukee Vacation Say bye-bye to the worries of planning and hello to a Pewaukee vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with Halls Park, which is good for nature, watersports and views. Fill your free time with visits to [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), some of the attractions you simply have to see during your trip to Pewaukee. Expedia has what you need to escape your daily routine. Tailor your vacation to Pewaukee to suit your style of travel, whatever that may look like. ## Top Pewaukee 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 Pewaukee? Choose your dates ## Pewaukee Hotel Deals ![Wildwood Lodge](https://images.trvl-media.com/lodging/1000000/70000/62400/62392/f6965ade_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wildwood Lodge N14 W24121 Tower Place Pewaukee WI Fully refundableReserve now, pay when you stay CA $110 CA $124 total Feb 16 - Feb 17 includes taxes & fees 8.4/10 Very Good! (1,003 reviews) Fantastic staff, cute hotel, good breakfast. We enjoyed the hot tub and the adults only hour. The only thing that was odd was that there was no place to hang clothes. We will stay again. Reviewed on Feb 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=62392&PinnedHotelID=62392&HadPinnedHotel=true®ionId=145269) ![The Ingleside Hotel](https://images.trvl-media.com/lodging/1000000/900000/894100/894006/8211d654_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Ingleside Hotel 2810 Golf Road Pewaukee WI Fully refundableReserve now, pay when you stay CA $146 CA $165 total Feb 8 - Feb 9 includes taxes & fees 8.4/10 Very Good! (763 reviews) Parking was easy. Reviewed on Jan 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=894006&PinnedHotelID=894006&HadPinnedHotel=true®ionId=145269) ![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=145269) [See all 1,275 properties in Pewaukee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=145269) 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 Pewaukee ![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 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 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 Pewaukee ![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 Pewaukee](https://expedia.ca/things-to-do/search?rid=145269) ## 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