Pleasant Prairie Vacations

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Find the Best Pleasant Prairie Vacation Packages

Pleasant Prairie Hotel Deals

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 ₩104,847 per night from Sep 7 to Sep 8
₩104,847
₩119,002 total
Sep 7 - Sep 8
includes taxes & fees
7.2/10 Good! (424 reviews)
"Good"

Reviewed on Jul 29, 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
Fully refundableReserve now, pay when you stay
The price is ₩151,909 per night from Sep 4 to Sep 5
₩151,909
₩172,416 total
Sep 4 - Sep 5
includes taxes & fees
8.6/10 Excellent! (915 reviews)
"Clean and friendly."

Reviewed on Jul 20, 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 ₩98,918 per night from Aug 17 to Aug 18
₩98,918
₩112,271 total
Aug 17 - Aug 18
includes taxes & fees
6.4/10 (1,007 reviews)
"Clean property"

Reviewed on Aug 5, 2025

Super 8 by Wyndham Kenosha/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 vacation package cost?
Offering great value package deals 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?
If you're looking to score a cheap Pleasant Prairie vacation 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 vacation 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 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.
How to plan a trip to Pleasant Prairie?

  1. Choose when to get away: Check your diary and get packing. Your favorite time of year and the activities available will also help you decide when to vacation 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 personalized Pleasant Prairie vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.