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Spend a Weekend in Winter Haven

Winter Haven is home to LEGOLAND® Florida Resort and offers a wide range of family-friendly things to do. Explore the city’s popular Chain of Lakes and indulge in amazing meals from our many locally owned restaurants. Recreate this weekend by visiting or booking with the businesses featured.

Visiting Winter Haven

LEGOLAND® Florida Resort

LEGOLAND® Florida Resort features a theme park, water park and three onsite hotels – all built specifically for kids ages 2-12. Between the theme park and water park, visitors enjoy more than 50 rides, shows and interactive attractions. Read more through the links below.

1 LEGOLAND Way, Winter Haven

couple sitting outside on deck chairs with dog at Grove Roots Brewing Company in Winter Haven, FL

Grove Roots Brewing Co.

Downtown Winter Haven is home to one of the best breweries in Central Florida – Grove Roots Brewing Co. Not only is the beer amazing but the brewery is children and dog friendly. Kids can choose from a variety of sodas, juices and sparkling waters. In addition to yard games, Grove Roots has a variety of board games that can be borrowed through staff.

302 3rd St SW, Winter Haven

Child getting wakeboard lessons on Lake Myrtle at Elite Cable Park in Auburndale, FL

Elite Cable Park

Want to learn how to ski or wakeboard without the hassle of renting a boat during your weekend in Winter Haven? Elite Cable Park offers lessons, gear rental and even has a restaurant onsite.

330 Denton Ave, Auburndale

family of four on pontoon boat during tour with The Living Water Boat Cruises in Winter Haven, FL

The Living Water Boat Cruises

No weekend in Winter Haven is complete without exploring the many lakes that make up Winter Haven’s Chain of Lakes.  We highly recommend you book a tour with The Living Water Boat Cruises during your visit. Living Water offers 10 different types of boat tours including a Sunset Cruise, a Day Tour with Lunch, or a 2 Hour Tour.

Tours depart from various location in Winter Haven.

Harborside Restaurant is a great option for waterfront dining in Central Florida, located on Winter Haven's Lake Shipp



This great restaurant is on Winter Haven’s Chain of Lakes so you can expect incredible sunset views if you choose to dine here for dinner. Harborside offers fresh seafood as well as steak and pasta dishes. The kids menu includes Jumbo Fried Shrimp, Cheese Quesadilla, Chicken Tenders, Fettuccine Pasta and Cheddar Mac & Cheese.

2435 7th St SW, Winter Haven

Family of 4 eating milkshakes at counter inside Andy's Drive-In Restaurant & Igloo in Winter Haven, FL

Andy’s Igloo Drive In Restaurant

Last, but certainly not least, we feature Andy’s Igloo Drive In Restaurant. Not only is the building retro and super cool, but the ice cream sundaes and milk shakes are out of this world. If you don’t believe us, check out all their great reviews on TripAdvisor.

703 3rd St SW, Winter Haven | CASH ONLY

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Attractions, Restaurants

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