Happening Next

Winter Park Holiday Events

Holiday events Happening Next in Winter Park, FL

Candlelight: Christmas Classics

 Orlando Museum of Art 18 Dec 2026
ENTERTAINMENT USD 38 TO 80

Candlelight: Christmas Classics

 Azalea Lodge at Mead Garden 17 Dec 2026
ENTERTAINMENT USD 46 TO 102

The Sidewalk Art and Craft Market Show

 Central Park Main Stage 14 Aug 2026
ART FREE

Adam Hawley | December 12 | Blue Bamboo

 460 E. New England Ave., Winter Park, FL, United States, Florida 32789 12 Dec 2026
MUSIC

Groove Sleighers Christmas Show | November 28 | Blue Bamboo

 460 E. New England Ave., Winter Park, FL, United States, Florida 32789 28 Nov 2026
CHRISTMAS

Orlando Jazz Orchestra Holiday Show | December 6 | Blue Bamboo

 Blue Bamboo Center For The Arts 6 Dec 2026
MUSIC

Summerween 2026 at AJ Chocolate House

 AJ Chocolate House USA 22 Aug 2026
PARTIES