Discover a unique experience at Barrel 239, located in the heart of Winter Haven, FL. This chic and cozy bar offers a warm, inviting atmosphere perfect for both casual outings and special occasions. Indulge in their exquisite selection of craft cocktails, fine wines, and locally brewed beers. Barrel 239 promises exceptional service and flavors that delight. Visit us at 239 3rd St SW and savor a truly memorable experience!

Barrel 239

Discover the charm of Seven Anchors Co., located in the heart of Winter Haven at 219 3rd St SW. Our boutique offers Men's and Women's casual wear and surf style apparel. Each piece in our collection reflects an exquisite blend of quality and style. Whether you're a local or just passing through, Seven Anchors Co. offers a warm, inviting shopping experience, where customer service is our anchor. Come explore our store and let us help you find the perfect piece to complement your style!

Seven Anchors Co.

Discover Nutwood, your cozy haven nestled in the heart of Winter Haven, FL. Located at 132 Ave B SW, this charming property offers an inviting blend of comfort and convenience. Ideal for families and professionals alike, Nutwood features beautifully designed living spaces accented with modern amenities, ample natural light, and meticulously maintained grounds. Step into a world where relaxation meets functionality, with proximity to local shopping, dining, and entertainment. Just moments from Winter Haven’s picturesque lakes and parks, your new home at Nutwood becomes a retreat from the hustle and bustle of daily life. Embrace a lifestyle of ease and elegance—welcome to Nutwood. 

Nutwood

The Smokin’ OX Premium BBQ, located on 6th Street SW in Winter Haven, Florida, brings the irresistible aroma of smoked meats to this charming community. Known for serving authentic, slow-cooked BBQ, The Smokin’ OX is a haven for meat lovers. Specializing in a diverse range of smoked delights, from tender brisket to juicy pulled pork, this local gem promises a mouth-watering culinary experience. The menu is thoughtfully crafted to showcase the rich flavors and textures of premium, lovingly prepared meats.

Whether you're a lifelong BBQ enthusiast or a curious first-timer, The Smokin’ OX welcomes all seekers of smoky goodness. The relaxed, welcoming atmosphere makes it a perfect spot for family gatherings or casual outings with friends. While the primary focus is on providing top-notch BBQ, the inviting environment and friendly service enhance the dining experience.

Easily accessible for both locals and visitors, its popularity extends beyond the residents of Winter Haven. While attracting BBQ aficionados, The Smokin' OX also offers a perfect taste of local flavor for tourists exploring the area. If you’re looking to indulge in a genuine BBQ experience where quality and taste are paramount, The Smokin’ OX Premium BBQ is the place to savor delicious, unforgettable meals. 

The Smokin´OX Premium BBQ

Welcome to Adler’s, a charming oasis nestled in the heart of Winter Haven, FL. Located at 543 Ave B SW, Adler’s seamlessly blends modern comfort with timeless elegance. Our curated selection of gourmet dishes and exquisite beverages promises to tantalize your taste buds, offering an unforgettable dining experience. Whether you're looking for a cozy spot to enjoy brunch with friends, a romantic dinner setting, or a lively venue for special celebrations, Adler’s delivers with impeccable service and a warm, inviting atmosphere. Experience culinary excellence and exceptional hospitality that define Adler’s, where every visit is a journey of delightful indulgence. Discover why locals and visitors alike choose Adler’s as their go-to destination for fantastic food and cherished memories. Visit us today and let Adler’s elevate your dining experience to new heights. 

Adler’s

Discover adventure and elegance at the Andy Thornal Company, located at 336 Magnolia Ave, Winter Haven, FL. Our family-owned store boasts an extraordinary selection of high-quality gear and apparel designed for your outdoor passions. Whether you're a seasoned angler, an avid camper, or a fashion enthusiast seeking sophistication, our curated collections cater to your every need. Explore premium fly fishing rods, tenting essentials, rugged yet stylish outdoor wear, and luxurious travel accessories. With a legacy of excellence and a commitment to customer satisfaction, Andy Thornal Company is your gateway to remarkable experiences. Visit us today and let your journey begin! 

