Pleasant Prairie Vacations from ￥178,444

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The Latest Pleasant Prairie Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Sturtevant/Racine

Super 8 by Wyndham Sturtevant/Racine

2 out of 5
per person
Oct 23 - Oct 27
found 6 hours ago
Roundtrip flight included
Fukuoka (FUK) to Milwaukee (MKE)
7.6/10 Good! (591 reviews)
Nice pool and hot tub

Reviewed on May 29, 2025

Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

3 out of 5
Halyard Park
per person
Oct 23 - Oct 27
found 8 hours ago
Roundtrip flight included
Fukuoka (FUK) to Milwaukee (MKE)
5.8/10 (1,004 reviews)
Clean and convenient.

Reviewed on Jul 31, 2025

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
per person
Sep 30 - Oct 3
found 15 hours ago
Roundtrip flight included
Komatsu (KMQ) to Milwaukee (MKE)
9.8/10 Exceptional! (2,368 reviews)
Saint Kate is a beautiful, funky hotel with one of the best beds I've ever slept on.

Reviewed on Aug 2, 2025

DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
per person
Oct 17 - Oct 21
found 15 hours ago
Roundtrip flight included
Fukuoka (FUK) to Milwaukee (MKE)
8.4/10 Very Good! (1,000 reviews)
Older property, friendly staff

Reviewed on Jul 14, 2025

Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport

3 out of 5
per person
Oct 17 - Oct 21
found 15 hours ago
Roundtrip flight included
Fukuoka (FUK) to Milwaukee (MKE)
9.2/10 Wonderful! (1,001 reviews)
Everything about our room was great. Very clean, and with the exception of a couple of kids having running races down the hall in the morning, it was a very quiet night. It was quite amazing considering we were right by the airport. Staff were very courteous and friendly. As we were in town for an event and it was just an overnight stay, we didn't use any other amenities. That said, I would absolutely consider this property again for such a visit or if we had an early flight out of Milwaukee. The only thing that we felt could be better was to include parking in the room rate. The extra $10.00/night parking fee to self park in the lot in front of the hotel makes you feel like you're being "nickled & dimed". We've never stayed in this type of property and had to pay extra for parking.

Reviewed on Jul 31, 2025

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 ￥11,285 per night from Sep 1 to Sep 2
￥11,285
￥12,808 total
Sep 1 - Sep 2
includes taxes & fees
7.2/10 Good! (419 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 ￥16,162 per night from Aug 10 to Aug 11
￥16,162
￥18,344 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (913 reviews)
"Clean and friendly."

Reviewed on Jul 20, 2025

Doubletree by Hilton Pleasant Prairie Kenosha
Fairfield Inn & Suites Kenosha Pleasant Prairie

Fairfield Inn & Suites Kenosha Pleasant Prairie

2.5 out of 5
10601 120TH AVENUE, Pleasant Prairie, WI
Fully refundableReserve now, pay when you stay
The price is ￥16,086 per night from Aug 17 to Aug 18
￥16,086
￥18,258 total
Aug 17 - Aug 18
includes taxes & fees
9.2/10 Wonderful! (634 reviews)
Great stay
"Very good bargain. A spacious bathroom, clean room, and nice staff"

Reviewed on Jul 28, 2025

Fairfield Inn & Suites Kenosha Pleasant Prairie
See all 720 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.

Discover the most popular places to visit in Pleasant Prairie

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 Premium Outlets

Frequently asked questions

How much does a Pleasant Prairie vacation package cost?
Offering great value package deals from ￥178,444 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.