Pleasant Prairie Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Pleasant Prairie

Days Inn by Wyndham Pleasant Prairie Kenosha
Days Inn by Wyndham Pleasant Prairie Kenosha
2.5 out of 5
7540 118th Ave, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
The price is S$114 per night from 10 Aug to 11 Aug
S$114
10 Aug - 11 Aug
includes taxes & fees
7.2/10 Good! (398 reviews)
"Nice location: shopping spots, food spots are easily accessible around the location area"

Reviewed on 9 Jul, 2025

Days Inn by Wyndham Pleasant Prairie Kenosha
Doubletree by Hilton Pleasant Prairie Kenosha
Doubletree by Hilton Pleasant Prairie Kenosha
4 out of 5
11800 108th St, Pleasant Prairie, WI
The price is S$159 per night from 3 Aug to 4 Aug
S$159
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (902 reviews)
"Very quiet. Comfortable bed. Everything was great exceot the refrigerator smelled like old fish."

Reviewed on 12 Jul, 2025

Doubletree by Hilton Pleasant Prairie Kenosha
Super 8 by Wyndham Kenosha/Pleasant Prairie
Super 8 by Wyndham Kenosha/Pleasant Prairie
2 out of 5
7601 118th Ave, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
The price is S$105 per night from 10 Aug to 11 Aug
S$105
10 Aug - 11 Aug
includes taxes & fees
6.4/10 (1,004 reviews)
"It was easy to check in ahead of time."

Reviewed on 21 Jun, 2025

Super 8 by Wyndham Kenosha/Pleasant Prairie
See all 736 properties in Pleasant Prairie
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.

Frequently asked questions

How much does a Pleasant Prairie holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Pleasant Prairie costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Pleasant Prairie?
If you're looking to score a cheap Pleasant Prairie holiday package, consider planning a trip in February, November and December. You're likely to find lower prices on hotels and flights during these quieter months --- perfect for a budget-friendly break.
How many days is enough for Pleasant Prairie?
The ideal duration of your Pleasant Prairie holiday depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to hit all the leading attractions and discover some hidden spots along the way.
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 holiday package well in advance.
Is it cheaper to book a Pleasant Prairie holiday as a package?
Expedia holiday 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 personalised Pleasant Prairie holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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 travelling on a whim.
How to plan a trip to Pleasant Prairie?

  1. Choose when to get away: Check your diary and get packing. Your favourite time of year and the activities available will also help you decide when to holiday in Pleasant Prairie.
  2. Set a budget: Factor in costs like flights, meals and transportation when calculating how much to set aside for your trip to Pleasant Prairie. Then, select a hotel that works with your budget, whether that's an affordable option or a swankier getaway.
  3. Decide your trip length: Consider how long you want to spend discovering Pleasant Prairie. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalised Pleasant Prairie holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.