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Lakeland - Winter Haven Vacations

Pack those stellar shades. We have Lakeland - Winter Haven 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 Lakeland - Winter Haven – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Lakeland - Winter Haven 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 Lakeland - Winter Haven

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 Lakeland - Winter Haven 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 Lakeland - Winter Haven well.

Lakeland - Winter Haven Flight + Hotel packages

Top Hotel Deals

See all 429 Hotels in Lakeland - Winter Haven
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
    Ecco Suites

    Ecco Suites

    4360 Lakeland Park Drive, Lakeland
      2.5 out of 5.0
       
       

      Situated in Lakeland, this hotel is 2 mi (3.2 km) from Publix Field at Joker Marchant Stadium.

      Ecco Suites$71

      Ecco Suites$71
      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
        La Quinta Inn & Suites Lakeland West

        La Quinta Inn & Suites Lakeland West

        1024 Lakeland Park Center Drive, Lakeland
          2.5 out of 5.0
           
           

          Situated in the suburbs, this hotel is 0.4 mi (0.7 km) from Lakeland Square Mall and 1.8 mi (2.9 km) from Publix Field at Joker Marchant Stadium. Polk Museum ...

          La Quinta Inn & Suites Lakeland West$71

          La Quinta Inn & Suites Lakeland West$71
          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
            The Terrace Hotel

            The Terrace Hotel

            329 E Main St, Lakeland
              3.5 out of 5.0
               
               

              Situated in Lakeland, this historic hotel is within a 15-minute walk of Lake Mirror and Polk Museum of Art. Lakeland Center and Publix Field at Joker Marchant ...

              The Terrace Hotel$86

              The Terrace Hotel$86
              Motel 6 Lakeland

              Motel 6 Lakeland

              3120 US 98 North, Lakeland
                2.0 out of 5.0
                 
                 

                Situated in Lakeland, this motel is within 1 mi (2 km) of Lakeland Square Mall and Publix Field at Joker Marchant Stadium. Polk Museum of Art and Lake Mirror ...

                Motel 6 Lakeland$47

                Motel 6 Lakeland$47
                Days Inn & Suites by Wyndham Lakeland

                Days Inn & Suites by Wyndham Lakeland

                4502 N Socrum Loop Rd, Lakeland
                  2.5 out of 5.0
                   
                   

                  Located in the heart of Lakeland, this hotel is 2 mi (3.3 km) from Publix Field at Joker Marchant Stadium and 2.7 mi (4.3 km) from Lakeland Square Mall. Polk ...

                  Days Inn & Suites by Wyndham Lakeland$55

                  Days Inn & Suites by Wyndham Lakeland$55
                  Ramada by Wyndham Lakeland

                  Ramada by Wyndham Lakeland

                  3260 US Highway 98 N, Lakeland
                    3.0 out of 5.0
                     
                     

                    Situated in Lakeland, this hotel is 0.7 mi (1.1 km) from Lakeland Square Mall and 1.4 mi (2.3 km) from Publix Field at Joker Marchant Stadium. Polk Museum of ...

                    Ramada by Wyndham Lakeland$49

                    Ramada by Wyndham Lakeland$49
                    Sleep Inn And Suites Lakeland

                    Sleep Inn And Suites Lakeland

                    4321 Lakeland Park Dr, Lakeland
                      2.5 out of 5.0
                       
                       

                      Located in the heart of Lakeland, this hotel is 2 mi (3.3 km) from Publix Field at Joker Marchant Stadium and 2.7 mi (4.3 km) from Lakeland Square Mall. Polk ...

                      Sleep Inn And Suites Lakeland$58

                      Sleep Inn And Suites Lakeland$58

                      Top Flight Deals

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