Lakeland / Winter Haven Vacation Guide

Lakeland / Winter Haven Highlights

Lakeland is a cultural center in Central Florida full of interesting highlights. Located in the downtown area, Hollis Garden is a fantastic spot to relax and enjoy the beautiful scenery of Lake Mirror. The garden has a curated collection of native flora, complete with fountains, a butterfly garden, and a koi pond. If you’re interested in art, the Polk Museum of Art is the perfect spot for you. The museum features pieces from renowned artists such as Pablo Picasso and Salvador Dali, as well as local artists. And last but not least, Nineteen61 offers a tasty culinary experience along Main Street’s Munn Park. This restaurant is a top pick for anyone looking for unique Latin-inspired dishes. These are just a few of the many exciting sights and things to do in Lakeland.

Winter Haven may be a small town, but it definitely packs a punch when it comes to entertainment options. LEGOLAND Florida Resort promises a fun time for both kids and adults with its impressive LEGO-themed attractions and rides. Bowling enthusiasts will love Incredibowl Entertainment, which offers a variety of fun bowling and arcade games along with delicious food and drinks. Nearby, nature lovers can escape the crowds by visiting the tranquil and picturesque Bok Tower Gardens. With these awesome things to do, Winter Haven is the perfect destination for families looking for a great time!

For some fun and adventures within a short drive of the Lakeland/Winter Haven area, there are a few highlights nearby. Immerse yourself in the history of aviation and admire vintage planes and memorabilia at the Florida Air Museum. Then, head over to Dinosaur World and travel back in time to the Mesozoic Era where you can explore over 200 life-sized dinosaur sculptures and even participate in interactive exhibits. Finally, experience a true wild adventure with a unique tour led by an expert guide at Safari Wilderness, where you’ll encounter exotic animals and learn about their conservation efforts. These attractions are perfect for families and are sure to make your trip to the area an unforgettable one!

Lakeland / Winter Haven Things To Do

LEGOLAND Florida Resort

Just 45 minutes from Orlando and downtown Tampa, LEGOLAND Florida rests along the shores of Lake Eloise in the city of Winter Haven.
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LEGOLAND Florida Resort

Hollis Garden

Hollis Garden, located on the shores of Lake Mirror in downtown Lakeland, Florida, is a stunning 1.2-acre botanical garden that offers visitors a serene spot amidst the cityscape.
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Hollis Garden

Circle B Bar Reserve

Circle B Bar Reserve is a 1,267-acre natural haven that offers visitors a chance to immerse themselves in the beauty of Florida's diverse ecosystems and is a prime destination is perfect for hiking, bird watching, and cycling.
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Circle B Bar Reserve

Polk Museum of Art

The Polk Museum of Art offers an enriching experience for art enthusiasts and casual visitors alike. This esteemed museum, affiliated with Florida Southern College, boasts a collection that spans ancient to contemporary art.
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Polk Museum of Art

Bonnet Springs Park

Bonnet Springs Park, located just outside of downtown Lakeland, is an urban oasis and home to magnificent giant oak trees, scenic boardwalks through lush greenery, and clear water features that invite visitors to relax and rejuvenate.
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Bonnet Springs Park

Incredibowl Entertainment Winter Haven

Incredibowl Entertainment in Winter Haven boasts 40 classic bowling lanes where you can channel your inner champion and aim for strikes, a vibrant laser tag arena perfect for thrilling battles, and a sprawling arcade.
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Incredibowl Entertainment Winter Haven

Air Hound Adventures

Experience the thrill of flight with Air Hound Adventures in Davenport near Orlando, offering unforgettable hot air balloon rides that let you soar above the scenic landscapes of Central Florida.
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Air Hound Adventures

Safari Wilderness

Safari Wilderness Ranch is a world away from the hustle and bustle of civilization, where knowledgeable guides will tour you through over 260 acres of pristine wilderness in customized safari vehicles.
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Safari Wilderness

Publix Field at Joker Marchant Stadium

Publix Field at Joker Marchant Stadium in Lakeland is a must-visit destination for baseball enthusiasts and casual visitors alike. Opened in 1966, this 8,500-seat stadium has had many renovations while preserving its historic charm.
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Publix Field at Joker Marchant Stadium

Bok Tower Gardens

Bok Tower Gardens, located along a hilltop in Lake Wales, Florida, is a 250-acre contemplative garden and bird sanctuary renowned for its meticulously maintained gardens and musical carillon bell tower.
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Bok Tower Gardens

Silver Moon Drive-In Theatre

The Silver Moon Drive-In Theatre in Lakeland has been a beloved destination for movie enthusiasts for over 75 years, offering a nostalgic yet modern experience with its two large screens showcasing first-run movies.
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Silver Moon Drive-In Theatre

