Winter Park Live Music Events

Chanukah on the Park

Central Park 14 Dec 2025

Orlando's Westie Mashup with Pro Christopher Rupp & DJ Lilgem

Winter Park Ballroom Dance Co. 20 Dec 2025

YOGA BLISS - A Musical Journey to Inner Peace- Free Concert

Bush Auditorium 31 Jan 2026

Auditions: "Assassins", a musical by Stephen Sondheim

6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792 10 Jan 2026

Journey to Bethlehem | Christmas Musical

1815 State Road 436, Winter Park, FL, United States, Florida 32792 7 Dec 2025

Winter Park Village Holiday Concert Series

Winter Park Village 2 Dec 2025

Thanksgiving Weekend Celebration

445 N Park Ave, Winter Park, FL, United States, Florida 32789 30 Nov 2025

Love Your Library: Books & Boots

1052 W Morse Blvd, Winter Park, FL, United States, Florida 32789 7 Feb 2026

Live Music at VINIA Wine & Kitchen

VINIA Wine & Kitchen 18 Dec 2025

Grandma Party 2025

1842 E Winter Park Rd, Orlando, FL, United States, Florida 32803 14 Dec 2025

Goldpine at Blue Bamboo Center for Arts - Winter Park FL - Dec 5

Blue Bamboo Center For The Arts 5 Dec 2025

The Best Christmas Pageant Ever

Shaeffer Hall at St. John Church 12 Dec 2025

Florida Dungeon Fest II at Conduit

Conduit 30 Jan 2026

SCRUBS SOCIAL

1685 Lee Rd 5 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

Dueling Pianos Brunch at Tibby's New Orleans Kitchen in Winter Park

Tibby's New Orleans Kitchen 30 Nov 2025

Charity Nine & Wine Golf Fundraiser & Annual Holiday Party

Winter Park Golf Course 3 Dec 2025

A Classic Christmas

Knowles Memorial Chapel 13 Dec 2025

Conan, Royal Graves, and Florist in Orlando

Conduit 4 Dec 2025

Thanksgiving Weekend Celebration

445 N Park Ave, Winter Park, FL, United States, Florida 32789 29 Nov 2025

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

Knowles Memorial Chapel 20 Feb 2026

UNTER NULL / FRONTAL BOUNDARY / PROTOKOLL 19 in ORLANDO

6700 Aloma Ave, Winter Park, FL 32792-6801, United States 21 Dec 2025

Season’s Greetings from the Garden

Mead Botanical Garden, Winter Park 14 Dec 2025

24th Annual MLK Celebration Unity Heritage Festival

Winter Park Community Center 18 Jan 2026

Organ Recital Colin MacKnight

Knowles Memorial Chapel 6 Feb 2026

Edgewater High School PTSO Presents: Sip & Soar | Mardi Gras

Celebration Gardens 27 Feb 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

Voces8

Knowles Memorial Chapel 15 Feb 2026

St. John Passion | J.S. Bach

Knowles Memorial Chapel 1 Mar 2026

Age of Enlightenment: Haydn, Mozart, Beethoven

Knowles Memorial Chapel 22 Feb 2026

VOCES8 in Winter Park

Knowles Memorial Chapel 15 Feb 2026