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Osceola Vacations

Pack those stellar shades. We have Osceola 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 Osceola – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Osceola 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 Osceola

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 Osceola 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 Osceola well.

Top Hotel Deals

See all 31 Hotels in Osceola
Lakeside Hotel Casino

Lakeside Hotel Casino

777 Casino Dr, Osceola
    3.0 out of 5.0
     
     

    Situated in Osceola, this hotel is 2.8 mi (4.6 km) from Osceola Country Club and within 6 mi (10 km) of East Lake County Park and Clarke County Speedway. Imes ...

    Lakeside Hotel Casino$120

    Lakeside Hotel Casino$120
    Supertel Inn & Conference Center

    Supertel Inn & Conference Center

    800 Laurel Street, Creston
      2.5 out of 5.0
       
       

      Situated in Creston, this hotel is within 1 mi (2 km) of Holy Spirit Catholic Parish and McKinley Park. Pine Valley Golf Course is 1.4 mi (2.3 km) away.

      Supertel Inn & Conference Center$129

      Supertel Inn & Conference Center$129
      AmericInn by Wyndham Osceola

      AmericInn by Wyndham Osceola

      111 Ariel Dr, Osceola
        2.5 out of 5.0
         
         

        Situated in Osceola, this hotel is 2.5 mi (4.1 km) from Osceola Country Club and within 6 mi (10 km) of East Lake County Park and Clarke County Speedway. Imes ...

        AmericInn by Wyndham Osceola$125

        AmericInn by Wyndham Osceola$125
        Cobblestone Inn & Suites Lamoni

        Cobblestone Inn & Suites Lamoni

        226 South Spruce Drive, Lamoni
          2.5 out of 5.0
           
           

          Situated in Lamoni, this hotel is close to Lamoni Golf & Country Club, Graceland University, and Foreman City Park. Area attractions also include Slip Bluff ...

          Cobblestone Inn & Suites Lamoni$107

          Cobblestone Inn & Suites Lamoni$107
          Super 8 by Wyndham Creston

          Super 8 by Wyndham Creston

          804 W Taylor St, Creston
            2.0 out of 5.0
             
             

            Situated in Creston, this hotel is within 2 mi (3 km) of Holy Spirit Catholic Parish, McKinley Park, and Pine Valley Golf Course. Spring Lake Park and Adair ...

            Super 8 by Wyndham Creston$90

            Super 8 by Wyndham Creston$90
            Super 8 by Wyndham Osceola IA

            Super 8 by Wyndham Osceola IA

            720 Warren Avenue, Osceola
              2.0 out of 5.0
               
               

              Situated in Osceola, this motel is within 3 mi (5 km) of Osceola Country Club, East Lake County Park, and Clarke County Speedway. Imes Bridge and Little River ...

              Super 8 by Wyndham Osceola IA$72

              Super 8 by Wyndham Osceola IA$72
              Evergreen Inn

              Evergreen Inn

              221 West McLane (Highway 34), Osceola
                2.5 out of 5.0
                 
                 

                Situated in Osceola, this motel is 0.8 mi (1.3 km) from Osceola Country Club and within 3 mi (5 km) of East Lake County Park and Clarke County Speedway. Little ...

                Quality Inn

                Quality Inn

                710 Warren Ave, Osceola
                  2.5 out of 5.0
                   
                   

                  Situated in Osceola, this hotel is within 3 mi (5 km) of Osceola Country Club, East Lake County Park, and Clarke County Speedway. Imes Bridge and Little River ...

                  Quality Inn$90

                  Quality Inn$90
                  Little River Inn Motel & Guest House

                  Little River Inn Motel & Guest House

                  708 W 1st St, Leon
                    3.0 out of 5.0
                     
                     

                    Situated in Leon, this guesthouse is 3.7 mi (6 km) from Little River Recreation Area and 11.4 mi (18.4 km) from Slip Bluff County Park. Nine Eagles State Park ...

                    Country Cabins Motel

                    Country Cabins Motel

                    25119 US-34, Chariton
                      2.0 out of 5.0
                       
                       

                      Situated near the beach, this motel is 0.6 mi (1 km) from Red Haw State Park and 2.6 mi (4.2 km) from Lucas County Court House. Lakeview Golf and Country Club ...

                      Top Flight Deals

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