Winter Park Festivals Events

Winter Park Wine & Dine (OCT 16)

Winter Park Farmers’ Market 16 Oct 2025

52nd Annual Autumn Art Festival

Central Park In Winter Park, Florida 11 Oct 2025

Oceano at Conduit

Conduit 5 Oct 2025

South Arcade at Conduit

Conduit 7 Oct 2025

HAPCO Music Foundation presents big band energy from Josephine Swing

Blue Bamboo Center For The Arts 21 Nov 2025

The Best Christmas Pageant Ever

Shaeffer Hall at St. John Church 12 Dec 2025

Greyhaven

Conduit 21 Nov 2025

South Arcade

Conduit 6 Oct 2025

The Lowdown - Tenor/Bass Festival 2025

John M. Tiedtke Concert Hall 8 Nov 2025

Signs of The Swarm

Conduit 25 Oct 2025

Winter Park Wine and Dine

Winter Park Farmers' Market Venue, West New England Avenue, Winter Park, FL, USA 16 Oct 2025

Annie Jr. Registration Information

6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792 4 Oct 2025

Pumpkin Fest ~ Trunk or Treat

First Congregational Church of Winter Park, United Church of Christ 26 Oct 2025

Pinkshift

Conduit 14 Oct 2025

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

Knowles Memorial Chapel 20 Feb 2026

Ulcerate

Conduit 5 Nov 2025

A VERY BEATLES DAY w/ Bryan Hayes

George's Cafe 505 N Park Ave, Winter Park, FL 32789-3268, United States 11 Oct 2025

Winter Park Autumn Art Festival 🎨🍂

Park Avenue, Winter Park 12 Oct 2025

Chalk a Masterpiece - Fall Into Art 2025

Central Park In Winter Park, Florida 1 Nov 2025

Signs Of The Swarm (18+)

Conduit 26 Oct 2025

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

Knowles Memorial Chapel 21 Feb 2026

Daniel Adam Maltz, fortepiano with Bach Chamber Choir and Orchestra

Tiedtke Concert Hall | 1000 Holt Ave, Winter Park, FL 32789-4499, United States 19 Oct 2025

St. John Passion | J.S. Bach

Knowles Memorial Chapel 1 Mar 2026

Age of Enlightenment: Haydn, Mozart, Beethoven

Knowles Memorial Chapel 22 Feb 2026

A Classic Christmas

Knowles Memorial Chapel 13 Dec 2025

FCC 2025 Fall Festival

1720 Howell Branch Rd, Winter Park, FL, United States, Florida 32789 25 Oct 2025

24th Annual MLK Celebration Unity Heritage Festival

Winter Park Community Center 18 Jan 2026

The Trio @ Imperial On Park!

The Imperial On Park 11 Oct 2025

Season’s Greetings from the Garden

Mead Botanical Garden, Winter Park 14 Dec 2025

24th Annual Unity Heritage Festival MLK Celebration - Vendors Needed

Winter Park Community Center 18 Jan 2026

Signs of the Swarm at Conduit

Conduit 26 Oct 2025

Parking South Arcade

Conduit 7 Oct 2025

Royal Graves

Conduit 3 Dec 2025

5th Annual Kid$ Bi$ Children's Business Fair Orlando, Florida

150 N New York Ave Winter Park, FL 32789, USA 13 Dec 2025

Parking Revocation

Conduit 13 Nov 2025