Lake Mirror

Lake Mirror in Lakeland is a captivating destination offering a blend of natural beauty and historical charm. Located in the heart of downtown, it features the neoclassical Frances Langford Promenade and Hollis Garden.
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Lake Mirror

LEGOLAND Florida Water Park

Located within the sprawling LEGOLAND® Florida Resort in Winter Haven, the LEGOLAND Florida Water Park is a vibrant haven designed specifically for families with children aged 2 to 12.
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LEGOLAND Florida Water Park

Polk Theatre

The Polk Theatre in Lakeland is a cherished historical landmark that has captivated audiences since its opening in 1928, boasting architectural elements that transport visitors back in time while hosting artistic films and performances.
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Polk Theatre

Florida Air Museum

The Florida Air Museum in Lakeland is a premier destination for aviation enthusiasts and tourists alike featuring a vast and dynamic collection of aircraft, including unique designs, classics, ultra-lights, antiques, and warbirds.
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Florida Air Museum

Lakeland Escape Room

Located in downtown Lakeland, Lakeland Escape Room offers an exhilarating adventure combining critical thinking, teamwork, and fun in a unique, immersive experience, inviting visitors to engage in real-life challenges.
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Lakeland Escape Room

Peppa Pig Theme Park Florida

Snort, giggle & play in a theme park exclusively designed for “little piggies” with multiple interactive rides & attractions, themed play areas complete with “muddy puddles” water play and fun live shows!
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Peppa Pig Theme Park Florida

Common Ground Playground

Common Ground Playground in Lakeland is a vibrant and inclusive recreational space that offers a unique and engaging experience for visitors of all ages and abilities featuring sensory-rich environments and adaptive equipment.
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Common Ground Playground

Dinosaur World

Where the giants of the past come to life! Dig for fossils, pan for minerals, play on the playgrounds, see artifacts and so much more.
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Dinosaur World

Theatre Winter Haven

Theatre Winter Haven, located in the heart of beautiful Winter Haven, Florida, is a nationally acclaimed community theater known for its outstanding productions and vibrant cultural contributions.
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Theatre Winter Haven

Auburndale Speedway

Auburndale Speedway, located in Winter Haven, offers a thrilling and family-friendly racing experience perfect for all ages. Racing enthusiasts can enjoy weekend stock car competitions and various other events at this popular venue.
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Auburndale Speedway

Lakeland / Winter Haven Shopping & Dining

Lakeland Antique Mall

The Lakeland Antique Mall spans an impressive 44,000 sq ft and offers a unique journey through time for all who visit. This massive retail space is home to over 250 local dealers offering an eclectic mix of antiques and collectibles.
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Lakeland Antique Mall

Andrea's Family Restaurant

Andrea's Family Restaurant in Winter Haven, Florida, is a beloved family-owned and operated Greek restaurant that has been delighting locals and visitors alike for over 34 years.
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Andrea's Family Restaurant

Harry’s Seafood Bar & Grille

Located in the heart of downtown Lakeland, Harry's Seafood Bar & Grille offers an unforgettable dining experience with a unique blend of Southern, Cajun, and Creole flavors including favorites like shrimp and grits, jambalaya, and po'boys.
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Harry’s Seafood Bar & Grille

Blackburn’s BBQ

Discover the mouthwatering flavors and warm hospitality at Blackburn's BBQ in Eagle Lake, a beloved local gem just outside Winter Haven, Florida. Originating from a humble food truck, Blackburn's has grown into a staple of the community.
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Blackburn’s BBQ

Lakeside Village

Set on the serene shores of Lake Morton, Lakeside Village in Lakeland offers an idyllic retreat for tourists seeking a blend of shopping and dining options, modern amenities and natural beauty.
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Lakeside Village

Nineteen61

Situated along Main St in downtown Lakeland, Nineteen61 is an upscale Latin fusion restaurant that combines Peruvian and Cuban influences to create a unique and memorable dining experience.
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Nineteen61

The Fire Restaurant

Set in the heart of Winter Haven, The Fire Restaurant offers an unforgettable dining experience that seamlessly blends culinary excellence with a warm and inviting atmosphere.
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The Fire Restaurant

Treasure House Antiques & Collectibles

Located in the charming city of Winter Haven, Treasure House Antiques & Collectibles is a must-visit destination for tourists and antique enthusiasts alike, offering an eclectic mix of vintage treasures, rare collectibles, and timeless antiques.
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Treasure House Antiques & Collectibles

Harborside

Harborside in Winter Haven, Florida, is a renowned restaurant that offers an unforgettable dining experience with breathtaking views of Lake Shipp, and is locally known for its seafood, steaks, and casual American fare.
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Harborside

