Happening Next

Winter Garden Christmas Events

Christmas 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

Winter Garden Golf Cart Parade 2026

Downtown Winter Garden 5 Dec 2026
SPORTS

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

Winter Fest Hamlin

Amazing Explorers Academy Hamlin 12 Dec 2026
FESTIVALS FREE

A SWEET TIME WITH SANTA

12107 Stoneybrook West Pkwy Ste 104, Winter Garden, FL, United States, Florida 34787 13 Dec 2026

SANTA IN PAJAMAS

12107 Stoneybrook West Pkwy Ste 104, Winter Garden, FL, United States, Florida 34787 13 Dec 2026

Cake & Praise Christmas Edition

16434 Davenport rd 20 Nov 2026
FITNESS USD 52 TO 63

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

Match Meetup: Women’s Holiday Ornament Exchange (Winter Garden)

Daniels Rd, Winter Garden, FL 34787, United States 6 Dec 2026
MEETUPS

Winter Garden Railroad Mystery Quest

101 W Plant St 7 Nov 2026
FITNESS USD 23