Things to do in Winter Haven
Discover amazing Winter Haven activities and premium in-home experiences.
Winter Haven invites you to a lakeside paradise where over 50 shimmering lakes offer endless opportunities for adventure and relaxation. Known as the "Chain of Lakes City," it's perfect for those who love waterskiing, paddleboarding, or simply picnicking by tranquil shores. With its rich citrus heritage and warm hospitality, Winter Haven captures the heart with both natural beauty and small-town charm.
Popular Activities in Winter Haven
Orlando Tree Trek Adventure Park Admission
Tackle aerial obstacle courses and ziplines for 3 hours—great for ages 6+
Guided 1.5-Hour Horseback Trail Ride at Lake Louisa State Park
Enjoy a scenic guided trail ride in Lake Louisa State Park, ideal for beginners ages 8+.
Segway Half-Day Grand Excursion
Explore Lake Louisa State Park by off-road Segway with a guide, plus a picnic lunch
Kissimmee Cypress Forest Kayak Tour with Guide
Paddle through pristine Shingle Creek cypress forest with expert guidance and wildlife insights
Explore the Charm of Winter Haven
Winter Haven is a vibrant city where sparkling lakes and lush landscapes create an inviting atmosphere for visitors seeking both adventure and relaxation. Known for its Chain of Lakes, this area offers endless opportunities to explore by boat or kayak. Whether you're gliding across calm waters or casting a line in hopes of catching bass, the natural beauty here provides a serene backdrop that sets it apart from other destinations.
A visit to Winter Haven isn't complete without experiencing LEGOLAND Florida Resort, perfect for families looking to add some excitement to their itinerary. Beyond theme park thrills, you can stroll through downtown's charming streets lined with unique shops and local eateries offering everything from fresh seafood to Southern comfort food. The sense of community is palpable as you enjoy live music at Central Park during seasonal events like the annual Harvest Festival.
For those who appreciate art and culture, the Theatre Winter Haven hosts performances ranging from musicals to dramas throughout the year. Meanwhile, nature enthusiasts will find solace in nearby Circle B Bar Reserve—a haven for birdwatching and hiking amidst diverse wildlife habitats. In Winter Haven, every day holds potential for discovery whether you're savoring farm-to-table cuisine or simply soaking up sunshine on one of its many picturesque lakefronts.