Pleasant Prairie Vacations from $431
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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.
The Latest Pleasant Prairie vacation packages
Price found within the past 48 hours. Click for updated prices.
County Clare Irish Hotel & Pub
Downtown Milwaukee
Price was $553, price is now $431 per person
$431
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.6/10 Exceptional! (1,008 reviews)
The room was great. The bathroom is sectioned off with dividers rather than separate (the toilet has a door). Parking was tight and info said if you had to double park to give your keys to staff to move your car if necessary (thankfully we found a spot). We had dinner in the pub and our server was incredibly nice. Breakfast was complimentary in the pub; it was fairly limited (various bread and fruit) but they made great omelets.
Reviewed on Oct 13, 2025
Potawatomi Hotel & Casino
Price was $709, price is now $533 per person
$533
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9/10 Wonderful! (1,362 reviews)
The variety of food options were very nice to have .
Reviewed on Oct 13, 2025
The Iron Horse Hotel
Fifth Ward
Price was $859, price is now $652 per person
$652
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,014 reviews)
The hotel was beautiful. The fan in my room was loud but I didn’t want to change rooms because I am lazy. There was also gum in the cups for coffee that I didn’t notice until after I used the cup. Not ur fault. Everything was good otherwise. Nice bed and bedding. Good food I ordered at the restaurant and walking around was some good options for coffee and food.
Reviewed on Oct 14, 2025
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was $609, price is now $469 per person
$469
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.8/10 Exceptional! (2,405 reviews)
10/10 the absolute best hotel I have ever stayed in.
Reviewed on Oct 14, 2025
Kinn Guesthouse Bay View
Bay View
Price was $629, price is now $488 per person
$488
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)
9.6/10 Exceptional! (411 reviews)
Fun location. Fun interior. Bay View has a strip of stores, lots of food options and one right downstairs.
Room was fun though TV would not turn off unless you unplugged (and I was traveling with high tech daughter so it wasn’t just me). Also a fan blew constantly even when air off and no call for heat. Okay for white noise if that’s your thing:) I do love reimagining older buildings so yes, would stay again if in Milwaukee.
Reviewed on Oct 13, 2025
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Pleasant Prairie Premium Outlets
During your trip to Pleasant Prairie, you can do some window-shopping at Pleasant Prairie Premium Outlets. Wander the lakeside in this family-friendly area.
Pleasant Prairie RecPlex
Catch an event at Pleasant Prairie RecPlex during your trip to Pleasant Prairie. Wander the lakeside in this family-friendly area.
Jelly Belly Center
Take the family on an outing to Jelly Belly Center during your trip to Pleasant Prairie. While you're in the area, stroll along the lakeside.
Pleasant Prairie Hotel Deals
Days Inn by Wyndham Pleasant Prairie Kenosha
7540 118th Ave, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Oct 19 to Oct 20
$81 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (314 reviews)
"Polite staff. Room met expectations. Good location and cost."
Reviewed on Oct 8, 2025
Doubletree by Hilton Pleasant Prairie Kenosha
11800 108th St, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $134 total per night from Oct 26 to Oct 27
$134 total
Oct 26 - Oct 27
Total with taxes and fees
8.6/10 Excellent! (931 reviews)
"Staff was nice room was clean and it was very quiet"
Reviewed on Oct 4, 2025
Fairfield Inn & Suites Kenosha Pleasant Prairie
10601 120TH AVENUE, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $115 total per night from Nov 9 to Nov 10
$115 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (649 reviews)
"There was a glitch in the system and the lady at the front desk helped me out at no extra charge."
Reviewed on Oct 6, 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.
Pleasant Prairie Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | General Mitchell Intl. Airport (MKE) |
Population | 20,700 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Simmons Island Beach, Kenosha Public Museum and Americas Action Territory Family Fun Park |
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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.