Pleasant Prairie Vacations from $693

For families seeking the best vacation packages in Pleasant Prairie, a stay at the 4-star Doubletree by Hilton Pleasant Prairie Kenosha offers a comfortable base. This hotel features an indoor pool, a kitchen, and is pet friendly, with travelers often praising its spacious rooms and nice pool.


Travelers looking for a great value Pleasant Prairie vacation package might consider the Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG. Rated 8.6 out of 10, it provides an indoor pool and free breakfast, and travelers frequently highlight its modern rooms and good breakfast.


If a highly-rated and comfortable stay is a priority for your Pleasant Prairie vacation package, the Fairfield Inn & Suites Kenosha Pleasant Prairie is an excellent choice. Rated 9.2 out of 10, this hotel includes an indoor pool and free breakfast, with travelers noting its amazing location and up-to-date facilities.

When you bundle, you can save up to 30%*. To save money on a Pleasant Prairie package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

Pleasant Prairie is primarily an urban destination known for its family-friendly attractions and shopping. You'll find entertainment like Six Flags Great America, about a 15-minute walk from central Pleasant Prairie, and the Bristol Renaissance Faire, about 2 miles away.


While the area has historical roots with Native American activity and pioneer settlements, and natural historic sites like Chiwaukee Prairie and the Kenosha Sand Dunes, its main draw is its recreational and retail offerings. For beach experiences, Simmons Island Beach is about 13 miles away, offering a lakeside option.

Pleasant Prairie is a strong choice for family vacation packages, primarily known for its family-friendly attractions. Many hotels in the area offer amenities like indoor pools and free breakfast, which are convenient for families.


Families can enjoy attractions such as Six Flags Great America, about a 15-minute walk from central Pleasant Prairie, or the Pleasant Prairie RecPlex, about 2 miles away. The Jelly Belly Center, about 5 miles from central Pleasant Prairie, also offers a fun outing for all ages. Hotels like the 4-star Doubletree by Hilton Pleasant Prairie Kenosha provide indoor pools and kitchens, catering to family needs.

A Pleasant Prairie vacation offers a variety of attractions, from theme parks to shopping and unique entertainment:


Browse and book things to do in Pleasant Prairie on Expedia.

For a Pleasant Prairie vacation package, renting a car offers the most flexibility to explore the area. While some attractions like Six Flags Great America are about a 15-minute walk from central Pleasant Prairie, many other points of interest are more spread out.


Shopping destinations like Gurnee Mills are about 2 miles away, and sights such as Naval Base Great Lakes are about 11 miles from central Pleasant Prairie. Simmons Island Beach is about 13 miles away. A car allows for convenient travel to these various locations and for reaching the destination from major airports like Chicago O'Hare International Airport (ORD) or Milwaukee General Mitchell International Airport (MKE).

Pleasant Prairie vacation package hotels are generally well-located for accessing the area's attractions. Many properties are within a short distance of central Pleasant Prairie.


For example, Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha by IHG and Super 8 by Wyndham Kenosha/Pleasant Prairie are both about 1 mile from the center. The 4-star Doubletree by Hilton Pleasant Prairie Kenosha and Fairfield Inn & Suites Kenosha Pleasant Prairie (rated 9.2 out of 10) are about 2 miles from central Pleasant Prairie, offering convenient access to local sights.

Pleasant Prairie vacation package hotels can place you within walking distance of shopping and dining, particularly near major retail centers. Gurnee Mills, a large shopping destination, is about 2 miles from central Pleasant Prairie.


Hotels like Wingate by Wyndham Gurnee and Comfort Inn Gurnee near Six Flags are both about a 5-minute walk from Gurnee Mills. Hotel Gurnee, rated 7.9 out of 10, is also conveniently located about a 10-minute walk from the shopping center. These options provide easy access to a variety of shops and restaurants.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Pleasant Prairie vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Pleasant Prairie, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Pleasant Prairie vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Pleasant Prairie getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.