Deals on vacations and trips to Pleasant Prairie

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DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
per person
Jul 31 - Aug 5
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport

3 out of 5
per person
Jul 31 - Aug 5
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. Self parking, a business center, and a grocery/convenience store are also offered.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
per person
Jul 31 - Aug 5
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
This smoke-free hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and a library are also on offer.
Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
per person
Jul 31 - Aug 5
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
This hotel features self parking and free WiFi in public areas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Express check-in, express check-out, and luggage storage are also on offer.
Hampton Inn by Hilton Milwaukee Northwest

Hampton Inn by Hilton Milwaukee Northwest

2.5 out of 5
per person
Jul 31 - Aug 5
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A snack bar/deli, express check-in, and express check-out are also on offer.

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
Get rates
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.
Super 8 by Wyndham Kenosha/Pleasant Prairie

Super 8 by Wyndham Kenosha/Pleasant Prairie

2 out of 5
7601 118th Ave, Pleasant Prairie, WI
Free Cancellation
Reserve now, pay when you stay
Get rates
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.
Fairfield Inn & Suites Kenosha Pleasant Prairie

Fairfield Inn & Suites Kenosha Pleasant Prairie

2.5 out of 5
10601 120TH AVENUE, Pleasant Prairie, WI
Free Cancellation
Reserve now, pay when you stay
Get rates
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.
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
Get rates
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 laundry facilities and wedding services are also offered.
Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG

2.5 out of 5
7887 94th Ave, Pleasant Prairie, WI
Free Cancellation
Get rates
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. Guests will appreciate freebies like self-serve breakfast and free self parking.
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
Get rates
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.
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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.

Popular places to visit

Pleasant Prairie RecPlex

4.5/5(47 reviews)

Catch an event at Pleasant Prairie RecPlex during your trip to Pleasant Prairie. Wander the lakeside in this family-friendly area.

Pleasant Prairie RecPlex

Pleasant Prairie Premium Outlets

4.5/5(196 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.

Pleasant Prairie Premium Outlets

Jelly Belly Center

Take the family on an outing to Jelly Belly Center during your trip to Pleasant Prairie. While you're in the area, stroll along the lakeside.

Jelly Belly Center

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 $478. 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

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