
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.

Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,109, price is now CA $949 per person
CA $949
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,385 reviews)
Manager checked in on us personally! Beds were comfortable! Wished there was coffee in rooms instead of hallway.
Reviewed on Aug. 15, 2025

The Brewhouse Inn & Suites
Westown
Price was CA $1,224, price is now CA $1,000 per person
CA $1,000
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.4/10 Exceptional! (1,012 reviews)
Such a cool place! The room was spacious and clean, and it was a great location for exploring the city. Staff were super friendly, and the food and vibe of the restaurant were great!
Reviewed on Aug. 21, 2025

Kinn Guesthouse Downtown
Downtown Milwaukee
Price was CA $1,258, price is now CA $1,058 per person
CA $1,058
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.4/10 Exceptional! (287 reviews)
Room was great, location was great. Easy check in. Accessible room.
Only negative was I only had extremely hot water until my last day. They offered me a different room but it wasn’t as good as the one I was in so I stayed. I was totally fine with the hot water because the room itself was amazing
I would go back and stay here again/
Reviewed on Aug. 16, 2025

The Pfister Hotel
Downtown Milwaukee
Price was CA $1,190, price is now CA $1,004 per person
CA $1,004
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.6/10 Exceptional! (1,698 reviews)
Beautiful building and great service
Reviewed on Aug. 16, 2025
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 $98 per night from Sep 21 to Sep 22
CA $98
CA $111 total
Sep 21 - Sep 22
includes taxes & fees
7.2/10 Good! (438 reviews)
"It was just ok. Picked this place because it was close to where we needed to be. Room was clean and breakfast was ok. Would recommend."
Reviewed on Aug. 18, 2025

Doubletree by Hilton Pleasant Prairie Kenosha
11800 108th St, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Sep 14 to Sep 15
CA $142
CA $162 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (920 reviews)
"We always stay here when visiting the Renaissance Faire. Had a great time!"
Reviewed on Aug. 19, 2025

Fairfield Inn & Suites Kenosha Pleasant Prairie
10601 120TH AVENUE, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Sep 14 to Sep 15
CA $139
CA $158 total
Sep 14 - Sep 15
includes taxes & fees
9.2/10 Wonderful! (638 reviews)
"It was good"
Reviewed on Aug. 9, 2025
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.