35 Things To Do in Winter Haven

Winter Haven offers a perfect mix of natural beauty and engaging attractions for all visitors. Famous for its Chain of Lakes, the city provides endless opportunities for outdoor activities and water-based adventures.

Beyond its scenic charm, Winter Haven boasts thrilling attractions and a welcoming atmosphere that appeals to travelers of all ages. Whether seeking relaxation or excitement, this dynamic destination ensures unforgettable memories.

Chain of Lakes Park

Our Rating: 8.5/10

Chain of Lakes Park is a dynamic sports complex renowned for hosting a variety of athletic events. Visitors can see baseball games and soccer matches in well-designed, comfortable facilities.

Families flock here not just for the sports but to enjoy the green spaces perfect for picnics or leisure walks. The park’s expansive layout and modern amenities make it an outstanding recreational spot for athletes and spectators.

Legoland Florida Resort

Our Rating: 9.0/10

Legoland Florida Resort is a must-visit for families with children ages 2 to 12. This expansive 150-acre park boasts over 60 rides and attractions, including thrilling roller coasters, enjoyable water park experiences, and a fascinating 4D movie theater.

Young builders can find endless inspiration in themed areas featuring massive LEGO sculptures and hands-on building zones. The park’s charming miniature landscapes, crafted entirely from LEGO bricks, captivate visitors with intricate detail.

Winter Haven Chain of Lakes

Our Rating: 9.0/10

Winter Haven’s Chain of Lakes is a stunning network of 24 interconnected lakes, creating a paradise for water enthusiasts. Boating is a popular activity here, with numerous public boat ramps providing easy access to the water. Visitors can rent jet skis or pedal kayaks to explore the scenic waterways.

Fishing enthusiasts will enjoy the abundant bass and bluegill, making it an angler’s delight. The lakes are surrounded by lush parks where visitors can picnic or enjoy a stroll along the well-maintained trails.

Peppa Pig Theme Park

Our Rating: 8.5/10

Peppa Pig Theme Park is a charming destination for families with young children. This whimsical park brings the beloved cartoon character Peppa Pig to life with an array of themed rides and attractions. Highlights include Peppa Pig’s iconic yellow house, where families can snap pictures on the famous purple couch.

Kids can splash around in interactive play areas like the Muddy Puddles Splash Pad. Smaller rides, such as Daddy Pig’s Roller Coaster, offer gentle thrills perfectly suited for preschoolers. The colorful, rainbow-themed entryway sets the stage for a full day of fun.

Central Park Winter Haven

Our Rating: 8.5/10

Central Park is an ideal escape for those looking to unwind amidst the charm of this quaint city. Visitors can wander along beautifully maintained paths lined with vibrant flowers and shaded by mature trees, creating a picturesque setting perfect for a stroll.

Families often gather for picnics on the expansive green lawns, where children can play freely while adults relax and soak up the Florida sun. The park hosts community events, bringing people together for concerts and art shows.

Sherman’s Antiques

Our Rating: 8.5/10

Sherman’s Antiques is filled with unique finds. Visitors can explore both store levels, discovering a wide range of antiques and collectibles. With a focus on vintage toys and dolls, along with Victorian and mid-century pieces, it’s an eclectic mix sure to capture the interest of antique lovers.

Shoppers enjoy browsing through glassware, furniture, and decorative items that cater to different tastes and budgets. The welcoming atmosphere and friendly owners make it a delightful place to spend an afternoon, with the possibility of finding unique items at reasonable prices.

Memorial Park

Our Rating: 8.3/10

Memorial Park is a serene spot perfect for strolls and relaxation. Visitors can enjoy a peaceful walk along the paved paths, surrounded by well-maintained lawns and mature trees that provide ample shade. The park features a beautiful gazebo popular for photography and small gatherings.

Families often visit to use the picnic tables, creating a great atmosphere for an outdoor meal. Memorials and plaques throughout the park offer a quiet space for reflection and remembrance.

