Happening Next

Winter Garden Holiday Events

Holiday events Happening Next in Winter Garden, FL

Oranges and Ornaments: A Festival of Trees and Wreaths

The Winter Garden Heritage Foundation - Healthy West Orange Heritage and Cultural Center 20 Nov 2026
FITNESS USD 39

Brunch Among the Trees: An Oranges & Ornaments Culinary Experience

The Winter Garden Heritage Foundation - Healthy West Orange Heritage and Cultural Center 21 Nov 2026
FITNESS USD 55

Winter Garden Golf Cart Parade 2026

Downtown Winter Garden 5 Dec 2026
SPORTS

Craft Affair

310 N Dillard St 14 Nov 2026
FITNESS FREE

November/December Issue Launch Party

Pilars Loft 10 Nov 2026
PARTIES

Harvest to Holly

17922 Old YMCA Rd 7 Nov 2026
FITNESS FREE

Johns Lake Annual Boat Parade

John's Lake 6 Dec 2026

Mug Decorating | The Whole Enchilada Winter Garden

The Whole Enchilada Fresh Mexican Grill & Bar 11 Nov 2026
HOLIDAY FREE

Winter Fest Hamlin

Amazing Explorers Academy Hamlin 12 Dec 2026
FESTIVALS FREE

Holiday Toy Drive Party | The Whole enchilada

The Whole Enchilada Fresh Mexican Grill & Bar 12 Dec 2026
TOY-DRIVES FREE

Dream Finders Homes 12Ks and 5Ks of Christmas

Cinepolis Hamlin 19 Dec 2026
SPORTS

WGHF Presents Holiday Spectacular

Garden Theatre 28 Nov 2026
ENTERTAINMENT

Holiday Business Social Networking Event

Millionaire Hair Salon 5 Dec 2026
BUSINESS

Winter Garden Railroad Mystery Quest

101 W Plant St 7 Nov 2026
FITNESS USD 23

The Nutcracker Suite

Horizon High School 19 Dec 2026
FITNESS USD 29 TO 55

Holiday Crafting Class

1200 E Plant St 18 Nov 2026
HOLIDAY USD 9