Winter Park Holiday Events

The Fall Edit: Botox and Beyond

Look Lab Med Spa 24 Sep 2026

Winter Park Wine and Dine (Holiday Party)

Winter Park Farmers' Market Venue 2 Dec 2026

Candlelight: Christmas Classics

Orlando Museum of Art 18 Dec 2026

Candlelight: Christmas Classics

Azalea Lodge at Mead Garden 17 Dec 2026

Adam Hawley | December 12 | Blue Bamboo

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

Winter Park Romance & Roses Hunt

251 S Park Ave 6 Sep 2026

Orlando Jazz Orchestra Holiday Show | December 6 | Blue Bamboo

Blue Bamboo Center For The Arts 6 Dec 2026

Groove Sleighers Christmas Show | November 28 | Blue Bamboo

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

The Art of Thanksgiving: Holiday Dining at The Alfond Inn

The Alfond Inn at Rollins College 26 Nov 2026

Thanksgiving To-Go: Take-Home Holiday Dinners from The Alfond Inn

The Alfond Inn at Rollins College 25 Nov 2026

Ricky & The Buzzcatz: A Holly Jolly Christmas | December 11 | Blue Bamboo

Blue Bamboo Center For The Arts 11 Dec 2026

Vivacity Presents: A Vintage Christmas | December 5 | Blue Bamboo

Blue Bamboo Center For The Arts 5 Dec 2026

ReachConf 2026 featuring CGDC Collab

1815 FL-436 5 Nov 2026

Silent Night

Center for Health & Wellbeing 10 Dec 2026