TOP Family-Friendly Hotels in Pleasant Prairie, WI for 2026

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Our top choices for Pleasant Prairie family-friendly hotels

Days Inn by Wyndham Pleasant Prairie Kenosha

Pleasant Prairie

Family memories await at this action-ready hotel where kids thrive just steps from the fun park and daily adventures begin.

Rp1.563.799 total

includes taxes & fees

31 May - 1 Jun

Doubletree by Hilton Pleasant Prairie Kenosha

Pleasant Prairie

Rp2.566.936 total

includes taxes & fees

28 Jun - 29 Jun

Baymont Inn & Suites by Wyndham Richmond

Richmond

Family fun begins at this welcoming hotel with free cots and rollaway beds near Millennium Park.

Rp1.856.479 total

includes taxes & fees

1 Jun - 2 Jun

Waterfront Hotel and Marina

McHenry

Rp1.757.711 total

includes taxes & fees

3 Jun - 4 Jun

SureStay by Best Western Mount Pleasant Racine

Mount Pleasant

Rp1.577.904 total

includes taxes & fees

7 Jun - 8 Jun

Holiday Inn Express & Suites Zion by IHG

Zion

Rp1.896.519 total

includes taxes & fees

7 Jun - 8 Jun

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Choose what matters most at family-friendly hotels in Pleasant Prairie

Breakfast included

Pool

Top Pleasant Prairie Hotel Reviews

Great Wolf Lodge Illinois

6/10 Okay

"The people who were working here OUTSTANDINGLY KIND, and EXCELLENT at their jobs. They honestly cared about making our stay here work out ."

Sonesta Simply Suites Chicago Libertyville

8/10 Good

"Positives: Spacious rooms and nice staff. On the other hand, the room wasn’t very clean. The fridge was dirty inside, the remote control was greasy and had food marks. There was wet toilet paper on the side of the toilet and the bathroom walls and the bed was hard. We stayed one night for a soccer tournament and unfortunately I don’t think I would have been able to sleep there another night."

Days Inn by Wyndham Pleasant Prairie Kenosha

2/10 Terrible

"Unfortunately I can not leave a good review for this hotel.. although the staff were excellent, the conditions of the hotel were terrible. The hallways smelled horrible and were not clean. Our room was disgusting the floors and bathroom… I had to ask the staff for a broom and mop and after having to wash the mop like 10 times I was able to use it. Once I started cleaning the hotel room floor I had to change the water like 3 times because it was that dirty... Breakfast was not that great and the breakfast area was also very dirty, staff mentioned it’s because they won’t hire enough personnel so front desk has to also focus on the breakfast area. I was very disappointed in my stay next time I visit Kenosha I will make sure not to stay here again."

Frequently asked questions

What's Pleasant Prairie like for family-friendly holidays?

The budget-friendly destination of Pleasant Prairie is a good choice if you've been considering a getaway with your children. The cycling trails, lake views and swimming spots are just some of the things that make this the perfect spot for family trips. Fly into Kenosha, WI (ENW-Kenosha Regional), which is the closest airport, or Milwaukee, WI (MKE-General Mitchell Intl.), which is located 27.4 mi (44 km) from the city centre.

What's the best family accommodation in Pleasant Prairie?

Days Inn by Wyndham Pleasant Prairie Kenosha is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families.

When's the best time to book a family-friendly holiday in Pleasant Prairie?

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.

What's there to see and do with your family in Pleasant Prairie?

While you and your family are holidaying in Pleasant Prairie, you may want to visit some family-friendly attractions such as Pleasant Prairie RecPlex and Pleasant Prairie Premium Outlets. Make sure that you have plenty of time to take in activities in the area such as Naval Base Great Lakes and Six Flags Great America.

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Change your mind

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Check availability on Pleasant Prairie Family-Friendly Hotels

Our top choices for Pleasant Prairie family-friendly hotels

Days Inn by Wyndham Pleasant Prairie Kenosha