South Lake Howard Nature Park

Our Rating: 8.5/10

South Lake Howard Nature Park is a peaceful spot for nature lovers and fitness enthusiasts. Visitors can wander through well-maintained walking paths surrounded by scenic wetlands and lush greenery, providing a refreshing escape from the urban hustle. The park is perfect for a stroll or a brisk jog, with trails that meander along picturesque shorelines.

Birdwatchers will delight in the diverse avian species that inhabit the area, offering ample opportunities for photography or quiet observation. Meanwhile, benches placed at strategic spots invite guests to pause and soak in the tranquil surroundings.

Lake Hartridge Nature Park

Our Rating: 8.5/10

Lake Hartridge Nature Park is a prime destination for outdoor enthusiasts. Visitors can enjoy a day of fishing by the lake or a leisurely walk on the park’s scenic trails.

The lush natural surroundings are perfect for picnicking, and the park’s calm atmosphere invites guests to unwind and enjoy the beauty of nature.

Ridge Art Association Gallery

Our Rating: 8.6/10

Ridge Art Association Gallery stands out as a staple of culture in Winter Haven. This gallery frequently features diverse art exhibits that appeal to various tastes. Visitors can immerse themselves in visual arts, from contemporary pieces to traditional artworks.

The gallery also hosts art-focused events and workshops, offering opportunities to engage with the creative community. As a 501(c)(3) non-profit organization, the Ridge Art Association actively supports the arts scene through advocacy and community involvement.

Theatre Winter Haven

Our Rating: 8.9/10

Theatre Winter Haven is renowned as one of the top community theaters in the United States. It is known for its diverse and high-quality productions. The theater features a MainStage season with five exceptional performances that captivate audiences of all ages. With seating for 332, the modern complex provides an intimate setting for viewers.

Audiences can enjoy various shows, from classic musicals to contemporary plays. Alongside the MainStage productions, Theatre Winter Haven also offers Academy and Professional series. These series highlight local talent and showcase innovative works.

Auburndale Speedway

Our Rating: 8.5/10

Auburndale Speedway presents an exhilarating experience for racing enthusiasts. This ¼-mile paved track is lively on most Saturday nights throughout the year, with a brief pause during the hotter summer months. The races offer an adrenaline-packed atmosphere that engages audiences of all ages, making it a perfect outing for families.

These events are organized to minimize downtime, ensuring spectators remain engaged as cars zip by. The speedway’s commitment to safety and comfort enhances the overall experience, attracting locals and visitors.

The Americana Boulevard

Our Rating: 8.4/10

The Americana Boulevard invites visitors to a unique experience combining culture with local charm. Strolling along the walkway, travelers encounter carefully curated art installations that reflect the town’s colorful history.

Boutiques along the boulevard provide an eclectic mix of handmade crafts and unique fashion finds. Each shop offers something different, allowing visitors to explore and take home a piece of Winter Haven’s creativity. The experience is intimate and engaging, making shopping more than a transaction.

Christina Park

Our Rating: 8.7/10

Christina Park is well-known for its picturesque lake views and ample green spaces. Families and individuals can explore a network of walking trails ideal for a stroll or a more brisk walk. Picnic areas provide the perfect spot for a meal outdoors, with tables stationed in shaded areas for comfort.

Anglers will find a pier where fishing can be a relaxing activity, allowing them to unwind by the waterside. The park features well-maintained tennis and basketball courts for those interested in sports.

Harry’s Old Place

Our Rating: 9.0/10

Nestled along the serene shores of Lake Ned, Florida, Harry’s Old Place has been a cherished seafood haven since 1992. Its rustic, nautical ambiance invites diners to savor fresh catches in a cozy, unpretentious setting. The restaurant’s commitment to quality and friendly service has solidified its status as a local favorite.

