Pleasant Prairie Vacations from $497
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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.
Kinn Guesthouse Downtown
Downtown Milwaukee
$879
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
9.4/10 Exceptional! (432 reviews)
Interesting concept, wasn't sure at first but really liked it in the end, it's done through codes, etc. No one really at a front desk, but it's OK.
The room was great, very comfortable bed and a great shower.
Location is excellent, close to the public market and other fun things.
Parking is off site, about a half block away, very easy but if it's terrible weather, plan accordingly.
The common kitchen is great. Coffee and tea available, your own spot in the fridge, etc. When we were there, a family was having their after wedding breakfast in the space and it accommodated about 20 just fine.
Would absolutely stay again and recommend.
Reviewed on Oct 10, 2026
Landing Apartments at Mayfair Collection
Wauwatosa
$607
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
10/10 Exceptional! (4 reviews)
Not as great as I expected I would give it 7/10 at best - I did communicate my thoughts with the host and he was very receptive and very friendly
Reviewed on Oct 4, 2026
Plymouth Suites Hotel
$683
per person
Dec 22 - Dec 28
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Milwaukee (MKE)
7.4/10 Good! (73 reviews)
There is no staff just the room cleaning person who gets the rooms ready and she was nice. Otherwise it is all done by smart phone
Reviewed on Oct 10, 2026
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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 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 Hotel Deals
Days Inn by Wyndham Pleasant Prairie Kenosha
7540 118th Ave Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$56 nightly
$63 total
Nov 1 - Nov 2
Total with taxes and fees
Doubletree by Hilton Pleasant Prairie Kenosha
11800 108th St Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$108 nightly
$122 total
Nov 1 - Nov 2
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"Would definitely stay here again!"
Reviewed on Oct 8, 2026
Fairfield Inn & Suites Kenosha Pleasant Prairie
10601 120TH AVENUE Pleasant Prairie WI
Fully refundableReserve now, pay when you stay
$102 nightly
$115 total
Oct 18 - Oct 19
Total with taxes and fees
9.2/10 Wonderful! (747 reviews)
"Judy! I have never met such a wonderful person as her! What a joy she is! Huge smile on her face and just the best person we have ever came across traveling. We can’t wait to see her again next time!! Thank you Judy if you see this!! ❤️❤️❤️❤️ Everyone was very nice and friendly!"
Reviewed on Oct 10, 2026
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 $497 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.
