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Charlestown Vacations

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

Hotwire can help you find your travel bliss with Charlestown 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 Charlestown

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 Charlestown 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 Charlestown well.

Top Hotel Deals

See all 219 Hotels in Charlestown
Cobblestone Hotel & Suites - Charlestown, IN

Cobblestone Hotel & Suites - Charlestown, IN

2201 Grace Ave, Charlestown
    2.5 out of 5.0
     
     

    Situated in Charlestown, this hotel is 3.7 mi (5.9 km) from Charlestown State Park and within 20 mi (32 km) of Howard Steamboat Museum and Falls of the Ohio ...

    Cobblestone Hotel & Suites - Charlestown, IN$76

    Cobblestone Hotel & Suites - Charlestown, IN$76
    Governor's Mansion

    Governor's Mansion

    1065 Water Street, Charlestown
      3.0 out of 5.0
       
       

      Situated in Charlestown, this bed & breakfast is 3.7 mi (6 km) from Charlestown State Park and within 20 mi (32 km) of Howard Steamboat Museum and Paddock Shops. ...

      Governor's Mansion$66

      Governor's Mansion$66
      Galt House Hotel

      Galt House Hotel

      140 North Fourth Street, Louisville
        3.5 out of 5.0
         
         

        Linked by skywalk to the KFC Yum Center Arena, Galt House Hotel is in downtown Louisville, 1 block from the Ohio River, 4 blocks from Fourth Street Live, and ...

        Galt House Hotel$123

        Galt House Hotel$123
        Radisson Hotel Louisville North

        Radisson Hotel Louisville North

        505 Marriott Drive, Clarksville
          3.0 out of 5.0
           
           

          Situated in Clarksville, this hotel is within 3 mi (5 km) of KFC Yum Center, Kentucky International Convention Center, and Louisville Slugger Museum. Louisville ...

          Radisson Hotel Louisville North$71

          Radisson Hotel Louisville North$71
          Wingate by Wyndham Louisville Airport Expo Center

          Wingate by Wyndham Louisville Airport Expo Center

          3200 Kemmons Drive, Louisville
            2.5 out of 5.0
             
             

            Situated in Louisville, this hotel is within 3 mi (5 km) of Farmington Historic Home, Beargrass Creek State Nature Preserve, and Louisville Zoo. Louisville Mega ...

            Wingate by Wyndham Louisville Airport Expo Center$72

            Wingate by Wyndham Louisville Airport Expo Center$72
            Breckinridge Inn

            Breckinridge Inn

            2800 Breckenridge Ln, Louisville
              2.5 out of 5.0
               
               

              Breckinridge Inn is 6 miles (9.7 kilometers) from Louisville Zoo and Kentucky Fair & Expo Center, 7.8 miles (12.5 kilometers) from Churchill Downs, and 9.5 miles ...

              Breckinridge Inn$66

              Breckinridge Inn$66
              Omni Louisville Hotel

              Omni Louisville Hotel

              400 S. 2nd Street, Louisville
                4.0 out of 5.0
                 
                 

                This spa hotel is located in Louisville (Downtown Louisville), close to Fourth Street Live!, Muhammad Ali Center, and KFC Yum Center. Also nearby are Riverfront ...

                Omni Louisville Hotel$135

                Omni Louisville Hotel$135
                Hyatt Regency Louisville

                Hyatt Regency Louisville

                311 South 4th Street, Louisville
                  4.0 out of 5.0
                   
                   

                  This Louisville hotel is connected via covered walkway to both the Kentucky International Convention Center and 4th Street Live entertainment complex.

                  Hyatt Regency Louisville$143

                  Hyatt Regency Louisville$143
                  Country Inn & Suites by Radisson, Louisville East, KY

                  Country Inn & Suites by Radisson, Louisville East, KY

                  1241 Kentucky Mills Dr, Louisville
                    2.5 out of 5.0
                     
                     

                    Situated in Jeffersontown, this eco-friendly hotel is 2 mi (3.2 km) from Skyview Park and within 6 mi (10 km) of IceLand Sports Complex and Beckley Creek Park. ...

                    Country Inn & Suites by Radisson, Louisville East, KY$76

                    Country Inn & Suites by Radisson, Louisville East, KY$76
                    Embassy Suites Louisville Downtown

                    Embassy Suites Louisville Downtown

                    501 South Fourth Street, Louisville
                      3.5 out of 5.0
                       
                       

                      Located in Downtown Louisville, this hotel is within a 15-minute walk of Fourth Street Live!, Muhammad Ali Center, and KFC Yum Center. Riverfront Plaza Belvedere ...

                      Embassy Suites Louisville Downtown$135

                      Embassy Suites Louisville Downtown$135

                      Top Flight Deals

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