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Pleasant Prairie Vacations

Pack those stellar shades. We have Pleasant Prairie vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Pleasant Prairie – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Pleasant Prairie vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Pleasant Prairie

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Pleasant Prairie vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Pleasant Prairie well.

Top Hotel Deals

See all 102 Hotels in Pleasant Prairie
Super 8 by Wyndham Kenosha/Pleasant Prairie

Super 8 by Wyndham Kenosha/Pleasant Prairie

7601 118th Ave, Pleasant Prairie
    2.0 out of 5.0
     
     

    Located in the heart of Pleasant Prairie, this hotel is 0.5 mi (0.8 km) from America's Action Territory Family Fun Park and within 6 mi (10 km) of Pleasant Prairie ...

    Super 8 by Wyndham Kenosha/Pleasant Prairie$55

    Super 8 by Wyndham Kenosha/Pleasant Prairie$55
    La Quinta Inn Pleasant Prairie/Kenosha

    La Quinta Inn Pleasant Prairie/Kenosha

    7540 118th Ave, Pleasant Prairie
      2.5 out of 5.0
       
       

      Situated in the suburbs, this hotel is 0.4 mi (0.7 km) from America's Action Territory Family Fun Park and within 6 mi (10 km) of Pleasant Prairie Premium Outlets ...

      La Quinta Inn Pleasant Prairie/Kenosha$76

      La Quinta Inn Pleasant Prairie/Kenosha$76
      Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha

      Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha

      7887 94th Ave, Pleasant Prairie
        2.5 out of 5.0
         
         

        Situated in Pleasant Prairie, this hotel is 2.1 mi (3.4 km) from America's Action Territory Family Fun Park and 2.8 mi (4.4 km) from Pleasant Prairie RecPlex. ...

        Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha$110

        Holiday Inn Express Hotel & Suites Pleasant Prairie-Kenosha$110
        Doubletree by Hilton Pleasant Prairie Kenosha

        Doubletree by Hilton Pleasant Prairie Kenosha

        11800 108th St, Pleasant Prairie
          3.5 out of 5.0
           
           

          Situated in the suburbs, this hotel is 0 mi (0.1 km) from Pleasant Prairie Premium Outlets and 2 mi (3.2 km) from Pleasant Prairie RecPlex. Jelly Belly Center ...

          Doubletree by Hilton Pleasant Prairie Kenosha$114

          Doubletree by Hilton Pleasant Prairie Kenosha$114
          Country Inn & Suites by Radisson, Kenosha, WI

          Country Inn & Suites by Radisson, Kenosha, WI

          7011 122nd Ave, Kenosha
            2.5 out of 5.0
             
             

            Situated in Kenosha, this hotel is 0.5 mi (0.8 km) from America's Action Territory Family Fun Park and within 6 mi (10 km) of Pleasant Prairie Premium Outlets ...

            Country Inn & Suites by Radisson, Kenosha, WI$81

            Country Inn & Suites by Radisson, Kenosha, WI$81
            Ramada by Wyndham Waukegan/Great Lakes

            Ramada by Wyndham Waukegan/Great Lakes

            200 N Green Bay Rd, Waukegan
              3.0 out of 5.0
               
               

              Situated in Waukegan, this hotel is within 3 mi (5 km) of Visual Arts Center, Genesee Theater, and Waukegan Harbor. Six Flags Great America and Bonnie Brook ...

              Ramada by Wyndham Waukegan/Great Lakes$55

              Ramada by Wyndham Waukegan/Great Lakes$55
              La Quinta Inn & Suites Chicago Gurnee

              La Quinta Inn & Suites Chicago Gurnee

              5688 Northridge Drive, Gurnee
                2.5 out of 5.0
                 
                 

                Situated in the suburbs, this hotel is within 3 mi (5 km) of Six Flags Great America, Gurnee Mills, and Gold Pyramid House. Tempel Lipizzans and Visual Arts ...

                La Quinta Inn & Suites Chicago Gurnee$59

                La Quinta Inn & Suites Chicago Gurnee$59
                Holiday Inn Express & Suites Waukegan

                Holiday Inn Express & Suites Waukegan

                611 Lakehurst Rd, Waukegan
                  2.5 out of 5.0
                   
                   

                  Situated in Waukegan, this hotel is within 6 mi (10 km) of Rosalind Franklin University of Medicine and Science, Six Flags Great America, and James Lovell Federal ...

                  Holiday Inn Express & Suites Waukegan$78

                  Holiday Inn Express & Suites Waukegan$78
                  Holiday Inn Gurnee Convention Center

                  Holiday Inn Gurnee Convention Center

                  6161 West Grand Ave, Gurnee
                    3.0 out of 5.0
                     
                     

                    Situated in Gurnee, this hotel is 0.5 mi (0.8 km) from Gurnee Mills and within 3 mi (5 km) of Six Flags Great America and Gold Pyramid House. University Center ...

                    Holiday Inn Gurnee Convention Center$90

                    Holiday Inn Gurnee Convention Center$90
                    Candlewood Suites Chicago-Waukegan

                    Candlewood Suites Chicago-Waukegan

                    1151 S Waukegan Rd, Waukegan
                      2.5 out of 5.0
                       
                       

                      Situated in Waukegan, this hotel is within 6 mi (10 km) of Rosalind Franklin University of Medicine and Science, James Lovell Federal Health Care Center, and ...

                      Candlewood Suites Chicago-Waukegan$85

                      Candlewood Suites Chicago-Waukegan$85

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.