Title: 10 TOP Things to Do in Winter Haven October 2025 | Expedia.ca [Winter Haven Travel Guide](https://expedia.ca/Winter-Haven.dx7464)[Hotels in Winter Haven](https://expedia.ca/Winter-Haven-Hotels.d7464.Travel-Guide-Hotels)[Flights to Winter Haven](https://expedia.ca/Cheap-Flights-To-Winter-Haven.d7464.Travel-Guide-Flights)[Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Haven.d7464.Car-Rental-Guide)[Winter Haven Vacation Packages](https://expedia.ca/Winter-Haven.d7464.Destination-Travel-Guides) # What to do in Winter Haven, FL ## Activities, attractions and tours ## Visit Winter Haven Types of activities [Winter Haven travel guide](https://expedia.ca/Winter-Haven.dx7464) ![Winter Haven showing rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22903-Legoland-Florida.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Winter Haven](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22882-Legoland-Florida.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Legoland Florida which includes signage and rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22885-Legoland-Florida.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Winter Haven](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22883-Legoland-Florida.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Legoland Florida which includes rides, a statue or sculpture and outdoor art](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22898-Legoland-Florida.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Winter Haven Attractions Let Expedia help you experience the best that Winter Haven has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Winter Haven is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Winter Haven to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Winter Haven Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Winter Haven. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Winter Haven attractions ensure that you’ll have a successful trip, whatever the season. * * * ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. * * * ## Recommended things to do in Winter Haven | Number of things to do | 3 | | --- | --- | | Cheapest thing to do on Expedia | [Ladies Luncheon Pontoon Tour (Gentleman welcome)](https://expedia.ca/things-to-do/day-drinking-pontoon-tour-with-lunch-stop.a49191526.activity-details): CA $140 | | Top 5 things to do | - [Seattle CityPASS®: Admission to Top 5 Attractions](https://expedia.ca/things-to-do/seattle-citypass-admission-to-top-5-attractions.a193360.activity-details) - [Ladies Luncheon Pontoon Tour (Gentleman welcome)](https://expedia.ca/things-to-do/day-drinking-pontoon-tour-with-lunch-stop.a49191526.activity-details) | | Half-day tours | | | With kids | - [Seattle CityPASS®: Admission to Top 5 Attractions](https://expedia.ca/things-to-do/seattle-citypass-admission-to-top-5-attractions.a193360.activity-details) - [Ladies Luncheon Pontoon Tour (Gentleman welcome)](https://expedia.ca/things-to-do/day-drinking-pontoon-tour-with-lunch-stop.a49191526.activity-details) | ## What to do in Winter Haven * * * ### Discover the most popular places to visit in Winter Haven ![Legoland Florida featuring a pond, a garden and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22889-Legoland-Florida.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### LEGOLAND® Florida Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots. [](https://expedia.ca/LEGOLAND-Florida-Winter-Haven.d6153639.Vacation-Attraction) #### Chain of Lakes Park Catch an event at Chain of Lakes Park during your trip to Winter Haven. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants. [](https://expedia.ca/Chain-Of-Lakes-Park-Winter-Haven.d6127913.Vacation-Attraction) #### Winter Haven Hospital Though Winter Haven Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Winter Haven while you are here. [](https://expedia.ca/Winter-Haven-Hospital-Winter-Haven.d624554942982328320.Vacation-Attraction) #### Peppa Pig Theme Park Florida Have a fun-filled day with the family at Peppa Pig Theme Park Florida during your visit to Winter Haven. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants. [](https://expedia.ca/Peppa-Pig-Theme-Park-Florida-Winter-Haven.d943070843001716736.Vacation-Attraction) #### Theatre Winter Haven You can enjoy a show at Theatre Winter Haven during your trip to Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants. [](https://expedia.ca/Theatre-Winter-Haven-Winter-Haven.d553248621532652812.Vacation-Attraction) #### Northgate Shopping Center You can search for that perfect souvenir at Northgate Shopping Center during your stay in Cypress Gardens. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants. [](https://expedia.ca/Northgate-Shopping-Center-Winter-Haven.d553248621557921010.Vacation-Attraction) #### Indigo's Family Fun Center Enjoy a stop at Indigo's Family Fun Center, an entertaining place to visit in Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants. [](https://expedia.ca/Indigos-Family-Fun-Center-Winter-Haven.d6259153.Vacation-Attraction) #### Cypresswood Golf and Country Club Enjoy a round of golf in Winter Haven at Cypresswood Golf and Country Club. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants. [](https://expedia.ca/Cypresswood-Golf-And-Country-Club-Winter-Haven.d6259146.Vacation-Attraction) #### Winter Haven Women's Hospital Though Winter Haven Women's Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Winter Haven while you are here. [](https://expedia.ca/Winter-Haven-Womens-Hospital-Winter-Haven.d624549012792651776.Vacation-Attraction) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from Winter Haven ![Haines City](https://mediaim.expedia.com/destination/1/19be2a9c3f30e69d5d1a08cb8db0185c.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Haines City [](https://expedia.ca/Haines-City.dx8247) ![Photo by throwingsofas](https://mediaim.expedia.com/destination/2/257518871c1e9ab285242fc7ad5f53de.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Lake Wales [](https://expedia.ca/Lake-Wales.dx8513) ## Frequently asked questions ### Is Winter Haven worth visiting? > One of the most popular things to do in Winter Haven is visit LEGOLAND® Florida. Tick this leading attraction off your to-do list, then experience more of the area's golfing and fishing. ### How do I spend a day in Winter Haven? > Kick-start your day with a visit to LEGOLAND® Florida and Chain Of Wakes. Then, tour other areas of Winter Haven for a quick bite and a little retail therapy. ### What is the top tourist attraction in Winter Haven? > The top tourist attraction in Winter Haven is LEGOLAND® Florida, so don't forget to include it on your sightseeing agenda. ### Is three days enough to stay in Winter Haven? > You can easily enjoy popular attractions like LEGOLAND® Florida, Theatre Winter Haven and Indigo's Billiards, Bowling & Games with a three-day break in Winter Haven. On average, most travellers book two days here. There's plenty to do and see nearby too, so stick around longer and check out Kissimmee. ### Is Winter Haven a walkable city? > Some leading attractions in Winter Haven, such as Theatre Winter Haven and Indigo's Billiards, Bowling & Games, are within walking distance. You can also visit several of the city's popular neighbourhoods on foot. Only 5 kilometres from the city centre of Winter Haven is Cypress Gardens and Inwood is 3 kilometres away. ### What are some activities to do in Winter Haven with kids? > Deciding what to do in Winter Haven with kids has never been so easy. Whether you're taking a trip with toddlers or teenagers, there are lots of family-friendly tours and activities to keep everyone happy here. > > > > - [Seattle CityPASS®: Admission to Top 5 Attractions](https://expedia.ca/things-to-do/seattle-citypass-admission-to-top-5-attractions.a193360.activity-details) > - [Ladies Luncheon Pontoon Tour (Gentleman welcome)](https://expedia.ca/things-to-do/day-drinking-pontoon-tour-with-lunch-stop.a49191526.activity-details) ### What to do in Winter Haven for adults? > From local cuisine and cultural gems to outdoor adventures and unique experiences, there are loads of fun things to do in Winter Haven for adults. ### Are there free things to do in Winter Haven? > In Winter Haven, Auburndale City Park is an unmissable spot for anyone looking to enjoy the city without opening their wallet. Also, stroll around the local neighbourhoods and parks, and ask a local tour guide for recommendations. 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