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Highland Park Vacations

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

Hotwire can help you find your travel bliss with Highland Park 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 Highland Park

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 Highland Park 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 Highland Park well.

Highland Park Flight + Hotel packages

Top Hotel Deals

See all 373 Hotels in Highland Park
Winter Haven Gardens Inn and Banquet Center

Winter Haven Gardens Inn and Banquet Center

1150 3rd Street SW, Winter Haven
    2.5 out of 5.0
     
     

    Situated in Winter Haven, this hotel is within 1 mi (2 km) of Indigo's Family Fun Center and Chain of Lakes Park. Legoland Florida and Willowbrook Golf Course ...

    Winter Haven Gardens Inn and Banquet Center$53

    Winter Haven Gardens Inn and Banquet Center$53
    Howard Johnson by Wyndham Winter Haven FL

    Howard Johnson by Wyndham Winter Haven FL

    1300 3rd St Sw, Winter Haven
      1.5 out of 5.0
       
       

      Situated in Winter Haven, this motel is within a 15-minute walk of Indigo's Family Fun Center and Chain of Lakes Park. Legoland Florida and Willowbrook Golf ...

      Howard Johnson by Wyndham Winter Haven FL$80

      Howard Johnson by Wyndham Winter Haven FL$80
      Shergill Grand Hotel

      Shergill Grand Hotel

      5665 Cypress Gardens Boulevard, Winter Haven
        3.0 out of 5.0
         
         

        Situated in Winter Haven, this hotel is 0.4 mi (0.6 km) from Legoland Florida and within 6 mi (10 km) of Chain of Lakes Park and Indigo's Family Fun Center. ...

        Shergill Grand Hotel$63

        Shergill Grand Hotel$63
        Hampton Inn by Hilton Bartow

        Hampton Inn by Hilton Bartow

        205 Old Bartow Eagle Lake Rd, Bartow
          2.5 out of 5.0
           
           

          Situated in Bartow, this hotel is 1 mi (1.6 km) from Polk County Historical Museum and 2.1 mi (3.3 km) from City of Bartow Golf Course. Bartow Flea Market and ...

          Hampton Inn by Hilton Bartow$93

          Hampton Inn by Hilton Bartow$93
          Holiday Inn Winter Haven

          Holiday Inn Winter Haven

          200 Cypress Gardens Boulevard, Winter Haven
            3.0 out of 5.0
             
             

            Located in the heart of Winter Haven, this hotel is within 1 mi (2 km) of Indigo's Family Fun Center and Chain of Lakes Park. Legoland Florida is 3 mi (4.8 km) ...

            Holiday Inn Winter Haven$115

            Holiday Inn Winter Haven$115
            Holiday Inn Express Bartow

            Holiday Inn Express Bartow

            1565 N Broadway Ave, Bartow
              2.5 out of 5.0
               
               

              Situated in Bartow, this hotel is 0.9 mi (1.5 km) from Polk County Historical Museum and 2.2 mi (3.6 km) from City of Bartow Golf Course. Bartow Flea Market ...

              Holiday Inn Express Bartow$87

              Holiday Inn Express Bartow$87
              Balmoral Resort Florida

              Balmoral Resort Florida

              124 Kenny Boulevard, Haines City
                4.0 out of 5.0
                 
                 

                Situated in Haines City, this hotel is in the same region as Willowbrook Golf Course, Legoland Florida, and Chain of Lakes Park. Regional attractions also include ...

                Vintage Inn Lake Wales

                Vintage Inn Lake Wales

                541 W. Central Avenue, Lake Wales
                  2.0 out of 5.0
                   
                   

                  Situated in the entertainment district, this motel is 4.4 mi (7 km) from Eagle Ridge Mall and within 12 mi (20 km) of Legoland Florida and Bok Tower Gardens. ...

                  Vintage Inn Lake Wales$65

                  Vintage Inn Lake Wales$65
                  Budget Inn Winter Haven

                  Budget Inn Winter Haven

                  401 6th Street HWY 17N, Winter Haven
                    2.0 out of 5.0
                     
                     

                    Situated in Winter Haven, this motel is 1.2 mi (1.9 km) from Indigo's Family Fun Center and 2 mi (3.2 km) from Chain of Lakes Park. Legoland Florida and Willowbrook ...

                    Economy Suites

                    Economy Suites

                    1901 Cypress Gardens Blvd, Winter Haven
                      2.0 out of 5.0
                       
                       

                      Situated in Winter Haven, this motel is 1.6 mi (2.5 km) from Legoland Florida and 1.9 mi (3.1 km) from Chain of Lakes Park. Indigo's Family Fun Center is 2.2 ...

                      Top Flight Deals

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