Pleasant Prairie, WI

Travel Guide

A pond surrounded by grass and trees, with a wooden bridge in the background.
A lighthouse at sunset with a colorful sky and calm water.
A red lighthouse on a pier with a sunset sky.
Two children on a beach with an ocean view and a boat in the distance.
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
$56 nightly
The price is $63 total per night from Nov 1 to Nov 2
$63 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this family-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
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
$109 nightly
The price is $124 total per night from Oct 18 to Oct 19
$124 total
Oct 18 - Oct 19
Total with taxes and fees
Stay at this hotel in Pleasant Prairie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Doubletree by Hilton Pleasant Prairie Kenosha
Fairfield Inn & Suites Kenosha Pleasant Prairie

Fairfield Inn & Suites Kenosha Pleasant Prairie

3 out of 5
10601 120TH AVENUE Pleasant Prairie WI
$106 nightly
The price is $120 total per night from Oct 18 to Oct 19
$120 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Fairfield Inn & Suites Kenosha Pleasant Prairie
See all 787 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.
Pleasant 3-bedroom house with occupied basement separate entrance.

Pleasant 3-bedroom house with occupied basement separate entrance.

Mundelein IL
Stay at this vacation home in Mundelein. Enjoy laundry facilities and air conditioning. Popular attractions Lakeview Beach and Dock and Pine Meadow Golf Club ...
7.8/10 Good! (22 reviews)
"House was comfortable and clean perfect for what we needed. Only drawback was the parking. Trying to find parking on the street was difficult at times. We had 3 cars which made it hard. We often had to park down the block and walk to the house. Overall the place was nice and we would stay here ..."

Reviewed on Sep 23, 2026

Pleasant 3-bedroom house with occupied basement separate entrance.
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

Fox Lake IL
Book a stay at this family-friendly cottage in Fox Lake. Enjoy free WiFi, laundry facilities, and patios. Our guests praise the helpful staff in our reviews. ...
10/10 Exceptional! (125 reviews)
"We had an absolutely wonderful stay! The property was beautiful, clean, comfortable, and exactly as described. Everything was well-maintained, and the hosts were friendly, responsive, and made the entire experience easy and enjoyable.The location was perfect, and we really appreciated all the thoughtful ..."

Reviewed on Oct 6, 2026

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

Caledonia WI
Book a stay at this beach vacation home in Caledonia. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the helpful staff in our reviews. ...
9.8/10 Exceptional! (234 reviews)
"Great location and a great stay!"

Reviewed on Oct 8, 2026

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond
See all 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.

Stay near popular Pleasant Prairie attractions

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.
See properties

Frequently asked questions

Is Pleasant Prairie worth visiting?
Pleasant Prairie is worth visiting for its standout attractions, including the Pleasant Prairie RecPlex and Pleasant Prairie Premium Outlets, which offer activities and shopping. Travelers can also enjoy diverse local dining, with options for Italian and Asian cuisine.
When is the best time to visit Pleasant Prairie?
The best time to visit Pleasant Prairie is from May through September, when the weather is typically warm and pleasant. For fewer crowds and better value, the cooler months of December through March are a good option. During this time, you might experience snow, offering a different kind of travel experience.
What is Pleasant Prairie known for?
Pleasant Prairie is known for the Pleasant Prairie RecPlex, a prominent recreation complex. Travelers can also enjoy a popular shopping experience at the Pleasant Prairie Premium Outlets, which offers a wide selection of stores for retail therapy.
What is a good itinerary length for Pleasant Prairie?
A good itinerary length for Pleasant Prairie is one to two days to experience key highlights like the Pleasant Prairie RecPlex and the Pleasant Prairie Premium Outlets. An extended stay of up to three days allows travelers more time to explore these attractions and enjoy the local Italian, Asian, and North American dining options.
What are the top things to do in and around Pleasant Prairie?
Pleasant Prairie offers diverse experiences, from recreation to shopping:


What cuisines can you find in Pleasant Prairie?
In Pleasant Prairie you can find Italian cuisine, offering classic dishes such as pasta, pizza, lasagna, and risotto. Travelers can also enjoy a variety of other options, including Asian, North American, and Latin American flavors.
Can I book a refundable hotel in Pleasant Prairie?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Pleasant Prairie by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Pleasant Prairie with Expedia?
Expedia makes it easier to plan your Pleasant Prairie trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Pleasant Prairie?
The best choice depends on your travel style. Hotels in Pleasant Prairie can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Pleasant Prairie trip on Expedia?
Once you've booked your Pleasant Prairie trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Pleasant Prairie trip?
Expedia offers customer support before, during, and after your Pleasant Prairie trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Pleasant Prairie?
If it's your first trip to Pleasant Prairie, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Pleasant Prairie hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Pleasant Prairie hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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