Winter Garden Christmas Events

Christmas Golf Cart Parade 2025

Downtown Winter Garden 6 Dec 2025

Unfiltered: The Christmas Festival

West Orange High School - OCPS 20 Dec 2025

Christmas in the Garden

125 E Plant St, Winter Garden, FL, United States, Florida 34787 5 Dec 2025

Kiddie Academy Winter Festival

15806 Shaddock Dr 20 Dec 2025

All Is Calm: The Christmas Truce of 1914

The Garden Theatre on Plant 20 Dec 2025

🎄❄️ A Special Christmas Breakfast with Anna & Olaf! ❄️🎄

3167 Daniels Rd, Winter Garden, FL 34787 6 Dec 2025

Orange and Ornaments: A Festival of the Trees

The Winter Garden Heritage Foundation - Healthy West Orange Heritage and Cultural Center 21 Nov 2025

All is Calm: The Christmas Truce of 1914

160 W Plant St, Winter Garden, FL 34787-3143, United States 21 Dec 2025

HOLIDAY FLIX AT THE GARDEN

160 W Plant St, Winter Garden, FL 34787-3143, United States 7 Dec 2025

Christmas party & family picnic

The Hangry Bison - Winter Garden 5 Dec 2025

ChristmasTrivia with Puzzles Entertainment

Crooked Can Brewing Company 2 Dec 2025

🎅✨ Letters to Santa & Christmas Crafting Night at UNO! ✨🎄

3167 Daniels Rd, Winter Garden, FL 34787 2 Dec 2025

🎄✨ Christmas Ornament Decorating Night at UNO! ✨🎄

3167 Daniels Rd, Winter Garden, FL 34787 9 Dec 2025

Christmas Breakfast with Anna and Olaf

UNO Pizzeria & Grill 6 Dec 2025

Oranges & Ornaments: A Festival of the Trees with Mrs. Claus

The Winter Garden Heritage Foundation - Healthy West Orange Heritage and Cultural Center 22 Nov 2025

Christmas at Hamlin - A Festival of Traditions

14111 Shoreside Way, Winter Garden, FL 34787-5611, United States 6 Dec 2025

Ginger Bread House Family Workshop

127 S Boyd St, Winter Garden, FL, United States, Florida 34787 13 Dec 2025

Dream Finders Homes 12Ks and 5Ks of Christmas

Cinepolis Hamlin 20 Dec 2025

MomCo Winter Garden Christmas Meetup #6 (Downtown)

125 E Plant St, Winter Garden, FL 34787-3128, United States 11 Dec 2025

MomoCo Winter Garden Christmas Party

125 E Plant St, Winter Garden, FL 34787-3128, United States 7 Dec 2025