Deals on vacations and trips to Pleasant Prairie

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Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Kenosha/Pleasant Prairie

Super 8 by Wyndham Kenosha/Pleasant Prairie

2 out of 5
Price was $511, price is now $450 per person
$450
per person
Sep 1 - Sep 6
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Free parking, laundry facilities, and barbecue grills are also on offer.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,853, price is now $1,075 per person
$1,075
per person
Sep 10 - Sep 15
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Milwaukee (MKE)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 3 bars/lounges and enjoy the 24-hour gym.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
Price was $1,040, price is now $806 per person
$806
per person
Sep 10 - Sep 15
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Milwaukee (MKE)
This boutique hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. WiFi in public areas is free.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was $1,230, price is now $1,030 per person
$1,030
per person
Sep 10 - Sep 15
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Milwaukee (MKE)
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $1,197, price is now $1,043 per person
$1,043
per person
Sep 10 - Sep 15
found 1 hour ago
Roundtrip flight included
Nashville (BNA) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

Top Pleasant Prairie hotels 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
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $81 total per night
$81 total
Jul 27 - Jul 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Breakfast included
Pet friendly
Doubletree by Hilton Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha

4 out of 5
11800 108th St Pleasant Prairie WI
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $139 total per night
$139 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. There's a hot tub on site, and a 24-hour front desk and a snack bar/deli are also provided.
Pool
Hot Tub
Fairfield Inn & Suites Kenosha Pleasant Prairie

Fairfield Inn & Suites Kenosha Pleasant Prairie

3 out of 5
10601 120TH AVENUE Pleasant Prairie WI
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $124 total per night
$124 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
$149 nightly
The price is $170 total per night
$170 total
Aug 17 - Aug 18
Total with taxes and fees
Free water park access, 5 restaurants, and 6 indoor pools are all featured at this smoke-free resort. Bring the family and enjoy the lazy river, bowling alley, and mini golf. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Pool
Restaurant
DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

4 out of 5
510 E IL Route 83 Mundelein IL
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $120 total per night
$120 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Pet friendly
Best Western Executive Inn Kenosha/Pleasant Prairie

Best Western Executive Inn Kenosha/Pleasant Prairie

2.5 out of 5
7220 122nd Ave Kenosha WI
Free Cancellation
Reserve now, pay when you stay
$82 nightly
The price is $92 total per night
$92 total
Aug 2 - Aug 3
Total with taxes and fees
A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the indoor pool and free perks like buffet breakfast and free self parking.
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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 RecPlex

8.6/10 (146 reviews)
Catch an event at Pleasant Prairie RecPlex during your trip to Pleasant Prairie. Wander the lakeside in this family-friendly area.
See properties

Frequently asked questions

How much are vacation packages to Pleasant Prairie?
Travelocity offers great package deals to Pleasant Prairie, including flights and hotels, starting from as low as $450. With all the extra money, you could book some cool tours or possibly add a few extra days to your vacation.
How long should my Pleasant Prairie vacation be?
Typically, 2 nights is what many visitors book for their Pleasant Prairie vacation. That's a good guide, but there's loads more to discover if you give yourself a few extra days.
Where can I get the best vacation package deals for Pleasant Prairie?
Travelocity is the only place you need to go to score a terrific Pleasant Prairie package deal. Take your pick of 400 airlines and 1,000,000 properties across the globe and create a vacation package that fits your style. With this amount of choice at your fingertips, you'll have plenty of inspiration for your next great escape.
Why should I book my Pleasant Prairie vacation bundle with Travelocity?
Incredible savings, countless breathtaking destinations and 24/7 customer service — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.
Will I save money on my Pleasant Prairie car rental if I book it with hotels and flights?
Bundling your hotel, car and flight into a Pleasant Prairie vacation package is an excellent way to score an amazing deal. Plus, having your own wheels gives you freedom to make your way to all those big sights you're eager to check out. Sitting 45 mi away from Pleasant Prairie, Wrigley Field is one place that should have a place on your itinerary. Top up the tank and make a day trip of it.
Which airport is best for Pleasant Prairie?
Many travelers choose to fly into O'Hare Intl. Airport (ORD), 40 mi south of downtown Pleasant Prairie. Others prefer Midway Intl. Airport (MDW) (55 mi away from central Pleasant Prairie) or General Mitchell Intl. Airport (MKE) (25 mi away from central Pleasant Prairie).
Where should I stay when visiting Pleasant Prairie?
The Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha, an IHG Hotel is recommended by many visitors. Book soon before it's too late.

Photos of local treasures

Browse Pleasant Prairie vacation photos for more inspiration

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.