Good morning, Greater Winter Haven.

This is Winter Haven Wake — your weekly guide to all of the festive events happening in Winter Haven. 🎄

In today’s Winter Haven Wake:

Let’s go ⬇️

— Logan Byrd and Mike Romaine

Long before theme parks filled Central Florida, Cypress Gardens stood as the state’s original attraction. Founded in 1936 by Dick and Julie Pope, the park began as a botanical wonderland carved out of swampland on the shores of Lake Eloise.

The Popes planted thousands of flowers, sculpted winding paths, and created one of the most photographed gardens in the world. Cypress Gardens quickly became famous for its lush landscapes. Visitors wandered through acres of azaleas, camellias, and cypress trees draped with Spanish moss.

Southern Belles in hoop skirts became iconic throughout the park, posing for photos and greeting guests as if stepping straight out of a postcard.

But what truly propelled Cypress Gardens into international fame was the water…

Dick Pope helped pioneer water skiing, turning the Chain of Lakes into a stage for aquatic shows that featured pyramids, jumps, trick skiers, and eventually world-record performances. These shows were broadcast around the country and helped cement Winter Haven as the Water Ski Capital of the World.

Throughout the decades, Cypress Gardens drew millions of visitors, hosted celebrities, and even served as a filming location for Hollywood movies and television specials.

Winter Haven just landed a massive win. Chick-fil-A Supply has announced plans to build a 244,000-square-foot distribution center at the Central Florida Integrated Logistics Park — a project representing more than $150 million in investment and bringing over 180 full-time jobs to the area.

The new facility will support an estimated 170 Chick-fil-A restaurants statewide and is expected to open in 2027, further solidifying Winter Haven’s growing reputation as a logistics powerhouse.

State and local leaders praised the announcement, noting that years of planning and infrastructure development are paying off. Chick-fil-A Supply’s Executive Director Josh Gann said the company is “grateful for the opportunity to join the Winter Haven community” and excited to support Florida’s locally owned restaurants.

🐈‍⬛ Noelle (as we’ve affectionately named her) is a spayed female calico dilute Domestic Longhair with the softest fur and the calmest spirit. She’s been at the shelter since November 29th, but looks like she’s ready to be the star of your holiday card.

Graceful, gentle, and endlessly charming — Noelle is ready to light up her new home this season.

ADOPT NOELLE HERE.

🐶 Kringle is a black adult male Labrador Retriever mix with the kind of loyal, gentle eyes that could melt anyone’s heart. This neutered sweetheart has been at the shelter since November 12th and is ready to bring holiday cheer to a forever home.

Whether it’s long walks, car rides, or curling up by the tree, Kringle’s happiest wherever love is.

ADOPT KRINGLE HERE

Check the event links for additional information.

Chair Yoga | Friday, December 5th | 10:30AM - 11:30AM (FREE)
Location: Winter Haven Public Library- Multipurpose Room
Description: Activate the muscles that help you find length up through the spine for better posture and energy flow and improve your balance as you create stability in your core and flexibility in your joints. Class instructed by Kristie Renardson, space is limited. Event Info

Yoga in the Gardens | Saturday, December 6th | 9AM - 10AM ($12+)
Location: Bok Tower Gardens
Description: A morning of bending, breathing and relaxing in the great outdoors. This inclusive class includes gentle yoga movements that move our spine in all directions, breathing techniques and extended relaxation infused with a sprinkling of yoga philosophy. All levels are welcome and beginners are encouraged to attend. Bring your yoga mat! Registration required. Event Info & Registration

Fitness at the Port | Saturday, December 6th | 9AM - 11AM ($15)
Location: Port 27
Description: A full morning of fun and fitness at Port 27! Meditation and Rev/Flow classes happen simultaneously from 9am-10am, then, the fun continues with Yoga from 10am-11am. Each class is $15/person. Event Info

