The Polk County (Lakeland, FL Region) Bucket List Weekend Challenge

woman on kayak on body of water holding paddle

Think you can experience the best of Polk County in just one weekend? We’re challenging locals and visitors alike to take on the ultimate Polk County Bucket List Weekend Challenge!

Where is Polk County? Polk County is located in Central Florida and is part of the Lakeland Metro Area that includes the cities of Lakeland, Winter Haven,

From outdoor adventures and foodie hotspots to art, history, and thrills, this itinerary packs the best of Polk into one unforgettable weekend. This challenge is meant for adults, couples, friends, solo adventurers

Can you check everything off the list? Let’s go!

Friday: Arrival & Kickoff

Check-In to a Unique Stay

Start your weekend by checking into a one-of-a-kind Polk County stay! Whether you want a lakefront Airbnb, historic boutique hotel, or a cozy cabin, there’s something for everyone.

  • Fancy Stay: The Terrace Hotel Lakeland – A stunning historic hotel with charm and luxury.
  • Rustic Getaway: Westgate River Ranch Resort – Stay in a glamping teepee or a cowboy-style lodge.
  • Waterfront Escape: Rent a lakehouse in Winter Haven for unbeatable Chain of Lakes views.

 

Kick-Off Dinner at a Local Foodie Favorite ️

You can’t start your bucket list challenge without a proper Polk County meal!

  • For BBQ Lovers: Peebles Bar-B-Q (Auburndale) – A no-frills, legendary BBQ spot.
  • For Fine Dining: Nutwood (Winter Haven) – A farm-to-table experience with an upscale Southern touch.
  • For Something Fun: The Joinery (Lakeland) – A trendy food hall with multiple delicious vendors.

Sunset Stroll at Bok Tower Gardens

Nothing beats watching the sunset from the top of Bok Tower Gardens. Wander through lush gardens, take in the peaceful vibes, and listen to the iconic carillon bells before calling it a night.

Saturday: Adventure, Activities & Local Fun

Sunrise Paddle on the Chain of Lakes

Rise and shine! Kick off your Saturday with an early morning paddleboarding or kayaking adventure on Winter Haven’s Chain of Lakes. You’ll glide past wildlife, waterfront homes, and hidden canals.

Breakfast at a Polk County Classic

Fuel up for a day of adventure with a hearty Polk County breakfast!

  • For the Big Southern Breakfast: The Egg Café (Winter Haven) – Giant omelets, pancakes, and Southern hospitality.
  • For a Quick & Delicious Bite: Born & Bread Bakehouse (Lakeland) – Famous cruffins, pastries, and cold brew coffee.

Take on an Outdoor Thrill

No Polk County bucket list is complete without some adrenaline-pumping fun! Choose your adventure:

  • Airboat Ride on Lake Kissimmee – Glide through swamps and marshes spotting gators.
  • Skydiving in Lake Wales – Jump from 14,000 feet for the ultimate thrill!
  • ATV Off-Roading in Bartow – Mud, dirt, and high-speed excitement.

Lunch with a Local Twist

After an exciting morning, grab lunch at a local favorite.

  • For Authentic Cuban: West Caribbean Cuban Restaurant (Lakeland) – Best Cuban sandwiches in town!
  • For Fresh & Healthy: Harvest Coffee & Café (Winter Haven) – Great for salads, acai bowls, and avocado toast.
  • For a Laid-Back Vibe: Harborside (Winter Haven) – Waterfront dining with fresh seafood and tropical drinks.

Art & Culture Time

Spend the afternoon soaking in Polk County’s arts & culture scene.

  • Tour Florida Southern College’s Frank Lloyd Wright Campus (Lakeland) – The largest collection of Wright’s architecture in the world.
  • Explore Downtown Lakeland’s Mural Trail – Walk the city and see vibrant street art.
  • Visit the Polk Museum of Art – A hidden gem with exhibits from local and global artists.

Sunset Drinks & Dinner

After a busy day, relax with sunset cocktails and a memorable dinner.

  • For Sunset Views: Grills Lakeside Seafood Deck & Tiki Bar (Winter Haven) – Perfect for tropical drinks by the water.
  • For Craft Cocktails: Red Door (Lakeland) – Creative drinks & cozy ambiance.
  • For Something Unique: The Poor Porker (Lakeland) – Funky outdoor café with beignets & craft beers.

Nightlife & Fun

End your night with live music, dancing, or a chill hangout.

  • Live Music: Union Hall (Lakeland) – Local bands and great vibes.
  • Retro Fun: Silver Moon Drive-In Theatre (Lakeland) – Catch a classic film under the stars.
  • Brewery Hopping: Visit Grove Roots Brewing (Winter Haven) & Swan Brewing (Lakeland) for local craft beer.

Sunday: Polk’s Greatest Hits & Relaxation

Brunch at a Polk County Favorite

Start your last day with a Sunday brunch worth waking up for.

  • For Bottomless Mimosas: Frescos Southern Kitchen (Lakeland) – Fried chicken & biscuits, shrimp & grits!
  • For an Outdoor Brunch: Hillcrest Coffee (Lakeland) – Cozy spot with great coffee and breakfast sandwiches.

A Morning in Nature

Before heading home, get one last dose of Polk County’s natural beauty.

  • Hike at Circle B Bar Reserve (Lakeland area) – Alligators, bald eagles, and gorgeous trails.
  • Visit Colt Creek State Park (Lakeland area) – Serene lakes, horseback riding, and kayaking.
  • Relax on Lake Hollingsworth (Lakeland) – A 3-mile scenic walk with peaceful lake views.

Last Stop: Classic Polk County Treats

Before leaving, grab a local foodie souvenir:

  • Parkesdale Market (Plant City, just outside Polk) – Strawberry shortcake & fresh produce!
  • Davidson of Dundee – Handmade citrus candies and jellies.
  • Andy’s Igloo (Winter Haven) – A nostalgic diner with amazing ice cream sundaes!

Can You Complete the Polk County Weekend Bucket List Challenge?

That’s 24+ hours of Polk County’s BEST experiences, packed into one epic weekend! Whether you checked off the whole list or just a few highlights, you’ve experienced some of the best Polk County has to offer.

 

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