Title: Pleasant Prairie Vacation Packages & Trips 2026 from CA $603 | 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. ![Skyview Inn](https://images.trvl-media.com/lodging/1000000/180000/173000/172957/452837cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Skyview Inn CA $603 per person May 29 - Jun 3 found 1 day ago Roundtrip flight included Montreal (YUL) to Milwaukee (MKE) 7.2/10 Good! (436 reviews) Duane stayed in contact via text, was very helpful and accommodating! The rooms are very clean, they don’t smell like mold, no bugs anywhere, and the beds are comfortable! Worth every penny! I will be staying here when I come back! There is a mexican place next door that rocks too! Great location for this little inn! Reviewed on Mar 15, 2026 ![Lake Lawn Resort](https://images.trvl-media.com/lodging/1000000/40000/34500/34462/9418c1f6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lake Lawn Resort CA $1,038 per person May 29 - Jun 3 found 1 day ago Roundtrip flight included Montreal (YUL) to Milwaukee (MKE) 9/10 Wonderful! (1,010 reviews) Lake Lawn has been around for well over 100 years. While the grounds are as expansive and lovely as always, major renovations have been done to the rooms, restaurant and common areas. Staff is friendly and professional from maintenance to front desk. While we went in what was the "off season" there were still enough options to make our stay worthwhile. Reviewed on Mar 21, 2026 ![Sky Lodge Inn & Suites](https://images.trvl-media.com/lodging/6000000/5790000/5781000/5780972/e237135c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sky Lodge Inn & Suites CA $803 per person May 29 - Jun 3 found 1 day ago Roundtrip flight included Montreal (YUL) to Milwaukee (MKE) 8.2/10 Very Good! (1,001 reviews) Did not have towels stocked for us, fridge was unplugged, and garbage found behind tv/microwave Reviewed on Mar 19, 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) Excellent service, very clean, nice amenities Reviewed on Mar 25, 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 ## 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 $93 CA $106 total Mar 30 - Mar 31 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=30%2F03%2F2026&endDate=31%2F03%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