Winter Haven FloridaATTRACTIONS & THINGS TO DO


Listed below are the best attractions and things to do near Winter Haven, Florida.



1. LEGOLAND Florida Resort

THEME PARK FOR FAMILIES


LEGOLAND Florida Resort offers an interactive theme park experience with over 50 attractions and a water park designed especially for families with children. Visitors can enjoy the historic Cypress Gardens Botanical Gardens which have been preserved within the park. The resort also includes themed hotels like LEGOLAND Hotel, Pirate Island Hotel, and LEGOLAND Beach Retreat for an immersive stay experience.


2. Peppa Pig Theme Park Florida

PERFECT FOR PRESCHOOLERS


Peppa Pig Theme Park Florida is the world's first theme park dedicated to the beloved children's character and is located steps away from LEGOLAND. The park offers attractions designed specifically for young children, including Daddy's Coaster and Peppa Pig Shows. This family-friendly destination provides a fun-filled experience perfect for preschoolers and their families.


3. Chain of Lakes

CONNECTED WATERWAY SYSTEM


Winter Haven's Chain of Lakes consists of numerous interconnected freshwater lakes that offer endless water recreation opportunities. Visitors can enjoy pontoon boat tours, wildlife observation, and historical insights about the area through guided cruises. The lakes provide perfect settings for water activities including paddle-boarding, wakeboarding, water skiing, kayaking, and fishing.


4. Theatre Winter Haven

PREMIER COMMUNITY THEATER


Theatre Winter Haven is recognized as one of Florida's best community theaters, providing high-quality theatrical performances year-round. The theater offers a diverse range of productions from classic plays to contemporary musicals in an intimate setting. Theater enthusiasts can experience the talent of local performers while enjoying professional-caliber productions that enrich Winter Haven's cultural landscape.


5. Grove Roots Brewing Co.

LOCAL CRAFT BREWERY


Grove Roots Brewing Co. is a popular craft brewery celebrating Winter Haven's citrus heritage through its unique beer offerings. The brewery features a tasting room with rotating taps of handcrafted beers made on-site, often using locally-sourced ingredients. Visitors can enjoy the relaxed atmosphere while sampling distinctive brews that capture the essence of Central Florida.



6. Winter Haven Food Tours

CULINARY EXPLORATION EXPERIENCE


Winter Haven Food Tours offers guided culinary experiences through the city's diverse dining scene, allowing visitors to sample local cuisine while learning about the area's history. Each tour includes stops at multiple locally-owned restaurants and artisan food establishments in downtown Winter Haven. Participants enjoy a variety of flavors while gaining insight into the city's food culture and historical development.


7. Gram Parsons' Derry Down

HISTORIC MUSIC VENUE


Gram Parsons' Derry Down is a restored historic music venue where country-rock pioneer Gram Parsons performed early in his career. The intimate space hosts live music events that celebrate the legacy of locally-grown musical talent. This cultural landmark contributes to Winter Haven's vibrant arts scene while honoring an important figure in American music history.


8. Ritz Theatre

RESTORED HISTORIC THEATER


The historic Ritz Theatre in downtown Winter Haven has been revived as a cultural center for performing arts and community events. Originally opened in the 1920s, this beautifully restored venue now hosts concerts, films, and various performances throughout the year. The theater stands as a testament to Winter Haven's commitment to preserving its cultural heritage while providing contemporary entertainment options.


9. Pontoon Pub Crawl

WATERFRONT DINING ADVENTURE


The Pontoon Pub Crawl offers a unique experience visiting five lakeside pubs and restaurants by boat across Winter Haven's Chain of Lakes. Participants enjoy scenic water views while traveling between different establishments, each offering distinct food and beverage options. This water-based dining adventure combines Winter Haven's natural lake setting with its vibrant culinary scene for a memorable outing.


10. The Living Water Boat Cruises

SCENIC WILDLIFE TOURS


The Living Water Boat Cruises provides guided tours of Winter Haven's famous Chain of Lakes, focusing on local wildlife and history. Passengers can observe native Florida wildlife including birds, turtles, and possibly alligators while learning about the ecological significance of the lake system. These informative one or two-hour cruises offer a relaxing way to experience Winter Haven's natural beauty from the water.



11. Downtown Winter Haven

HISTORIC SHOPPING DISTRICT


Downtown Winter Haven features a restored historic business district filled with unique shopping, dining, and cultural experiences. Visitors can explore locally-owned boutiques, art galleries, and restaurants while enjoying the charming architectural details of this revitalized area. The pedestrian-friendly downtown serves as the heart of the community, hosting events and offering a glimpse into Winter Haven's past and present.


12. Sherman's Antiques

VINTAGE TREASURE HUNTING


Sherman's Antiques is a popular destination for collectors and enthusiasts searching for unique vintage items and collectibles in Winter Haven. The shop offers a wide selection of antiques ranging from furniture and decorative objects to rare finds from various historical periods. Visitors can enjoy browsing through carefully curated collections while possibly discovering hidden treasures with historical significance.


13. Bok Tower Gardens

HISTORIC BOTANICAL SANCTUARY


Bok Tower Gardens, located just 18 miles from Winter Haven in Lake Wales, features 250 acres of lush gardens, nature trails, and the iconic 205-foot singing tower carillon. The gardens were established in 1929 by Edward W. Bok as a gift to the American people and include the Mediterranean-style Pinewood Estate. Visitors can enjoy daily carillon concerts, explore diverse plant collections, and experience the peaceful sanctuary designed by landscape architect Frederick Law Olmsted Jr.


14. Walt Disney World

WORLD-FAMOUS ENTERTAINMENT RESORT


Walt Disney World Resort, located approximately 30 miles from Winter Haven, encompasses four major theme parks, two water parks, and numerous hotels and entertainment venues. Visitors can experience Magic Kingdom, EPCOT, Disney's Hollywood Studios, and Disney's Animal Kingdom, each offering unique attractions and experiences. This iconic destination provides endless entertainment options for families and features beloved Disney characters, thrilling rides, and spectacular shows.


15. Water Ski Experience

LEARN CLASSIC FLORIDA SPORT


Winter Haven offers professional water ski, wakeboard, and wakesurf lessons on its pristine lakes, continuing the area's legacy as a water skiing destination. Beginners can learn the basics while more experienced participants can refine their skills under expert guidance. These lessons provide a hands-on way to experience an activity deeply connected to Winter Haven's recreational history while enjoying time on the water.