Andy Thornal Company

Island Dreaming Boutique is located at 34 3rd St SW in Winter Haven, FL. Open Tuesday through Saturday 10 am to 6 pm and on Mondays by appointment only. Come shop with us and discover a curated collection of unique clothing and accessories!

Island Dreaming Boutique

Sauvage, located at 254 W Central Ave in Winter Haven, offers a memorable dining experience built on creativity, quality, and fresh, locally sourced ingredients. Its innovative menu blends traditional and modern flavors, appealing to a wide range of tastes.

Popular with visitors exploring Winter Haven’s vibrant downtown, the restaurant’s warm, inviting atmosphere makes it ideal for intimate dinners or relaxed gatherings with friends. While specific dietary options aren’t highlighted, the thoughtful, chef‑driven approach suggests flexibility and attention to detail.

With exceptional service and a focus on inspired cuisine, Sauvage stands out as a top choice for an evening meal and a must‑visit destination for anyone seeking a distinctive culinary experience in Winter Haven.

Sauvage

Discover the charm of Top Buttons Boutique, located in the heart of Winter Haven, FL. Nestled at 226 W Central Ave, our boutique offers a curated selection of trendy apparel and accessories. At Top Buttons, we believe in empowering our customers through fashion while supporting a greater cause. Our beautiful collections include on-trend pieces for every occasion, ensuring you leave feeling confident and chic. More than just a store, Top Buttons Boutique supports programs for young women, with proceeds helping to provide mentorship and resources. Explore our inviting space, enjoy personalized styling advice, and find pieces that reflect your unique style. Shop with us and make a difference. Visit Top Buttons Boutique today and be part of a community that elevates fashion to a meaningful experience. 

Top Buttons Boutique - Winter Haven

Discover the charm of authentic Italian cuisine at Bistro Pizza, located at 326 W Central Ave, Winter Haven, FL. Our cozy eatery is renowned for crafting mouthwatering pizzas with fresh, high-quality ingredients and time-honored recipes. Whether you're in the mood for a classic Margherita, a hearty Meat Lovers, or a gourmet Veggie Delight, each slice promises a burst of flavor that transports you straight to Italy. Our menu also features a delightful range of pastas, salads, and appetizers to satisfy every craving. Perfect for a family dinner, a casual lunch, or a cozy date night, Bistro Pizza offers a warm, inviting atmosphere that makes every meal memorable. Join us for an unforgettable dining experience where great food and exceptional service are always on the menu. For carry-out or delivery, call us today to bring a slice of Italy to your doorstep! 

Bistro Pizza

Home to more than 300 annual sporting events and the headquarters for USA Water Ski and the Florida Youth Soccer Association, Central Florida’s Polk County is the perfect location for your next championship event. From nationally recognized golf courses to modern multi-use complexes, our facilities can accommodate any sport, at any skill level, for competitors of all ages. With a central location offering unbeatable convenience and our talented staff as your planning and promotions MVP, you’ll have no problem pulling off a winning event.

Whether it’s finding the ideal venue or ensuring your participants know where to play and stay, we’re here to help every step of the way.

Visit Central Florida Sports

Step up to the plate for the ultimate showdown at the PG 16U World Series, held at the iconic Chain of Lakes! From July 15-19, 2026, Winter Haven, FL, will be the heartbeat of high school baseball as elite teams from across the nation compete for glory. But this isn't just any championship—it's where future stars shine bright. With state-of-the-art facilities and a vibrant atmosphere, players and fans alike will experience the thrill of America's pastime like never before. Don’t miss your chance to be part of this electrifying tournament. Register now to secure your spot on the diamond and showcase your skills in front of college scouts and baseball enthusiasts. This is more than a championship; it’s your moment to make history. Batter up at the PG 16U World Series! 

Perfect Game 16U World Series @ Chain of Lakes

Baseball

This one-time Spring Training location of both the Boston Red Sox and the Cleveland Indians is now available for baseball tournaments year-round, and was recently complete rebuilt in 2025. 

Adjacent to this facility is the Advent Health Fieldhouse. 

Perfect Game 16U World Series @ Chain of Lakes

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