The menu boasts an impressive array of seafood delights, with daily blackboard specials featuring fresh fish selections. Signature dishes like “Harry in a Bag”—grouper baked with a pecan topping—showcase the culinary creativity that patrons adore. Succulent steaks and various appetizers complement the seafood offerings, ensuring a memorable dining experience.

Downtown Winter Haven Murals

Our Rating: 8.5/10

Downtown Winter Haven boasts an impressive collection of murals that transform ordinary streets into open-air galleries. These artworks, crafted by both local and internationally acclaimed artists, offer a vibrant backdrop for photographers and art enthusiasts alike.

Strolling through the downtown area, visitors can admire murals that reflect the community’s spirit and history, creating a unique and colorful experience.

Davidson of Dundee Citrus Candy Factory

Our Rating: 8.6/10

Davidson of Dundee Citrus Candy Factory offers a unique glimpse into the world of candy-making. Visitors can enjoy tours that showcase the creation of old-fashioned citrus candies, marmalades, and other sweet delights.

The factory is renowned for its traditional methods. It has produced small-batch candies since 1967 and offers free samples to enhance the experience. The vibrant factory floor buzzes with activity as artisans craft jellies, chocolates, and coconut patties.

Winter Haven Library

Our Rating: 8.5/10

It’s not just about books here. Visitors can delve into digital media, workshops, and public events. The library hosts reading programs for kids and adults, making it an inclusive space for learning and interaction. Tech enthusiasts will appreciate the access to computers and digital resources.

Regularly hosted exhibitions, author talks, and community meetings offer a lively atmosphere that fosters creativity. Families will particularly enjoy the dedicated children’s section, which features vibrant storytelling sessions and hands-on activities.

Winter Haven Farmers Market

Our Rating: 8.5/10

Winter Haven Farmers Market buzzes with life every Saturday. Visitors can find fresh produce, handmade crafts, and mouth-watering food. Stalls overflow with vibrant fruits and vegetables straight from local farms. Artisans display unique crafts perfect for gifts or home decor.

Food trucks and stands serve delicious treats, from gourmet coffee to doughnuts. Live music sometimes accompanies the market, creating an enjoyable shopping experience. It’s a perfect spot for those wanting a taste of local culture.

Dundee Depot Museum

Our Rating: 8.5/10

This charming museum is in the heart of Dundee and offers visitors a glimpse into the town’s rich past and railroad heritage. One of the main attractions is the 1968 red caboose, which visitors can board and explore. Inside the depot, you can find exhibits showcasing artifacts that narrate the story of Dundee’s development and its connection to the railways.

The building itself, constructed with Florida pine and cypress, is a testament to the architectural style of the early 20th century. Visitors will enjoy the interactive elements, such as the opportunity to experience operating the controls just like historical engineers did.

Pinewood Estate

Our Rating: 8.4/10

Pinewood Estate is a historical gem that captures the essence of elegance and architectural beauty. Visitors can explore the sprawling grounds adorned with intricate gardens that provide an enchanting stroll through nature. The estate’s interior showcases period furnishings, offering a glimpse into past lifestyles.

Guided tours reveal the rich history behind this majestic home, draped in charm and stories from decades-long past. Each room tells a different tale, as guests marvel at the artistry in its original features preserved with care.

Lewis Arboretum

Our Rating: 8.5/10

Lewis Arboretum is an enchanting destination that captivates visitors with its extensive collection of ornamental plants. Spanning over 40 years of dedication, it showcases one of the largest arrays of Chinese fan palms, which create a unique ambiance.

The curated landscape design invites exploration and offers serene pathways for leisurely walks. Whether you’re a plant enthusiast or simply seeking a peaceful retreat, Lewis Arboretum provides an enriching experience.

Rotary Park Playground

Our Rating: 8.3/10

Rotary Park Playground is an exciting destination for families. It features a variety of equipment, including slides, swings, and climbing structures, ensuring children of all ages have fun.

