Deals on vacations and trips to Pleasant Prairie

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Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

3 out of 5
Halyard Park
Price was $352, price is now $305 per person
$305
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free full breakfast, free self parking, and a free area shuttle. Business travelers can take advantage of the free WiFi in public areas. Luggage storage, laundry facilities, and concierge services are also on offer.
Washington House Inn

Washington House Inn

4 out of 5
Price was $566, price is now $467 per person
$467
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Milwaukee (MKE)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free buffet breakfast each morning. A business center, a lobby fireplace, and a library are also on offer.
Dubbel Dutch

Dubbel Dutch

3 out of 5
Downtown Milwaukee
Price was $614, price is now $508 per person
$508
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
The Delafield Hotel

The Delafield Hotel

4 out of 5
Price was $640, price is now $538 per person
$538
per person
Dec 5 - Dec 7
found 5 hours ago
Roundtrip flight included
Minneapolis (MSP) to Milwaukee (MKE)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Beautiful Luxury Suite B Shorewood Home

Beautiful Luxury Suite B Shorewood Home

4 out of 5
Shorewood
Price was $680, price is now $588 per person
$588
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Milwaukee (MKE)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills 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
$76 nightly
The price is $86 total per night
$86 total
Sep 15 - Sep 16
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
Oct 12 - Oct 13
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 laundry facilities and wedding services are also offered.
Pool
Hot Tub
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
$101 nightly
The price is $115 total per night
$115 total
Sep 21 - Sep 22
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.
Pool
Breakfast included
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
$72 nightly
The price is $82 total per night
$82 total
Sep 14 - Sep 15
Total with taxes and fees
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.
Breakfast included
Parking included
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
$130 nightly
The price is $148 total per night
$148 total
Sep 21 - Sep 22
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. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included
Hotel Indigo Chicago-Vernon Hills by IHG

Hotel Indigo Chicago-Vernon Hills by IHG

3.5 out of 5
450 N Milwaukee Ave, Vernon Hills, IL
Free Cancellation
$113 nightly
The price is $125 total per night
$125 total
Sep 21 - Sep 22
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a snack bar/deli, and express check-in are also offered.
Pet friendly
Parking included
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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 Premium Outlets

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

Pleasant Prairie RecPlex

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

Pleasant Prairie RecPlex

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 $305. 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