Winter Park Christmas Events

Strolling Dickens Carolers

Winter Park Village 19 Dec 2025

Derby on Park (Kentucky Derby Party)

Winter Park Events Center 2 May 2026

Free for Seniors: The Best Christmas Pageant Ever

Aloma Cinema Grill 16 Dec 2025

A Christmas Romance Tour with Marcus Anderson & Rebecca Jade

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

Winter Park Stage Swinging Holiday

Winter Park Central Park 19 Dec 2025

DECEMBER 2025 EVENTS INVITE

1720 Howell Branch Rd, Winter Park, FL, United States, Florida 32789 21 Dec 2025

Annual San Pedro Center Christmas Celebration!

95 Bishop Grady Lane, Winter Park, FL, United States, Florida 32792 17 Dec 2025

Christmas Eve at AVA Winter Park

290 S Park Ave., Winter Park, FL, United States, Florida 32789 24 Dec 2025

An Action Church Christmas - Winter Park

Action Church Winter Park 21 Dec 2025

Tethered Flower Shop Christmas Wreath Workshop

Tethered Flower Shop 17 Dec 2025

Partner Appreciation Night

Penthouse 450 Event Venue 18 Dec 2025

Christmas Eve Celebration

The Charles Hosmer Morse Museum of American Art 24 Dec 2025

NRG Dance Country Christmas Winter Showcase

Winter Park Events Center 16 Dec 2025

Christmas Jazz Melodies Concert

3377 Aloma Ave, Winter Park, FL, United States, Florida 32792 21 Dec 2025

Christmas at AVA Winter Park

290 S Park Ave., Winter Park, FL, United States, Florida 32789 25 Dec 2025

5th Annual Christmas Ham Shoot-out!

Trick Shots Winter Park 27 Dec 2025

Winter Park and Orlando Florida Merry Tuba Concert

Winter Park Central Park 20 Dec 2025