A skate park is nearby where older kids can practice their skateboard or scooter skills. The open spaces around the playground provide plenty of room for picnics or simply lounging on the grass.

Treasure House Antiques & Collectibles LLC

Our Rating: 8.0/10

Treasure House Antiques & Collectibles LLC is a haven for enthusiasts seeking unique vintage finds. Spanning over 10,000 square feet, this expansive emporium boasts more than 40 diverse vendors, each presenting a curated selection of timeless antiques and rare collectibles. Every corner reveals a discovery, from elegant Victorian furniture to retro memorabilia, making it a delightful journey through the past.

A knowledgeable and friendly staff complements the inviting ambiance, always eager to share the stories behind each artifact. Beyond the main showroom, visitors can explore the charming patio and shed areas, where additional treasures await. Whether you’re a seasoned collector or a casual browser, Treasure House offers an enchanting experience that captures the essence of bygone eras.

Incredibowl Entertainment

Our Rating: 9.0/10

Incredibowl Entertainment is a premier destination for family fun and excitement. With 40 state-of-the-art bowling lanes, it caters to casual players and league enthusiasts. The modern, lounge-style seating and lane-side food ordering kiosks enhance the experience, making it a perfect spot for gatherings and celebrations.

Beyond bowling, Incredibowl boasts a massive arcade featuring over 70 games, providing endless entertainment for all ages. The two-story laser tag arena, acclaimed as the best in Central Florida, offers thrilling adventures with special lighting effects and high-energy music. Guests can also enjoy a variety of food and beverage options, ensuring a delightful visit.

Willowbrook Golf Course

Our Rating: 7.0/10

Willowbrook Golf Course offers an inviting 18-hole, par-72 layout that blends natural beauty with engaging play. Golfers navigate through mature trees, strategic bunkers, and shimmering water hazards, all set against Florida’s lush landscapes. The course’s design caters to seasoned players and newcomers, ensuring a memorable experience.

Beyond the fairways, Willowbrook boasts amenities designed to enhance your visit. The Grille provides a welcoming spot to unwind with a refreshing beverage after a round, while the well-equipped pro shop offers a range of golfing essentials. Practice facilities, including a driving range and putting green, are available for those looking to refine their skills.

Carrabba’s Italian Grill

Our Rating: 8.0/10

Carrabba’s Italian Grill offers a delightful escape into the rich flavors of Italy. The warm, inviting atmosphere sets the stage for a memorable dining experience, where the aroma of freshly baked bread and simmering sauces fills the air. Signature dishes like the Chicken Bryan, featuring wood-grilled chicken topped with goat cheese and sun-dried tomatoes, showcase the restaurant’s commitment to authentic Italian cuisine.

Complementing the delectable menu is an extensive wine list, carefully curated to enhance each meal. Attentive service and a cozy ambiance make Carrabba’s a perfect choice for intimate dinners and family gatherings. With a diverse menu catering to various palates, it’s no wonder this establishment has become a local favorite.

Winter Haven Marina

Our Rating: 8.6/10

Winter Haven Marina is a must-visit spot for water enthusiasts exploring this charming Florida city. The marina provides excellent access to the Chain of Lakes, perfect for boating and fishing. Visitors can rent various watercraft, from kayaks to pontoon boats, enabling them to explore the scenic waterways at their own pace.

Fishing enthusiasts will appreciate the abundant opportunities to cast a line and enjoy a relaxing day on the water. With plenty of space for docking, the marina invites boaters to linger as they enjoy the picturesque surroundings.

Sertoma Park

Our Rating: 8.5/10

Sertoma Park is a spot for outdoor enthusiasts looking to explore nature. Visitors can take advantage of the scenic walking and running routes that wind through the park, offering a pleasant workout with lovely views. It’s ideal for families and friends to gather for a brisk morning walk or a leisurely afternoon stroll.

Wildlife enthusiasts often spot local birds flitting amidst the trees and along the water’s edge. This park is a testament to nature’s simplicity and beauty, providing a peaceful retreat from the hustle and bustle of everyday life.