Black & Brew

Black & Brew Coffee House & Bistro, located on Main Street in downtown Lakeland, is a cornerstone of the local community renowned for its inviting atmosphere and featuring a charming blend of historic renovation and modern comfort.
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Black & Brew

Azteca D' Oro Mexican Restaurant Winter Haven

Located across the street from Legoland, Azteca D' Oro Mexican Restaurant in Winter Haven offers an authentic and vibrant dining experience, perfect for tourists seeking a taste of genuine Mexican cuisine.
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Azteca D' Oro Mexican Restaurant Winter Haven

Cozy Oaks Restaurant

Cozy Oaks Restaurant is a must-visit spot located on East Orange Street in Lakeland. This family-owned establishment has earned rave reviews for its hearty, home-cooked style meals and welcoming atmosphere.
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Cozy Oaks Restaurant

Grillsmith Lakeland

Grillsmith in Lakeland offers a polished yet casual dining experience, celebrating classic American comfort dishes paired with contemporary wines, whiskeys, and handcrafted cocktails.
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Grillsmith Lakeland

Lakeland Downtown Farmers Curb Market

Located in the heart of downtown Lakeland, the Downtown Farmers Curb Market, established in 2004, is a vibrant hub that brings together the community every Saturday from 8:00 am to 2:00 pm.
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Lakeland Downtown Farmers Curb Market

The Joinery

Located in the heart of downtown Lakeland, The Joinery is a vibrant food hall and market that offers an eclectic mix of culinary delights and artisanal products, making it a must-visit destination for diners.
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The Joinery

Ovation Bistro & Bar

Ovation Bistro & Bar in Winter Haven offers a delightful dining experience where guests can savor a diverse menu featuring expertly prepared American cuisine with a focus on premium wood-smoked BBQ.
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Ovation Bistro & Bar

Lakeland Square Mall

Lakeland Square Mall, located on US Highway 98 North in Lakeland, Florida, is a vibrant indoor shopping destination offering a diverse array of retail stores including popular names like Burlington, Dillard's, and JC Penney.
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Lakeland Square Mall

Frescos Southern Kitchen & Bar

Frescos Southern Kitchen & Bar, located at the corner of Lemon and Kentucky in downtown Lakeland, is a vibrant eatery known for its authentic Southern cooking and handcrafted cocktails.
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Frescos Southern Kitchen & Bar

Manny's Chophouse Winter Haven

Manny's Original Chophouse in Winter Haven offering a lively, family-friendly dining experience featuring mouth-watering steaks, pork chops, ribs, fresh seafood, and chicken dishes, all prepared with high-quality ingredients.
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Manny's Chophouse Winter Haven

Sherman’s Antiques

Sherman's Antiques in Winter Haven is a must-visit destination for antique enthusiasts and treasure hunters alike offering an eclectic mix of vintage items ranging from jewelry and dishes to dolls and furniture.
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Sherman’s Antiques

Walk-On’s Sports Bistreaux

Walk-On’s Sports Bistreaux in Lakeland is a must-visit destination and local favorite. This family-friendly restaurant and sports bar offers an inviting atmosphere perfect for casual dining and catching up on your favorite sports events.
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Walk-On’s Sports Bistreaux

Getting Around Lakeland / Winter Haven

Navigating Lakeland and Winter Haven has never been easier thanks to the variety of transportation options available. If you prefer the convenience of driving your own vehicle, feel free to explore the area with your car or consider renting one. Those who want to sit back and relax can opt for rideshare services like Uber or Lyft, which offer affordable and reliable transportation. If you’re looking for an even more budget-friendly option, the Citrus Connection buses provide an extensive network of routes throughout Polk County.

The Squeeze is a fun electric cart option offered in Downtown Lakeland and Lake Wales. Another fun way to explore the area is by bike or scooter rental. For those who prefer to sit back and relax, Amtrak is a great mode of transport with stations conveniently located in both Lakeland and Winter Haven, connecting travelers to Orlando and Tampa. These stations will soon host Brightline high-speed rail, set to arrive in late 2026, providing an even more streamlined option for area travel. Whether you’re a local or a visitor, these transportation options make it easy to get around and fully experience all that Lakeland and Winter Haven have to offer.

