- December 5, 2025
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Natalie Naak dressed as Snoopy with her friend Aurora Matthews for Foundation Academy’s float.
Cub Scouts Pack 987 from Oakland prepared their truck for the Winter Garden Christmas Parade to start.
Cranium Academy dressed as “Annie” and performed the musical to guests at Christmas at Hamlin later in the day Saturday, Dec. 6.
Lake Whitney Girls Scouts Troop 684 and 2042 joined together and were excited to walk the streets of Winter Garden for the parade.
OACS cheerleaders decorated their float as a winter wonderland.
Dukes Grooming Palace float was full of pup decorations and the dogs’ tails wagged in anticipation.
Isla and Vera DeBernard
Plant Street was crowded with families enjoying the parade.
Children cheered with glee as they saw the Florida snow falling around them.
Children tried to catch the Florida snow.
Nathan, Liz, Asher, Calvin Forsyth it’s great we love it.
Lennon Alfaro celebrated her third birthday by going to the Winter Garden Christmas Parade with her parents, Rachael and Johann Alfaro.
The Cardenas family was decked out for the Christmas parade and loved seeing all the floats go by.
Residents and their furry friends also enjoyed the parade.
Audrey Manning, Katy Manning, Dorothy Manning and Holly Manning west orange Girl Scouts
Flag Bearers marched down Dillard Street to start the parade.
Mayor John Rees paraded down the streets of Winter Garden with a smile on his face.
Orange County District 1 Commissioner Nicole Wilson was one of many elected officials to participate in the parade.
Santa Claus used his hands to make antler ears.
Oakland Commissioner Kris Keller was all smiles during the parade.
Bahia Car Club drove down the parade in style.
Dance Collective students danced their way down the parade.
Orlando Health were ready to participate in the parade.
Children in the parade were excited to see all watching.
Minions was one of many creative themes.
The Rotary Club of Winter Garden's theme was "past, present and future."
Horses strutted down the parade with Equine Assisted Therapy.
Players from the Winter Garden Little League were throwing candy to the hundreds of people in the crowd.
The Orange Observer crew was all smiles during the parade.
Trumpets were heard from afar as they were beautifully played throughout the parade.
The Dance Collective students waved at the crowd with smiles on their faces.
UCP Chart Schools participated in the parade and brought students along to experience the holiday fun.
Young Star Musical Theater students had tons of energy.
Winter Garden Lodge No. 165's was themed after "The Nightmare Before Christmas" movie.
One Winter Garden advocates for East Winter Garden and beyond by engaging residents in civil discourse and action regarding the future of the community.
The Right Combination Dance Studio was in the holiday spirit for the parade.
One by one, floats and people marched their way down Dillard and Plant streets for the 2025 Winter Garden Christmas Parade Saturday, Dec. 6.
The city of Winter Garden’s parade highlighted local clubs, organizations and elected officials who flooded the streets and brought the holiday spirit to life.
Friends and families lined the route and cheered on the floats, spreading wishes of “Merry Christmas.” Children’s eyes lit up with each toss of candy into the crowd.