Spending Time at Lake Elbert

Our Rating: 8.5/10

Lake Elbert is a welcoming spot that extends an invitation to fishing enthusiasts and kayakers alike. The lake’s calm waters make it a preferred destination for a leisurely paddle or a peaceful fishing expedition. With its boat ramp and easy access, getting out on the water is straightforward, allowing visitors to enjoy the serene surroundings.

The walkway around the lake is perfect for a relaxing stroll, with well-maintained paths that promise scenic views at every turn. The gentle lakeside breeze and the sight of native birds make it an ideal spot for nature lovers.

Sails Original Steaks & Seafood

Our Rating: 8.5/10

Known for its quality steaks and fresh seafood, it blends classic styles with a modern touch. Patrons can savor a perfectly cooked steak paired with a glass of fine wine or enjoy the rich flavors of freshly caught seafood.

This venue is well-regarded for its warm and inviting atmosphere, which makes it perfect for a relaxed dinner or a special celebration. The attentive staff and efficient service enhance the overall experience, ensuring visitors feel comfortable and well-cared for.

Denison Stadium

Our Rating: 8.0/10

Denison Stadium is a vibrant centerpiece for community gatherings and sports enthusiasts. Initially established in 1947, this historic venue carries a legacy as a hub for baseball and local athletic events. Its charm lies in its blend of history and contemporary upgrades, allowing visitors to immerse themselves in a dynamic, lively atmosphere that celebrates sports and camaraderie.

Recently revitalized with modern enhancements, Denison Stadium boasts a state-of-the-art artificial turf field and an upgraded track, providing a premier experience for athletes and spectators. The 14,000-seat capacity ensures a perfect venue for high-energy football games, track meets, and community events. Whether you’re cheering on a local team or exploring its storied past, Denison Stadium offers an unforgettable experience.

Thai Haven

Our Rating: 8.7/10

Thai Haven is a delightful destination for lovers of authentic Thai cuisine. Nestled conveniently in the heart of downtown, it has been dishing out flavorful, made-to-order Thai dishes since 2013. Visitors can savor classics like lemongrass soup and red curry, which are celebrated for their robust flavors.

The restaurant is also known for its refreshing beverages, including traditional Thai iced tea and coffee. With its vibrant atmosphere and diverse menu, Thai Haven caters to various tastes, making it a must-visit for culinary enthusiasts exploring Winter Haven.

The Polk Museum of Art

Our Rating: 8.5/10

The Polk Museum of Art at Florida Southern College features an impressive collection of over 2,800 works spanning various styles and eras. Visitors can enjoy masterpieces from renowned artists like Warhol, Chagall, and Picasso.

The museum frequently updates its exhibitions, offering fresh experiences for returning art enthusiasts. It also provides educational programs and workshops that engage visitors of all ages in the world of art.

LEGOLAND Beach Retreat

Our Rating: 9.0/10

LEGOLAND Beach Retreat is a vibrant, family-friendly escape where imagination takes center stage. Designed with a colorful LEGO-themed charm, this resort invites guests into a world of creative fun. Cozy bungalows, styled as LEGO beach houses, surround playful courtyards, offering relaxation and adventure. Each unit bursts with bright hues and whimsical details, ensuring the excitement begins when you arrive.

The retreat is a destination brimming with unique experiences. A sparkling pool overlooks Lake Dexter, accompanied by sandy play areas where kids can dig and build to their hearts’ content. Complimentary breakfast, character meet-and-greets, and convenient shuttle services to LEGOLAND Florida elevate the magic. Parents can unwind with lakeside views while kids revel in activities that spark their creativity and joy.

Winter Haven delivers a perfect balance of natural splendor and thrilling attractions, making it a destination that resonates with visitors of all ages. Its warm community and dynamic atmosphere ensure every traveler feels right at home.