Go out in
Winter Garden.

Concerts, games, comedy, theater and more.

50 things to do16 venues
See it all on the map

This weekend

See everything
Family

Wild World of Animals

DNA Event Creative · 1:00 PM

Music

Fridays on the Plaza

Historic Downtown · 7:00 PM

2 more dates through Nov 27
Festivals & markets

Winter Garden Farmers Market

City of Winter Garden Events · 8:00 AM

2 more dates through Nov 28
Festivals & markets

Craft Affair

City of Winter Garden Events · 10:00 AM

Family

Wild World of Animals

DNA Event Creative · 1:00 PM

Event

Sewing Open Lab

Orange County Library System: Winter Garden Branch · 2:30 PM

Food & drink

Senior Cider Social

Orange County Library System: Winter Garden Branch · 2:30 PM

Family

Mythical Adventures: Ancient Greece

Orange County Library System: Winter Garden Branch · 4:30 PM

Family

Cookies & Milk with a Cop

Orange County Library System: Winter Garden Branch · 10:30 AM

Family

Bubble Playtime

Orange County Library System: Winter Garden Branch · 11:00 AM

Family

Kids Comic Club: Dinosaurs Before Dark

Orange County Library System: Winter Garden Branch · 4:30 PM

Family

Preschool Storytime

Orange County Library System: Winter Garden Branch · 10:30 AM

Family

Family Play & Connect

Orange County Library System: Winter Garden Branch · 11:00 AM

1 more date through Nov 25
Family

Family Fun: Chess

Orange County Library System: Winter Garden Branch · 4:30 PM

Family

Toddler Storytime

Orange County Library System: Winter Garden Branch · 10:30 AM

Family

Toddler Play & Connect

Orange County Library System: Winter Garden Branch · 11:00 AM

Family

Baby Tales

Orange County Library System: Winter Garden Branch · 11:15 AM

Family

Baby Play & Connect

Orange County Library System: Winter Garden Branch · 11:35 AM

1 more date through Nov 24
Art & museums

Senior Movie Club: The Philadelphia Story

Orange County Library System: Winter Garden Branch · 1:30 PM

Festivals & markets

Oranges and Ornaments: A Festival of Trees and Wreaths

Heller Hall · 7:00 PM

Art & museums

It's About Time: How The Railroads Created The Time Zones

Central Florida Railroad Museum · 10:00 AM

Event

Open Lab: Ask A Tech

Orange County Library System: Winter Garden Branch · 10:15 AM

Family

LEGO Education Spike Essentials: Carnival Games

Orange County Library System: Winter Garden Branch · 2:30 PM

Art & museums

Let's Paint Fantasy Miniatures

Orange County Library System: Winter Garden Branch · 4:00 PM

Food & drink

Brunch Among the Trees: An Oranges & Ornaments Culinary Experience

Heller Hall · 7:00 PM

Event

Hook, Needle & Chat: Fiber Arts Open Lab

Orange County Library System: Winter Garden Branch · 10:15 AM

Food & drink

Senior Tea

Orange County Library System: Winter Garden Branch · 2:30 PM

Family

Fiber Arts Junior: Yarn Pumpkins

Orange County Library System: Winter Garden Branch · 4:30 PM

Festivals & markets

Downtown Small Business Saturday Celebration & Sidewalk Sale

Historic Downtown Winter Garden · 10:00 AM

Theater

Holiday Spectacular at the Garden Theatre on Plant

Garden Theatre on Plant · 7:00 PM

Festivals & markets

Light Up Winter Garden

- Historic Downtown Winter Garden 300 W. Plant Street Winter Garden FL 34787 · 6:00 PM

Festivals & markets

Winter Garden Farmers Market

Downtown Interactive Fountain & Pavilion - 104 S. Lakeview Avenue Winter Garden · 8:00 AM

6 more dates through Jan 16
Festivals & markets

Winter Garden Christmas Parade

- South Dillard Street & West Plant Street Winter Garden FL 34787 · 10:00 AM

Festivals & markets

Holiday Night Market at Downtown

Downtown Interactive Fountain & Pavilion - 104 S. Lakeview Avenue Winter Garden · 4:00 PM

Art & museums

A Merry Winter Garden Light Show

- Winter Garden City Hall 300 W. Plant Street Winter Garden FL 34787 · 6:00 PM

8 more dates through Dec 27
Art & museums

Horse Drawn Holiday Carriage Tours

- Winter Garden FL 34787 · 5:30 PM

10 more dates through Dec 30
Music

Rhinestone Cowgirls

DNA Event Creative · 7:00 PM

Theater

It's a Wonderful Life: A Live Radio Play

DNA Event Creative · Through Dec 20

Theater

It's a Wonderful Life: A Live Radio Play

Garden Theatre on Plant - 160 W. Plant Street Winter Garden FL 34787 · 7:30 PM

7 more dates through Dec 20
Music

Holiday Fridays on the Plaza - Dickens Carolers

- Historic Downtown · 7:00 PM

3 more dates through Jan 15
Event

Downtown Winter Garden Walking Tour

Central Florida Railroad Museum · 8:30 AM

Art & museums

A Merry Winter Garden Light Show

- Winter Garden Masonic Lodge 300 W. Plant Street Winter Garden FL 34787 · 6:00 PM

Theater

In His Name... We Dance

Garden Theatre on Plant - 160 W. Plant Street Winter Garden FL 34787 · 2:00 PM

Music

Come What May

DNA Event Creative · Through Jan 12

Comedy

Mutts Gone Nuts

DNA Event Creative · 1:00 PM

Theater

The 39 Steps

DNA Event Creative · Through Feb 14

Music

Beatles to Bourbon Street

DNA Event Creative · 7:00 PM

1 more date through Apr 15
Theater

Josie & Grace

DNA Event Creative · Through Mar 7

Music

Celtic Angels Ireland

DNA Event Creative · 2:00 PM

Music

A1A The Official and Original Jimmy Buffett Tribute Show

DNA Event Creative · 7:00 PM

Family

National Train Day 2027

Central Florida Railroad Museum · 10:00 AM

Coming up at Orange County Library System: Winter Garden Branch

Close by, in Clermont, Orlando, Apopka

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