Bring holiday cheer and create lasting Christmas memories with the family this season with these Christmas events in Winter Garden. The entertainment will delight audiences of all ages, and includes appearances by Santa, carriage rides through beautifully decorated downtown, an annual parade, spectacular light shows, and a theatrical performance of a classic ghost story of Christmas.
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Holiday Boutique Crawl
at Winter Garden Downtown Historic District
Participants: City of Winter Garden, Driftwood Market
Join us in the festive winter wonderland of downtown Winter Garden for our first ever Holiday Boutique Crawl! Enjoy sips & snacks at 9 local boutiques along with some great deals & steals, all evening.
32nd Annual Light Up Winter Garden
at Historic Winter Garden, Florida
It's that magical time of year again! Join us as we welcome the season with live entertainment, vendors, shopping, children's activities and more. Light Up Winter Garden is from 6 to 9 PM; Ceremony starts at 6 PM. *Street lighting at 6:15 PM.
Winter Garden Christmas Parade 2019
at Historic Winter Garden, Florida
Come celebrate with us in Downtown Winter Garden as the streets fill with amazingly creative decorated Christmas Floats!!
A Merry Winter Garden Light Show
at City of Winter Garden
Watch as City Hall is transformed with A Very Merry Light Show from 6pm to 9pm! Using digital mapping and projection, City Hall magically will feature animated holiday greetings! Watch the magic of amazing light shows all around Central Florida, right h
Merry Monday at Winter Garden Village
at Winter Garden Village at Fowler Groves
Take photos with Santa at Winter Garden Village on December 16 from 5-8PM. Plus, don’t miss Santa’s live reindeer in the clock tower from 6:30-8PM! Please bring a new toy donation for Ronald McDonald House.
Winter Garden Christmas Spectacular
at Gymnastics USA
SNOW IN WINTER GARDEN! EATS & DRINKS, OPEN GYM, WINTER GARDEN VENDORS, LIVE MUSIC, ZIPLINE, BUNGEE, HOLIDAY BAKE OFF, FACE PAINTING, RAFFLES & PRIZES, AND SNOWFALL!
A Christmas Carol: A Ghost Story of Christmas
at Garden Theatre
This spirited version of A Christmas Carol puts the ghostly qualities of Charles Dickens’ classic tale center stage. A swirling chorus of ghosts weave through this uplifting holiday story of redemption, magic, and hope as the greedy Scrooge learns the err
Holiday Carriage Tours
Take a horse-drawn carriage ride through festive downtown Winter Garden from 5:30 pm to 9:30 pm on Fridays and Saturdays!
A Very Merry Farmers Market 2019
at Winter Garden Farmers Market
Join us Saturdays for A Very Merry Farmers Market! The Market has quickly grown into a community staple and offers a large selection of vendors from locally grown produce and baked goods, to homemade soaps and fresh flowers, and even live entertainment ea
Holiday Golf Cart Parade
at Old Town
Join us right before our weekly Car Cruise as residents from Sherwood Forest RV Resort present their personal golf carts in all of their Holiday glory! Golf carts will begin arriving at 6:30pm and will parade down Old Town’s mainstreet before our Car Cru
Traditional Dickens Carolers Performing Holiday Favorites!
Enjoy this Quartet of traditional Dickens-era carolers performing a repertoire of holiday favorites. Centennial Plaza Gazebo 101 W. Plant St. Free!