Tis the Season Schedule 2020

December is the Month to be Merry

Light Up Winter Garden and the Winter Garden Christmas Parade are cancelled this year, however, the City’s elves are busy building a holiday wonderland for our community that will be fun and safe for everyone to enjoy. Downtown Winter Garden will be aglow with festive lighting and decorations, holiday-themed photo stations, painted holiday mural wall, Santa's Workshop, Winter Wonderland, and a host of outdoor seasonal activities for all ages!  All activities are free except for the horse drawn carriage rides, which require reservations. Please remember to be safe and smart this holiday season.

December 4                Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

December 4                A Merry Winter Garden Light Show at City Hall, 6 to 9 pm

December 4                Winter Wonderland at City Hall, Children's Area 6 to 9 pm              

December 5                Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

December 5                A Merry Winter Garden Light Show at City Hall, 6 to 9 pm

December 5                Santa's Workshop at Garage Plaza, Children's Area 6 to 9 pm

December 10              Holiday Boutique Stroll & Sale, all-day

December 10              Dickens Carolers, 5 to 7 pm

December 11              Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

December 11              A Merry Winter Garden Light Show at City Hall, 6 to 9 pm

December 12              Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

December 12              A Merry Winter Garden Light Show at City Hall, 6 to 9 pm

December 13              Golf Cart Holiday Parade, 5:30 pm 

December 13              A Merry Winter Garden Light Show at City Hall, 6 to 9 pm

December 18              Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

December 18              A Merry Winter Garden Light Show at City Hall, 6 to 9 pm

December 19              Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

December 19              A Merry Winter Garden Light Show at City Hall, 6 to 9 pm

December 19              Dickens Carolers, 6:30 to 8:30 pm

December 26              Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

December 27              Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

December 28              Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

December 29              Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

December 30              Horse Drawn Carriage Tours and Holiday Music, 5:30 to 9:30 pm*

To see the full calendar of events, please click here.

*Reservations for Horse Drawn Carriage Tours can be booked at www.soulhavenranch.com

Download the OFFICIAL DOWNTOWN WINTER GARDEN HOLIDAY GUIDE: https://downtownwg.com/wp-content/uploads/2020/11/COWG_OfficialHolidayGuide-1.pdf

All scheduled events are tentative and may be canceled pending COVID-19 restrictions and mandates.

More Holiday Fun:

A Merry Winter Garden Farmers Market every Saturday in December, 8:00 am to 1:00 pm - find flowers and wreaths, holiday plants, the freshest produce and artisan food to make your holidays festive! 

Holiday Mural Wall @ 49 S. Main St, and Holiday-themed Photo Locations throughout Downtown for picture perfect holiday cards and social posts.

Garden Theatre – live theatre and holiday movies:

Roald Dahl’s Matilda the Musical, November.19-December 20. Purchase tickets at https://gardentheatre.secure.force.com/ticket/#/events/a0S1C00000Vsga7UAB

It’s a Wonderful Life, December 6 at 6:30 pm. Purchase tickets at

https://gardentheatre.secure.force.com/ticket/#/events/a0S1C00000T5JiPUAV

The Muppet Christmas Carol Interactive Movie, December 13 at 7:30 pm. Purchase tickets at https://gardentheatre.secure.force.com/ticket/#/events/a0S1C00000T5Ji5UAF

Seasonal merchandise, food & drinks at unique shops and restaurants.

Expanded Outdoor Patios for dining and enjoying the festive surroundings.

Downtown transformed into a Winter Wonderland of festive light displays and decorations.

Santa’s Christmas trees will be sold at the corner of Plant and Dillard Streets this year.

Holiday Spirit Extends Beyond Downtown:

Santa Run

Winter Garden Fire Rescue’s annual “Santa Run” continues this year with Santa and his sleigh visiting city neighborhoods, 5:45-9:00 pm:

Monday, Dec. 14/North West Winter Garden

Tuesday, Dec. 15/ North East Winter Garden

Wednesday, Dec. 16/South Winter Garden: West CR 545 Corridor

Thursday, Dec. 17/South Winter Garden: CR 535 and Daniel’s Road Corridor

Saturday, Dec. 19/South Winter Garden: Beulah and Windermere Road Corridor

Alternate date is December 21 if weather interrupts one of the visits.

De-Light-ful Decorations Contest

Drag out the lights, hang up the garland, put up the glowing Santa and enter your home to win! Festive presentations of outdoor decorations could win up to $100!

Judging takes place on Tuesday, December 15, and Wednesday, December 16, starting at 5:30 pm.