Winter Haven, FL 4-4
An hour southwest of Orlando, Winter Haven stands as a unique destination that balances small-town charm with world-class attractions. Known as the “Chain of Lakes City,” this vibrant community offers a perfect blend of natural beauty, family-friendly entertainment, and rich cultural experiences.
A City Built on Water
Winter Haven’s identity is intrinsically tied to its impressive water features. With 50 lakes within or bordering its city limits, the area has rightfully earned its reputation as the “Chain of Lakes City” and the “Water Ski Capital of the World.” These interconnected bodies of water create a paradise for boaters, anglers, and water sports enthusiasts alike.
Visitors can witness the legendary Cypress Gardens Water Ski Team perform on Lake Silver every third Saturday of the month, keeping alive a tradition that helped put Winter Haven on the map. For those looking to explore the chain themselves, options abound – from pontoon boat rentals at Marine Supply to guided tours with The Living Water Boat Cruises. Adventurous souls can paddle their way through the tranquil waters with kayak rentals from Off the Chain Kayak Co. or join a stand-up paddleboard tour with Paddleboard Winter Haven.
LEGOLAND Florida: A Colorful Cornerstone
Since opening on the former grounds of the historic Cypress Gardens, LEGOLAND Florida Resort has become Winter Haven’s most recognizable attraction. This 150-acre interactive theme park offers over 50 rides, shows, and attractions specifically designed for families with children ages 2-12. The park preserves some elements of its predecessor, including the magnificent Banyan tree planted as a seedling in 1939. Next article.
The LEGOLAND complex has expanded to include three distinct accommodations – LEGOLAND Hotel, Pirate Island Hotel, and LEGOLAND Beach Retreat – allowing visitors to fully immerse themselves in the LEGO experience. In 2022, the Peppa Pig Theme Park joined the offerings, creating another draw for families with young children.
Downtown Revival and Cultural Scene
Winter Haven’s charming downtown has experienced a renaissance in recent years. The historic district features locally-owned shops, artisan restaurants, and a growing craft beer scene anchored by Grove Roots Brewing Co., where visitors can sample some of Central Florida’s finest craft beers in a family-friendly setting.
The city’s cultural offerings punch well above its weight class. Theatre Winter Haven has earned national acclaim as “one of the best community theaters in America” and has featured Tony Award-winning talent in its productions. Music lovers can experience locally-grown talent at Gram Parsons’ Derry Down, while the historic Ritz Theatre continues to host performances that enrich the community.
Culinary Adventures
Winter Haven’s dining scene offers something for every palate. Harborside Restaurant provides lakeside dining with its famous fish sandwich challenging even the heartiest appetites. Harry’s Old Place serves up local favorites like pecan-crusted grouper in a casual setting beloved by locals and visitors alike. For a nostalgic experience, Andy’s Igloo has been serving burgers, fries, and their signature “Garbage Can” milkshakes since 1951.
Food enthusiasts can get a comprehensive taste of the city through Winter Haven Food Tours, which offers various packages showcasing the best local flavors.
Beyond the Attractions
Just 30 miles from Walt Disney World and 18 miles from the serene Bok Tower Gardens in Lake Wales, Winter Haven makes an ideal base for exploring Central Florida’s diverse attractions. The city’s natural surroundings also offer excellent birding opportunities and numerous parks and trails for land-based adventures.
Whether you’re seeking theme park thrills, water sports adventures, cultural experiences, or simply a relaxing lakeside getaway, Winter Haven delivers a distinctly Florida experience that keeps visitors returning season after season to this welcoming haven in the heart of the Sunshine State.
Additional information about Winter Haven, FL.
POI #1 – Cypress Shores Manufactured Home Community, 200 Bass Cir, Winter Haven, FL 33881
POI #2 – Hartridge Academy Elementary, 1400 US-92, Winter Haven, FL 33881