Winter Garden Events Calendar

Winter Garden Heritage Museum

Winter Garden Heritage Museum

Sep 27 – Oct 2

Free

Central Florida Railroad Museum

Central Florida Railroad Museum

Sep 29 – Oct 3

Free

Winter Garden Heritage Museum

Winter Garden- A 118th. Birthday Exhibit

Sep 29 – Oct 3

Free

Winter Garden Heritage Museum

Spooky Caboose

Sat, Oct 31|3:00 PM

Free

Winter Garden Heritage Museum

Legacy Families

Nov 1 – Nov 6

Free

Central Florida Fairgrounds

Maker Faire Orlando

Nov 7 – Nov 8

From $15

Steinmetz Hall

Beethoven Symphony No. 6

Sun, Nov 8|2:30 PM

Winter Garden Heritage Foundation Heller Hall

Oranges and Ornaments; A Festival of Trees & Wreaths

Fri, Nov 20|5:00 PM

$35

Winter Garden Heritage Foundation Heller Hall

Brunch Among the Trees: An Oranges and Ornaments Culinary Experience

Sat, Nov 21|11:00 AM

$71.21

Garden Theatre

A Holiday Extravaganza

Sat, Nov 28|7:00 PM

From $69

Steinmetz Hall

Tchaikovsky Symphony No. 4

Jan 9, 2027 – Jan 10, 2027

Winter Garden Heritage Museum

Lakeview 100th

Feb 2, 2027 – Feb 6, 2027

Free

Steinmetz Hall

Broadway Knights – The Music of Paul, Elton, and Webber

Feb 6, 2027 – Feb 6, 2027

Dr. Phillips Center for the Performing Arts

Orlando Ballet Presents Alice in Wonderland

Thu–Sun|Feb 11, 2027 – Feb 14, 2027

Steinmetz Hall

Jacobsen Conducts Rachmaninoff

Mar 13, 2027 – Mar 14, 2027

Steinmetz Hall

The Magical Music of Harry Potter

Mar 27, 2027 – Mar 27, 2027

Judson's Live

A Night at the Catskills Variety Show

Mar 31, 2027 – Apr 1, 2027

Dr. Phillips Center for the Performing Arts

Orlando Ballet Presents Director's Collection

Fri–Sun|Apr 2, 2027 – Apr 4, 2027

Winter Garden City Hall

Made in Winter Garden: Crealdé Student Artists

May 3, 2027 – May 7, 2027

Free

Judson's Live

Opera-oke: OperaX

Jun 13, 2027 – Jun 13, 2027

From $35