Pleasant Prairie Vacations from $709
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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
$709
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (1,004 reviews)
Excellent stay. Staff very pleasant and helpful. Morning omelet great. Location great. Only negative was bed pillows.
Reviewed on Aug 14, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
$828
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Milwaukee (MKE)
9.8/10 Exceptional! (2,658 reviews)
Very interesting hotel with the art vibe. Interesting architecture. Very helpful staff. Clean. Bustling little bar and music in the lobby. Refreshing and different.
Reviewed on Aug 17, 2026
Kinn Guesthouse Downtown
Downtown Milwaukee
$965
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9.4/10 Exceptional! (391 reviews)
Such a pleasure to stay here! It is so well decorated and inviting--there is a full kitchen, sitting area, and community space on each floor. And the rooms were cozy, comfortable, and pretty well soundproofed. Highly recommend!
Reviewed on Aug 17, 2026
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Pleasant Prairie RecPlex
8.6/10 (146 reviews)
America's largest municipal recreation facility offers an Olympic-sized pool, ice rinks, and indoor water park under one roof. Enjoy aquatic thrills or glide across pristine ice in this sports paradise.
Pleasant Prairie Premium Outlets
9.0/10 (385 reviews)
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 Hotel Deals
Days Inn by Wyndham Pleasant Prairie Kenosha
7540 118th Ave Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$61 nightly
$69 total
Sep 14 - Sep 15
Total with taxes and fees
8/10 Very Good! (546 reviews)
"The staff was never available to assist. The breakfast was questionable. The floor of the room left our feet black and when we looked up the hotel afterward it said the nightly stay was $67 but through Expedia it was $400 for 2 nights. The most concerning part was the hotel was a live in hotel and ..."
Reviewed on Aug 18, 2026
Doubletree by Hilton Pleasant Prairie Kenosha
11800 108th St Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$122 nightly
$139 total
Aug 30 - Aug 31
Total with taxes and fees
Fairfield Inn & Suites Kenosha Pleasant Prairie
10601 120TH AVENUE Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$118 nightly
$134 total
Aug 23 - Aug 24
Total with taxes and 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.
Find the Best Pleasant Prairie Vacation Packages
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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Frequently asked questions
How much does a Pleasant Prairie vacation package cost?
Offering great value package deals from $709 on Expedia, you'll be thrilled with how little a vacation to Pleasant Prairie costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Pleasant Prairie?
January, February and November are the best times to look for cheap Pleasant Prairie vacation packages. Traveling in less busy months means you can generally find reduced prices on accommodations and flights.
How many days is enough for Pleasant Prairie?
Typically, a handful of days is enough to check out the top sights during your Pleasant Prairie vacation. But if you'd like to have more time to chill out or take day trips, think about extending your trip.
Is it worth booking a vacation package to Pleasant Prairie?
Pleasant Prairie is a good vacation destination with attractions like Pleasant Prairie RecPlex among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Pleasant Prairie vacation promises a good time for everyone.
How to find the best Pleasant Prairie package deals?
Use Expedia's filters to help you find some terrific Pleasant Prairie package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Pleasant Prairie package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Pleasant Prairie vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Pleasant Prairie vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Pleasant Prairie?
If you've got your Pleasant Prairie travel dates confirmed, book early to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Pleasant Prairie vacation packages?
Set off on your dream escape to Pleasant Prairie with our Book Now, Pay Later vacations. No need to scrimp and save or hold off until your next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snap up travel deals before they sell out.
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- University of Wisconsin-Parkside
- Visit Lake Geneva
- Discovery World
- Smolenski Park
- Stewart-Mcbride Park
- Johnson Wax Headquarters
- Petrifying Springs Park
- St. Nicholas Church
- Kenosha History Center
- Somers Vacations
- Dekoven Center
- Visit Pleasant Prairie
- Pleasant Prairie RecPlex
- Kenosha Vacations
- Franksville Park
- Racine Masonic Center
- Visit Kenosha
- Thomas P. Hardy House
- Keland House
- Wingspread
- Carthage College
- Colonial Park
- Dinosaur Discovery Museum
- Civil War Museum
- Pleasant Prairie Premium Outlets
- Racine Zoological Gardens
- America's Action Territory Family Fun Park
- Wilmot Mountain
- Simmons Island Beach
- Miller Brewery
- Silver Lake Vacations
- Wilmot Vacations
- Regency Mall
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
