Winter Garden Holiday Events

Holiday events Happening Next in Winter Garden, FL

Orange and Ornaments: A Festival of the Trees

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

SMALL BUSINESS SATURDAY SIDEWALK SALE & LIVE MUSIC

 Winter Garden Downtown Historic District 29 Nov 2025
MUSIC

Fall minis

Winter Garden, Florida 13 Oct 2025
DOG

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
FESTIVALS USD 25

Oranges and Ornaments

 The Winter Garden Heritage Foundation - Healthy West Orange Heritage and Cultural Center 21 Nov 2025
FOOD-DRINKS USD 23

ChristmasTrivia with Puzzles Entertainment

 Crooked Can Brewing Company 2 Dec 2025
CONTESTS

Dream Finders Homes 12Ks and 5Ks of Christmas

 Cinepolis Hamlin 20 Dec 2025
SPORTS

Mastering the Art of Table Gala

 Tanner Hall 12 Dec 2025
ART USD 215 TO 589

Ginger Bread House Family Workshop

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