Deals on vacations and trips to Pleasant Prairie

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Pleasant Prairie flight + hotel vacation packages

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Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
Price was $491, price is now $370 per person
$370
per person
Sep 6 - Sep 9
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,336, price is now $857 per person
$857
per person
Aug 28 - Aug 30
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $1,256, price is now $939 per person
$939
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Kinn Guesthouse Downtown

Kinn Guesthouse Downtown

4.5 out of 5
Downtown Milwaukee
Price was $1,085, price is now $887 per person
$887
per person
Oct 15 - Oct 19
found 18 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Self parking and express check-out are also offered on site.
Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Save 100% on your flight
Price was $735, price is now $604 per person
$604
per person
Sep 11 - Sep 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
This resort features a golf course, a full-service spa, and a marina. There's fun for all ages with a children's club and a children's pool, and supervised childcare is an added bonus. Enjoy a meal in one of the 2 restaurants and free perks like free self parking and WiFi in public areas.

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.
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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 $370. 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.