Lakeland / Winter Haven Hotels & Vacation Rentals

The Terrace Hotel Lakeland

The Terrace Hotel Lakeland, Tapestry Collection by Hilton, is a historic gem situated on Main Street in the heart of downtown and overlooking the serene Lake Mirror, seamlessly blending old-world charm with modern amenities.
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The Terrace Hotel Lakeland

Holiday Inn Winter Haven

The Holiday Inn Winter Haven offers an ideal stay for tourists seeking a blend of comfort and convenience and is located near top attractions like LEGOLAND Florida Resort and Bok Tower Gardens.
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Holiday Inn Winter Haven

LEGOLAND Hotel

Located steps away from the entrance of LEGOLAND Florida Resort, the LEGOLAND Hotel in Winter Haven is a dream destination for families and LEGO enthusiasts, where each room is intricately themed with LEGO décor.
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LEGOLAND Hotel

Howard Johnson by Wyndham Lakeland

The Howard Johnson by Wyndham Lakeland, conveniently located just off I-4 at US Highway 98, offers a welcoming stay for travelers in Central Florida and ensures a pleasant time with its well-maintained facilities and friendly atmosphere.
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Howard Johnson by Wyndham Lakeland

Courtyard Winter Haven

Set in the heart of Winter Haven, Courtyard by Marriott Winter Haven offers a contemporary retreat with a prime location just a mile from LEGOLAND Florida and overlooking the serene Lake Dexter.
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Courtyard Winter Haven

Hyatt Place Lakeland Center

Hyatt Place Lakeland Center is an excellent choice for travelers offering a welcoming and family-friendly environment within walking distance of many local restaurants and attractions, making it ideal for both business and leisure guests.
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Hyatt Place Lakeland Center

Westgate River Ranch Resort & Rodeo

Discover an authentic slice of cowboy life at the Westgate River Ranch Resort & Rodeo, a unique Central Florida getaway that embodies the rustic charm and adventurous spirit of the Old West.
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Westgate River Ranch Resort & Rodeo

Camp Margaritaville Auburndale

Set in the heart of Central Florida near Lakeland, Camp Margaritaville Auburndale offers tourists an upscale RV resort featuring spacious sites perfect for accommodating large RVs, and comfortable cabana cabins ideal for families.
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Camp Margaritaville Auburndale

Lakeland / Winter Haven FAQs

If you’re looking for family-friendly fun, there’s no better place to go than Lakeland / Winter Haven. These sunny cities in Central Florida are home to some of the best theme parks and festivals in the country. One of the most popular attractions is LEGOLAND in Winter Haven, a theme park that features whimsical rides and displays made entirely out of LEGO bricks. For aviation enthusiasts, the annual SUN ‘n FUN Aerospace Expo is a can’t-miss event hosted by Lakeland’s Florida Air Museum. This massive airshow brings together pilots and aircraft from around the world for a week-long celebration of flight. So if you’re looking for exciting things to do, Lakeland and Winter Haven have got you covered.

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Surrounded by natural beauty, Lakeland and Winter Haven offer numerous options for outdoor enthusiasts. For those seeking a leisurely day, take a stroll through the historic Bok Tower Gardens or explore the beautiful Bonnet Springs Park. Adventure seekers can test their skills at the Circle B Bar Reserve hiking or biking trails. For those seeking a more laid-back experience, head over to Lake Juliana for a day of fishing or drift along the Peace River on a kayak or canoe. Whatever your outdoor interests may be, Lakeland and Winter Haven have something for everyone.

Interestingly, getting around Lakeland and Winter Haven without a car is not challenging. Polk County offers various modes of transportation such as buses, electric carts, and even Uber and Lyft. Biking is also a great option, as both cities have extensive bike trails. You can even hop on a train at the Amtrak station in Lakeland or Winter Haven. So don’t let not having a car hold you back from experiencing all the fun things to do in Lakeland and Winter Haven.

Lakeland and Winter Haven have a great variety of kid-friendly attractions. Head over to Winter Haven to experience the LEGOLAND and Peppa Pig Theme Parks, where your kids can have a blast riding the exciting rides, meeting their favorite characters, and exploring the different themed areas. And, if you’re looking for more outdoor fun, be sure to stop by the Common Ground Playground. With its unique play structures, swings, and slides, your little ones will never want to leave. For the dinosaur enthusiasts in your family, take a trip to Dinosaur World where they can learn about prehistoric creatures and even walk among life-sized dinosaur replicas!

While one or two days may be enough to fit in some of the area’s top attractions like LEGOLAND Florida, Bok Tower Gardens, and Florida Air Museum, those looking to dive deeper into the area’s culture and history may want to consider extending their trip to three or four days. A longer visit allows ample time to explore the local museums, art galleries, and unique boutiques, as well as wander the picturesque streets and parks that truly capture the essence of these charming Florida cities. Whether you’re a first-time visitor or a seasoned traveler, be sure to plan your trip accordingly to make the most of your time in Lakeland or Winter Haven.

Lakeland and Winter Haven are two beautiful cities in Florida that are frequented by tourists all year round. However, if you’re trying to figure out the best time to visit either city, then we’d highly recommend coming during the month of April. Not only is the weather perfectly mild during this time, with temperatures averaging around 75°F, but you’ll also have the chance to catch the SUN ‘n FUN Aerospace Expo. Plus, by visiting in April, you’ll be able to avoid the spring break and summer crowds at the parks.