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
"At the Square" Mini Sessions
Winter Park Florida
12 Oct 2025
The Best Christmas Pageant Ever
Shaeffer Hall at St. John Church
12 Dec 2025
KIDS
Greyhaven
Conduit
21 Nov 2025
CALENDAR
Emo Night Karaoke
Conduit
6 Nov 2025
KARAOKE
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
Fast Fashion - The Depeche Mode Experience & Burn - The Cure Experience
Aloma Cinema Grill
4 Oct 2025
USD 29
Annie Jr. Registration Information
6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792
4 Oct 2025
ART
Yule Be Sorry You Asked
Shaeffer Hall at St. John Church
13 Dec 2025
ART
Ulcerate
Conduit
5 Nov 2025
CONTESTS
Christmas on The Avenue (SOLD OUT)
402 Welborne Ave, Winter Park, FL 32789-4216, United States
23 Nov 2025
HOLIDAY
Holiday Classic Mini Session (SOLD OUT)
Hannibal Square
8 Nov 2025
HOLIDAY
Christmas on The Avenue (SOLD OUT)
402 Welborne Ave, Winter Park, FL 32789-4216, United States
22 Nov 2025
HOLIDAY
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
Roberto Coin Trunk Show
152 South Park Avenue, Winter Park, FL, United States, Florida 32789
4 Dec 2025
HOLIDAY
Royal Graves
Conduit
3 Dec 2025
CONTESTS
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Winter Park Events
Winter Park Christmas Events