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Winter Haven Vacation

Does Expedia have vacation package deals to Winter Haven?

Yes! Expedia has some great Winter Haven packages waiting for you. Bundling your accommodations and airfares is one of the most straightforward ways to save money on your upcoming trip.

How much can I save with a Winter Haven vacation package?

Up to $583* can be saved when you book a package deal on Expedia.

Can I choose my airline with a Winter Haven Expedia vacation package?

With more than 550 partner airlines and 750,000 properties to choose from on our global database, you won't have any difficulty organizing your dream vacation.

Do I lose money if I change my mind after I have booked my Winter Haven vacation package?

Not 100% sure about your booking? There is no cancellation fee from us for changing almost any reservation.

What are the best places to visit in Winter Haven?

There are heaps of exciting things you can do when you're in a new place. So why not get your trip to Winter Haven off to a cracking start by checking out some of our top tips? After all – out there starts here!

You never really know a place until you see its greatest sights, so why not drop by Legoland Florida? All you have to do is follow the line of people!

Have you worked up a thirst from all that running around? Find a stool, pick up your glass and throw back a drink at Indigo's Family Fun Center. There's an excellent range of things to do in this destination. The intimacy and accomplishment of theater is difficult to deny. Secure tickets to a show at Theatre Winter Haven to experience the magic for yourself! Still have time to spare? With its flickering lights and buzzing machines, Indigo's Billiards, Bowling & Games is a fun, stimulating place to visit. Have a go at pinball or just enjoy watching the kids try and settle on which game to play first!

Everyone knows you don't take time off work to sit in a small seat on a plane and sleep in a different bed. Vacations are all about the exciting adventures you have while you're away!

Make the most of your time in Winter Haven by getting into a couple of its activities. Start off with an One Hour Sunset Cruise of the Chain of Lakes Winter Haven or a Manor Professional Wrestling Dinner Theater.

If you'd like to take a look at a full list of activities, go to our Winter Haven things to do page.

What types of accommodations are available in Winter Haven?

Hit the streets and soak up the local culture in Winter Haven. Seeking out cheap vacations or luxury getaways? Expedia has no less than 14 properties within easy access, so getting a cozy room won't be a problem.

If you haven't got time to browse the net for hours for a place to stay, why not go with one of our suggestions? The Hampton Inn Winter Haven and Lake Roy Beach Inn are some of the most talked-about properties around.

Is there an airport in Winter Haven?

Have you booked your plane tickets for your trip to Winter Haven yet? When you get there, prepare to walk out into Orlando International Airport (MCO). It's 40 miles (64 km) from here to the downtown area.



*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2019, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.


Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Best Lodging Options Near Winter Haven

See all 33,268 Properties in Winter Haven
Courtyard by Marriott Winter Haven $101
Reviewed on Dec 2, 2019
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Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven

6225 Cypress Gardens Boulevard SE, Winter Haven, FL
     
    4.8 of 5
    3.0 out of 5.0 Stars

    I believe for the money spent, free breakfast should be included.

    Holiday Inn Winter Haven $100
    Reviewed on Nov 27, 2019
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    Holiday Inn Winter Haven

    Holiday Inn Winter Haven

    200 Cypress Gardens Boulevard, Winter Haven, FL
       
      4.4 of 5
      3.0 out of 5.0 Stars

      I recently broke my leg and you have were so good about changing our room to one that accommodated my wheelchair needs. The room was easy to move around in my chair and the bathroom was above and beyond great. You even had a shower chair and a wall bar by the commode. The only complaint I had was ...

      Winter Haven Gardens Inn and Banquet Center $45
      Reviewed on Oct 29, 2019
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      Winter Haven Gardens Inn and Banquet Center

      Winter Haven Gardens Inn and Banquet Center

      1150 3rd Street SW, Winter Haven, FL
         
        2.8 of 5
        2.5 out of 5.0 Stars

        Our stay was great, convenient to the wedding we attended. Only complaint was the gate coming out of the parking lot, had to get help to open the gate.

        Howard Johnson by Wyndham Winter Haven FL $70
        Reviewed on Dec 1, 2019
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        Howard Johnson by Wyndham Winter Haven FL

        Howard Johnson by Wyndham Winter Haven FL

        1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
           
          3.3 of 5
          2.0 out of 5.0 Stars

          GOOD for a budget hotel nice rooms frindly staff and will used again

          Hampton Inn Winter Haven $117
          Reviewed on Dec 1, 2019
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          Hampton Inn Winter Haven

          Hampton Inn Winter Haven

          202 Cypress Gardens Blvd, Winter Haven, FL
             
            4.3 of 5
            2.5 out of 5.0 Stars

            Very nice and clean hotel. Breakfast was great! And very very close to Legoland

            Econo Lodge $50
            Reviewed on Nov 17, 2019
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            Econo Lodge

            Econo Lodge

            5665 Cypress Gardens Boulevard, Building b, Winter Haven, FL
               
              2.7 of 5
              2.0 out of 5.0 Stars

              Needs some renovations. Staff is very helpful and nice.

              Lake Roy Beach Inn $68
              Reviewed on Oct 30, 2019
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              Lake Roy Beach Inn

              Lake Roy Beach Inn

              1823 Cypress Gardens Blvd, Winter Haven, FL
                 
                3.3 of 5
                2.0 out of 5.0 Stars

                Very cozy and welcoming. Staff is very friendly and empathetic!

                Quality Inn & Suites Conference Center $67
                Reviewed on Oct 22, 2019
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                Quality Inn & Suites Conference Center

                Quality Inn & Suites Conference Center

                5665 Cypress Gardens Boulevard, Building A, Winter Haven, FL
                   
                  2.8 of 5
                  2.5 out of 5.0 Stars

                  Location is ideal. Very close to LegoLand and shopping malls. Hotel was good but need a little maintenance in some areas. Breakfast was great and the Jamaican lady that works there was very helpful and pleasant.

                  Top Activities in Winter Haven

                  See all 63 things to do in Winter Haven