Winter Haven Run Club | Sunday, December 7th | 8AM (FREE)
Location: Richard’s Fine Coffee
Description: A great way to get moving on a Sunday Morning! Runners and walkers are welcome- route options include 1 mile, 5K, or 4 miles. Event Info

TODAY Lights in the Park | Thursday, December 4th | 5PM - 9PM (FREE)
Location: Historic Depot Auburndale (102 W. Park Street)
Description: Holiday festivities including music, food trucks, and more! Tree Lighting is at 7pm. Event Info

TODAY City Of Winter Haven Tree Lighting | Thursday, December 4th | 6PM (FREE)
Location: Central Park- Downtown Winter Haven
Description: Winter Haven is kicking off the holiday season with live music, free cookies and hot chocolate for the first 100 children, and a community countdown to light the official City tree! Event Info

First Friday- Winter Haven | Friday, December 5th | 5PM - 8PM (FREE)
Location: Downtown Winter Haven
Description: First Friday is a monthly can't-miss event that brings the community to downtown Winter Haven for dinner, drinks, great vibes, and shopping. Centered around the downtown corridor, patrons can enjoy food and drink specials from local restaurants, browse downtown shops that stay open late for the occasion, and enjoy live musicians and other entertainment throughout multiple venues. Event Info

Havendale Christmas Parade | Friday, December 5th | 7PM - 9PM (FREE)
Location: Spring Haven to the Publix in Auburndale
Description: An annual tradition with City of Auburndale and City of Winter Haven teaming up to bring cheer to the streets of both cities! Roads will close at 6PM. Event Info

Holidays On Central | Saturday, December 6th | 10AM - 4PM (FREE)
Location: Central Park- Downtown Winter Haven
Description: Holidays on Central is the largest holiday celebration in downtown Winter Haven! Shop over 100 local vendors, enjoy live entertainment, get your christmas card pictures with Santa, grab snacks from food trucks and much more! Event Info

Christmas Boat Parade Watch Party | Saturday, December 6th | 4PM (FREE)
Location: The Twisted Prop Bar & Grille
Description: Kick off the holiday season lakeside with twinkling lights, festive treats, and family-friendly fun. Whether watching from shore or joining by boat, guests can enjoy lively festivities, cozy refreshments, and even a surprise holiday visitor. Event Info

Ho Ho Ho With The Po Po | Saturday, December 6th | 6PM - 10PM (FREE)
Location: PCSO NE Substation (Park @ Ridgeview Global Studies Academy)
Description: Santa Claus and his elves will be there, along with amazing vendors handing out cookies, candy canes, cocoa, and many more sweets, treats, and other freebies. Photo ops! Star Wars characters! Local dance troupe performers! Event Info

Haines City Christmas Parade | Saturday, December 6th | 6PM - 10PM (FREE)
Location: Lake Eva Park
Description: This holiday-themed parade is family friendly with floats that will light the way to Lake Eva Park with dance groups, businesses, and local organizations - oh, and Santa will be there too! Event Info

Sunday Funday | Sunday, December 7th | 1PM - 6PM (FREE)
Location: The Ritz Theatre
Description: Sunday Funday at The Ritz Theatre kicks off its first week with doors opening at 1:00 p.m., Nitro Bingo at 2:30 p.m. ($30 buy-in), and Tipsy Karaoke at 5:00 p.m., creating a full afternoon of fun and excitement. Come join the energy, laughter, and good vibes as you start your new favorite Sunday tradition! Event Info & Tickets

Trivia Tuesday | Tuesday, December 9th | 6:30PM (FREE)
Location: Grove Roots Brewing
Description: Test your knowledge at Trivia Tuesday while enjoying great local brews and Gin Khao Food Truck!

Winter Haven Farmers Market | Saturday, December 6th | 9AM - 1PM (FREE)
Location: NE Corner of 3rd Street and Ave C SW
Description: Fresh produce, local honey, handmade crafts, and local vendors.

