Title: Pleasant Prairie Vacation Packages & Trips 2026 from CA $621 | Expedia.ca [Hotels in Pleasant Prairie](https://expedia.ca/Pleasant-Prairie-Hotels.d180854.Travel-Guide-Hotels)[Vacation Rentals in Pleasant Prairie](https://expedia.ca/Pleasant-Prairie-Vacation-Rentals.d180854.Travel-Guide-VacationRentals)[Pleasant Prairie Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasant-Prairie.d180854.Car-Rental-Guide) ![](https://images.trvl-media.com/place/180854/e52e064a-8ac0-4f10-9116-feda6e6ff45f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pleasant Prairie 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 Pleasant Prairie Vacation With plenty of highlights as well as hidden gems, this city is best experienced with a Pleasant Prairie vacation package. Find somewhere to stay in Camp Lake, which is great for fishing, walking and camping. Make your trip to Pleasant Prairie even more fun by going sightseeing. [Pleasant Prairie RecPlex](https://www.expedia.ca/Pleasant-Prairie-RecPlex-Pleasant-Prairie.d6335451.Vacation-Attraction), [Pleasant Prairie Premium Outlets](https://www.expedia.ca/Pleasant-Prairie-Premium-Outlets-Pleasant-Prairie.d6335447.Vacation-Attraction) and [Americas Action Territory Family Fun Park](https://www.expedia.ca/Americas-Action-Territory-Family-Fun-Park-Kenosha.d6334005.Vacation-Attraction) are some of the top attractions you'll want to explore. A few clicks is all it takes to build your perfect Pleasant Prairie vacation on Expedia. ## Top Pleasant Prairie 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/1000000/460000/454900/454842/1b9a247a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG CA $621 per person May 11 - May 14 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 8.8/10 Excellent! (546 reviews) Clean, excellent breakfast options for a hotel breakfast. Reviewed on Feb 16, 2026 ![Potawatomi Hotel & Casino](https://images.trvl-media.com/lodging/9000000/8480000/8475000/8474917/2e421f60_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Potawatomi Hotel & Casino Menomonee River Valley CA $1,148 per person May 10 - May 14 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 9/10 Wonderful! (1,417 reviews) Beautiful casino and great staff! Reviewed on Mar 27, 2026 ![The Pfister Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19467/169f18e6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Pfister Hotel Downtown Milwaukee CA $1,342 per person May 10 - May 14 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 9.6/10 Exceptional! (2,039 reviews) Beautiful lobby and close to everything downtown. Comfortable room. Room service was fantastic. Reviewed on Mar 24, 2026 ![Saint Kate - The Arts Hotel](https://images.trvl-media.com/lodging/1000000/30000/23300/23253/3a9f7f5d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Saint Kate - The Arts Hotel Downtown Milwaukee CA $1,313 per person May 10 - May 14 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Milwaukee (MKE) 9.8/10 Exceptional! (2,588 reviews) Great property, room was awesome Reviewed on Mar 26, 2026 ## Ready to book your vacation to Pleasant Prairie? Choose your dates ## Pleasant Prairie Hotel Deals ![Days Inn by Wyndham Pleasant Prairie Kenosha](https://images.trvl-media.com/lodging/1000000/40000/40000/39969/89e87f97_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Days Inn by Wyndham Pleasant Prairie Kenosha 7540 118th Ave Pleasant Prairie WI Fully refundableReserve now, pay when you stay CA $94 CA $107 total Mar 31 - Apr 1 includes taxes & fees 8.4/10 Very Good! (412 reviews) Welcomed pets. They served breakfest Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=39969&PinnedHotelID=39969&HadPinnedHotel=true®ionId=180854) ![Doubletree by Hilton Pleasant Prairie Kenosha](https://images.trvl-media.com/lodging/1000000/110000/105200/105109/0d8dd0dd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Doubletree by Hilton Pleasant Prairie Kenosha 11800 108th St Pleasant Prairie WI Fully refundableReserve now, pay when you stay CA $127 CA $144 total Apr 5 - Apr 6 includes taxes & fees 8.8/10 Excellent! (975 reviews) We got to the motel late after visiting a friend in a nursing home. Ate our supper at AJsResterant on 22nd Ave. Didnt get to the hotel till after 5pm. The room was clean. Noise in 601 was loud. Never got ti use the hot tub. We stayed in our room the rest of the night because we had a 3 hour ride ... Reviewed on Mar 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=105109&PinnedHotelID=105109&HadPinnedHotel=true®ionId=180854) ![Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG](https://images.trvl-media.com/lodging/1000000/460000/454900/454842/1b9a247a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG 7887 94th Ave Pleasant Prairie WI Fully refundable CA $151 CA $171 total Mar 29 - Mar 30 includes taxes & fees 8.8/10 Excellent! (547 reviews) Quiet place Reviewed on Mar 11, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=454842&PinnedHotelID=454842&HadPinnedHotel=true®ionId=180854) [See all 804 properties in Pleasant Prairie](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026®ionId=180854) 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) ## 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