Winter Park Christmas Events

Christmas events Happening Next in Winter Park, FL

Community Shred Event (and Toy & Food Drive)

Nelson Financial Planning 4 Dec 2025
TOY-DRIVES FREE

Happy Hour Tour at The Alfond Inn / November

The Alfond Inn at Rollins College 5 Nov 2025
ART FREE

The Best Christmas Pageant Ever

Shaeffer Hall at St. John Church 12 Dec 2025
KIDS

Holiday Classic Mini Session (SOLD OUT)

Hannibal Square 8 Nov 2025
HOLIDAY

"At the Square" Mini Sessions

Winter Park Florida 12 Oct 2025

Ulcerate

Conduit 5 Nov 2025
CONTESTS

A Christmas Romance Tour with Marcus Anderson & Rebecca Jade

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 19 Dec 2025
MUSIC

Happy Hour Tour at The Alfond Inn / December

The Alfond Inn at Rollins College 3 Dec 2025
ART FREE

Greyhaven

Conduit 21 Nov 2025
TRIPS-ADVENTURES

Emo Night Karaoke

Conduit 6 Nov 2025
MUSIC

Yule Be Sorry You Asked

Shaeffer Hall at St. John Church 13 Dec 2025
ART

A Classic Christmas

Knowles Memorial Chapel 13 Dec 2025
ENTERTAINMENT

Season’s Greetings from the Garden

Mead Botanical Garden, Winter Park 14 Dec 2025
MUSIC

Royal Graves

Conduit 3 Dec 2025
CONTESTS

Electric Avenue - Winter Park Sustainability Fair & EV Show

111 N Park Ave, Winter Park, FL 32789, United States 27 Sep 2025