Santa Claus Market | Saturday, December 6th | 9AM - 2PM (FREE)
Location: Downtown Auburndale Park (1 Bobby Green Blvd)
Description: A festive family event featuring over 40 local vendors, holiday shopping, and fun for all ages. You can also enjoy free meet-and-greets with Santa Claus (10am-1pm) and plenty of cheerful activities to spark your holiday spirit. Event Info

Bandit Market | Saturday, December 6th | 10AM - 4PM (FREE)
Location: Central Park- Downtown Winter Haven
Description: Shop with over 100 local artists, makers and vintage curators while enjoying delicious snacks, live entertainment and more! Event Info

Paradise Market | Sunday, December 7th | 9AM - 1PM (FREE)
Location: Camp Margaritaville Auburndale
Description: This indoor market features over 60 vendors offering baked goods, artwork, home décor, boutique clothing, and more. Open to the public and resort guests. Event Info

OPENING NIGHT Plaid Tidings | Thursday, December 4th | 7PM ($39)
Location: Theatre Winter Haven- SecondStage
Description: Forever Plaid: Plaid Tidings brings back the beloved quartet for a harmony-filled holiday special packed with “Plaid-erized” Christmas classics, nostalgic humor, and audience-favorite musical moments. This lighthearted, heavenly-inspired show delivers festive fun and timeless charm; additional showtimes playing from now until Sunday, December 21st. Event Info & Tickets

Dance Winter Dance Concert | Friday & Saturday | 7PM - 9PM ($12)
Location: Harrison School for the Arts
Description: Live concert featuring the dance students from the Harrison School for the Arts Dance Department. Event Info & Tickets

Live Music Bad Santa & The Angry Elves | Saturday, December 6th | 9PM ($14)
Location: Jessie’s
Description: A rowdy mix of rock, comedy, and chaotic Christmas spirit, this crew brings the kind of festive trouble you want to be part of. Event Info & Tickets

Live Music Christmas w/ The Rat Pack | Wednesday, December 10th | 7PM ($35)
Location: The Ritz Theatre
Description: Experience a nostalgic, high-energy holiday tribute as Dean, Frank, and Sammy are brought to life with smooth vocals, classic hits, and festive favorites. With swinging arrangements, playful on-stage chemistry, and plenty of holiday spirit, this show delivers the perfect vintage kickoff to the season. Event Info & Tickets

Theatre Annie | Various Dates | 7:30PM ($39)
Location: Winter Haven Theatre
Description: Based on the popular comic strip by Harold Gray, Annie has become a worldwide phenomenon and was the winner of seven Tony Awards, including Best Musical. The beloved book and score by Tony Award winners, Thomas Meehan, Charles Strouse and Martin Charnin, features some of the greatest musical theatre hits ever written, including “Tomorrow.” Event Info & Tickets

Orange Blossom Revue | Friday 3pm - 10pm & Saturday 12pm - 10pm ($55+)
Location: Lake Wailes Park
Description: This music and heritage festival is known for its family friendly atmosphere and eclectic roster of musical talent. Because of it’s spotlight on Florida’s culinary scene, this festival continues to grow in popularity with locals and visitors alike. Event Info & Tickets

Camellia Groves Limoncello Festival | Sunday, December 7th | 10AM - 4PM (FREE)
Location: Camellia Groves
Description: Sample a variety of refreshing limoncello offerings, and vote for your favorite bottler; tickets required for limoncello tasting. There will be food trucks and Local Harvest vendors selling tangerines, honey, avocados, jams and jellies, confections, lemonade, and more. Event Info & Tickets

Santa Paws | Tuesday, December 9th | 6PM - 9:30PM ($50)
Location: Jensen’s Corner Bar
Description: The 11th annual festive night of fun benefitting the Humane Society of Polk County. Enjoy live music by Brass Heart Band, appetizers by Arabellas, Hot Chocolate Station and a Specialty Holiday Cocktail, raffles, and silent auction. Event Info & Tickets

Thanks for reading Winter Haven Wake today.

Pass this along to a friend who’s been listening to holiday music since Thanksgiving.

- Logan and Mike

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