Winter Park Holiday Events

The Nutcracker: Presented by Apopka Dance Center

Annie Russell Theatre 20 Dec 2025

HOLIDAY CONTRA and WALTZ Party with Joe Harrington

6904 Aloma Ave, Winter Park, FL 32792-7003, United States 19 Dec 2025

Season's Greetings from the Garden

1300 S Denning Dr, Winter Park, FL 14 Dec 2025

lululemon members' Holiday Shop at Winter Park

lululemon 14 Dec 2025

Justin & Out Holiday Party

Fiddlers Green Irish Pub & Eatery 13 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

GOAABA Holiday Party

Winderweedle Haines Ward Woodman PA 16 Dec 2025

Fabio’s Table: European Holiday Traditions

444 West New England Avenue - Suite 119, Winter Park, FL, United States, Florida 32789 27 Dec 2025

Holiday Glow: DIY Sugar & Salt Scrub Workshop with Essential Oils

The Spa at The Alfond Inn 17 Dec 2025

Winter Park Stage Swinging Holiday

Winter Park Central Park 19 Dec 2025

Tethered Flower Shop Christmas Wreath Workshop

Tethered Flower Shop 17 Dec 2025

No Doubt Gwen Stefani Holiday Tribute & Toys for Tots at Aloma Cinema Grill

Aloma Cinema Grill 14 Dec 2025

Winter Park Village Holiday Concert Series

Winter Park Village 16 Dec 2025

Sugar Plum Soirée

Annie Russell Theatre 21 Dec 2025

Be On Park Holiday Trunk Shows

152 South Park Avenue, Winter Park, FL 19 Dec 2025

Why Are There So Many Atheist Jews? w/ Paul Golin

University Club of Winter Park 18 Jan 2026

Live Band Sunday! 1 Hour Special Rumba Class + Dennie & the Jets 2 hours of dancing $18 cover

Winter Park Ballroom Dance Co. 14 Dec 2025