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Oakland City Vacations

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

Hotwire can help you find your travel bliss with Oakland City 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 Oakland City

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 Oakland City 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 Oakland City well.

Top Hotel Deals

See all 46 Properties in Oakland City
Diplomat Motel

Diplomat Motel

1733 S STATE RD 57, Oakland City
    2.5 out of 5.0
     
     

    Situated in Oakland City, this motel is 1.3 mi (2.1 km) from Oakland City University and within 32 mi (52 km) of Goebel Soccer Complex and Wabash Valley College. ...

    Hampton Inn Evansville

    Hampton Inn Evansville

    8000 Eagle Crest Boulevard, Evansville
      2.5 out of 5.0
       
       

      Situated near the airport, this hotel is 2.5 mi (4.1 km) from Eastland Mall and within 6 mi (10 km) of Angel Mounds State Historic Site and Swonder Ice Arena. ...

      Hampton Inn Evansville$88

      Hampton Inn Evansville$88
      Comfort Inn & Suites Evansvile Airport

      Comfort Inn & Suites Evansvile Airport

      3901 US 41 N, Evansville
        2.5 out of 5.0
         
         

        Situated near the airport, this hotel is within 6 mi (10 km) of Swonder Ice Arena, University of Evansville, and Ford Center. Koch Family Children's Museum of ...

        Comfort Inn & Suites Evansvile Airport$71

        Comfort Inn & Suites Evansvile Airport$71
        Howard Johnson by Wyndham Evansville East

        Howard Johnson by Wyndham Evansville East

        1101 N Green River Rd, Evansville
          2.5 out of 5.0
           
           

          Located in the heart of Evansville, this hotel is 0.1 mi (0.2 km) from Eastland Mall and 2.2 mi (3.6 km) from Swonder Ice Arena. University of Evansville and ...

          Howard Johnson by Wyndham Evansville East$67

          Howard Johnson by Wyndham Evansville East$67
          Home2 Suites by Hilton Evansville

          Home2 Suites by Hilton Evansville

          7901 E Walnut St, Evansville
            2.5 out of 5.0
             
             

            Situated in Evansville, this hotel is 2.7 mi (4.3 km) from Eastland Mall and within 6 mi (10 km) of Angel Mounds State Historic Site and Swonder Ice Arena. University ...

            Home2 Suites by Hilton Evansville$84

            Home2 Suites by Hilton Evansville$84
            Country Inn & Suites by Radisson, Evansville, IN

            Country Inn & Suites by Radisson, Evansville, IN

            301 Circle Front Dr, Evansville
              3.0 out of 5.0
               
               

              Situated in the business district, this hotel is 2.3 mi (3.7 km) from Eastland Mall and within 6 mi (10 km) of Swonder Ice Arena and Angel Mounds State Historic ...

              Country Inn & Suites by Radisson, Evansville, IN$63

              Country Inn & Suites by Radisson, Evansville, IN$63
              Super 8 by Wyndham Jasper

              Super 8 by Wyndham Jasper

              75 Indiana St, Jasper
                2.0 out of 5.0
                 
                 

                Situated in Jasper, this hotel is within 25 mi (40 km) of Lincoln Boyhood National Memorial, Lincoln Amphitheatre, and Patoka Lake. Holiday World and Splashin' ...

                Super 8 by Wyndham Jasper$76

                Super 8 by Wyndham Jasper$76
                Baymont by Wyndham Evansville East

                Baymont by Wyndham Evansville East

                8005 E Division St, Evansville
                  2.5 out of 5.0
                   
                   

                  Situated in Evansville, this hotel is 2.4 mi (3.8 km) from Eastland Mall and within 6 mi (10 km) of Swonder Ice Arena and Angel Mounds State Historic Site. University ...

                  Baymont by Wyndham Evansville East$77

                  Baymont by Wyndham Evansville East$77
                  Baymont by Wyndham Evansville North/Haubstadt

                  Baymont by Wyndham Evansville North/Haubstadt

                  12798 Access Road 1250 S, Haubstadt
                    2.0 out of 5.0
                     
                     

                    Situated in Haubstadt, this hotel is within 16 mi (25 km) of Goebel Soccer Complex, Swonder Ice Arena, and Mesker Amphitheater. University of Evansville and ...

                    Baymont by Wyndham Evansville North/Haubstadt$68

                    Baymont by Wyndham Evansville North/Haubstadt$68
                    La Quinta Inn & Suites Evansville

                    La Quinta Inn & Suites Evansville

                    8015 East Division Street, Evansville
                      2.5 out of 5.0
                       
                       

                      Situated in the entertainment district, this hotel is 2.4 mi (3.8 km) from Eastland Mall and within 6 mi (10 km) of Swonder Ice Arena and Angel Mounds State ...

                      La Quinta Inn & Suites Evansville$67

                      La Quinta Inn & Suites Evansville$67

                      Top Flight Deals

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