Hotels with Pool & Resorts in Pleasant Prairie from AU$109

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Best Pleasant Prairie Hotels with Pool

Doubletree by Hilton Pleasant Prairie Kenosha
Indoor pool, open 7:00 AM to 11:00 PM, pool loungers

Doubletree by Hilton Pleasant Prairie Kenosha

4.0 star property
8.8 out of 10, Excellent, (840)
"There is quite a bit of road noise and the restaurant wasn't open one morning. We enjoyed the bar and restaurant when we did go. Food was very good, friendly staff."
The price is AU$173
includes taxes & fees
12 Dec - 13 Dec
Doubletree by Hilton Pleasant Prairie Kenosha
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha, an IHG Hotel
Property entrance

Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha, an IHG Hotel

2.5 star property
8.8 out of 10, Excellent, (479)
"There were some kids running in the hallways after my night. "
The price is AU$165
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha, an IHG Hotel
Days Inn by Wyndham Pleasant Prairie Kenosha
Premium bedding, desk, laptop workspace, iron/ironing board

Days Inn by Wyndham Pleasant Prairie Kenosha

2.5 star property
7.2 out of 10, Good, (281)
"Good"
The price is AU$109
includes taxes & fees
2 Dec - 3 Dec
Days Inn by Wyndham Pleasant Prairie Kenosha
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.
Don't see what you're looking for?
See all available properties in Pleasant Prairie
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

What's it like visiting Pleasant Prairie?
If lounging by a pool is your idea of a great holiday, you might want to think about family-friendly Pleasant Prairie, which has 5 places to stay with pools. While you’re visiting, you can explore sights such as Jelly Belly Center and Pleasant Prairie RecPlex, and then relax and unwind poolside at one of the accommodation options in Pleasant Prairie that guests like for their pools.
What are some accommodation options with pools in Pleasant Prairie?
Days Inn by Wyndham Pleasant Prairie Kenosha: Offers a snack bar/deli, an indoor pool and complimentary high-speed (wired) Internet access. Doubletree by Hilton Pleasant Prairie Kenosha: Provides daily, an indoor pool and free self parking. Fairfield Inn & Suites Kenosha Pleasant Prairie: Offers daily, an indoor pool and free self parking. Super 8 by Wyndham Kenosha/Pleasant Prairie: Hotel located near Six Flags Great America. Features continental, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha, an IHG Hotel: Hotel, 3-minute walk from Gurnee Mills. Offers a snack bar/deli, an indoor pool and full.
How many hotels with pools are there in Pleasant Prairie?
Expedia has 5 hotels in Pleasant Prairie for your poolside break.
What is there to see and do in Pleasant Prairie?
Explore places such as Lake Michigan while you’re in Pleasant Prairie. Spend some time experiencing the great outdoors at Spring Bluff Forest Preserve and North Point Marina Beach. The restaurants and shopping are just some of the things to enjoy while you’re in the area.
When is the best time to book a hotel with a pool in Pleasant Prairie?
Taking the local weather in Pleasant Prairie into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. Average annual precipitation for Pleasant Prairie is 1101 mm.