
Pleasant Prairie Vacation Packages
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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, Pleasant Prairie Premium Outlets and Americas Action Territory Family Fun Park 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.

Sheraton Milwaukee Brookfield Hotel
Price was CA $1,276, price is now CA $1,122 per person
CA $1,122
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
8.4/10 Very good! (913 reviews)
Overall great hotel. No major concerns. The indoor pool was closed the entire time of our stay.
Reviewed on Jun 26, 2026

The Pfister Hotel
Downtown Milwaukee
Price was CA $1,923, price is now CA $1,318 per person
CA $1,318
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
9.6/10 Exceptional! (2,145 reviews)
Lovely place, so many art pieces throughout the building. The Bar's live music was also quite nice to listen to after 8pm. Although seating can be rough on their busy days.
Reviewed on Jun 28, 2026

Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,503, price is now CA $1,260 per person
CA $1,260
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
9.8/10 Exceptional! (2,669 reviews)
This hotel and the staff were fantastic from reservations all the way through check-out! Nacho and Fernanda at the front desk were great! The champagne welcome at check-in was a great way to kick off our anniversary night! The room was very clean and everything was in good order and full of unique little touches making it more interesting than a chain hotel. We appreciated our special surprise from the staff for our anniversary and felt that we made a great choice for our overnight. We were on the 4th floor and it was very quiet and peaceful and we liked our city view and that we could see out to the river just down the street. We could not hear any street noise and appreciated the great blackout curtains to keep the sunlight out in the morning. There is a parking garage right next to the hotel entrance. We parked there and then just brought our ticket to the front desk. We then had in-and-out privileges which made it easy for us to explore the city. Also, just a block away from the hotel is a restaurant called SafeHouse, which is a spy themed establishment and kind of a fun departure from the normal restaurant experience.T he employees all stay in character the entire time and you can even go on a scavenger hunt of clues if you want to take on the "assignment" while you are there! If you talk to the bartender at the hotel, he will tell you how to find the secret entrance because the restaurant does not have any signs!
Reviewed on Jun 28, 2026

Abbey Resort and Avani Spa
Price was CA $1,362, price is now CA $1,221 per person
CA $1,221
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
8.6/10 Excellent! (1,919 reviews)
There was so much walking. It was like a maze at the resort.!! also booked our trip on Expedia did not get the room that we were told we were gonna get with the continental breakfast. There was no continental breakfast however they did put us in a different room but we lost half a day.!
Reviewed on Jun 25, 2026

Potawatomi Hotel & Casino
Menomonee River Valley
Price was CA $1,339, price is now CA $1,229 per person
CA $1,229
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Milwaukee (MKE)
9.2/10 Wonderful! (1,554 reviews)
Very well maintained, beautiful rooms.
Reviewed on Jun 28, 2026
Pleasant Prairie Hotel Deals

Days Inn by Wyndham Pleasant Prairie Kenosha
7540 118th Ave Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Jul 5 to Jul 6
CA $110
CA $125 total
Jul 5 - Jul 6
includes taxes & fees
8.2/10 Very good! (485 reviews)
"There are no elevators and we had 2 large bags we had to carry upstairs. But the staff was helpful to help us carry oir bags. The location was convenient to the highway and a Walgreens and gas station"
Reviewed on Jun 28, 2026

Doubletree by Hilton Pleasant Prairie Kenosha
11800 108th St Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jul 5 to Jul 6
CA $168
CA $191 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (994 reviews)
"*"
Reviewed on Jun 9, 2026

Fairfield Inn & Suites Kenosha Pleasant Prairie
10601 120TH AVENUE Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jul 12 to Jul 13
CA $168
CA $190 total
Jul 12 - Jul 13
includes taxes & fees
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







