Winter Park Arts Events

Arts events Happening Next in Winter Park, FL

John Maus in Winter Park

Conduit 11 Oct 2025
CONCERTS

Averly Morillo in Winter Park

Calvary Orlando 11 Oct 2025
CONCERTS

Cyndi Lauper Tribute - So Unusual LIVE at Aloma Cinema Grill in Winter Park

Aloma Cinema Grill 25 Oct 2025
MUSIC USD 31 TO 42

You've Got a Friend: The Songs of Carole King and James Taylor

6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792 10 Oct 2025
ART

Pinkshift in Winter Park

Conduit 15 Oct 2025
ART

52nd Annual Autumn Art Festival

Central Park In Winter Park, Florida 11 Oct 2025
FESTIVALS

Joseph and the Amazing Technicolor Dreamcoat

Trinity Preparatory School Auditorium 24 Oct 2025
ART

Family Studio at RMA - November

Rollins Museum of Art 1 Nov 2025
ART FREE

An Evening with Omari Dillard: Soul Violinist

Blue Bamboo Center for the Arts 8 Nov 2025
MUSIC USD 87 TO 161

Jazz Infused Carribean Spicy

Blue Bamboo Center For The Arts 11 Oct 2025
MUSIC

Wild About Welbourne

Winter Park Community Center 6 Nov 2025
ART FREE

Free Matinee for Seniors: Wicked (Part One)

Aloma Cinema Grill 6 Nov 2025
ENTERTAINMENT FREE

2025 BIKE NIGHT ANNUAL

Ain't Missbehavin 1 Nov 2025
ART

The Boneshakers featuring Randy Jacobs and Jenny Langer

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 17 Oct 2025
MUSIC

Happy Hour Tour at The Alfond Inn / November

The Alfond Inn at Rollins College 5 Nov 2025
ART FREE

Crealdé at 50: Where Creativity Builds Community

600 St Andrews Blvd, Winter Park, FL, United States, Florida 32792 24 Oct 2025
ART

Meet Investigative Reporter Daniel Rivero!

Writer's Block Bookstore 17 Oct 2025
ART USD 13 TO 32

Elegant Evening of Wine and Queen of Opera

Solana Fine Art 15 Oct 2025
ART USD 58 TO 63

Romance Reader Social Club: Movie Night with Halloweentown

Aloma Cinema Grill 23 Oct 2025
ENTERTAINMENT USD 8

The Best Christmas Pageant Ever

Shaeffer Hall at St. John Church 12 Dec 2025
KIDS

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

Winter Park Ballroom Dance Co. 20 Dec 2025
WORKSHOPS

Diner en Blanc-Orlando

College Quarter 1 Nov 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
MUSIC

3rd Annual Design Road Show - Orlando

200 W New England Ave 15 Oct 2025
ART FREE

Brothers After All - Allman Brothers Tribute Debut at Aloma Cinema Theater

Aloma Cinema Grill 30 Oct 2025
MUSIC USD 29 TO 55

Auditions: "Redlight: The Bad Girls of Broadway"

6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792 11 Oct 2025
ENTERTAINMENT

Happy Hour Tour at The Alfond Inn / December

The Alfond Inn at Rollins College 3 Dec 2025
ART FREE

Polasek Nights

Albin Polasek Museum & Sculpture Gardens 10 Oct 2025
ENTERTAINMENT USD 13

Americana: Barber, Bernstein, Copland

Knowles Memorial Chapel 30 Jan 2026
ART

Vespers, Sergei Rachmaninoff with Bach Vocal Artists

Knowles Memorial Chapel 7 Nov 2025
ART

A Brilliant Night with Elvis

Aloma Cinema Grill 21 Dec 2025
ART USD 29 TO 34

Pinkshift

Conduit 14 Oct 2025

Yule Be Sorry You Asked

Shaeffer Hall at St. John Church 13 Dec 2025
ART

Saturday Museum Highlights Tours at Rollins Museum of Art

1000 Holt Ave, Winter Park, FL, United States, Florida 32789 11 Oct 2025
ART

Join PRSA Orlando for an evening gala of celebration and entertainment!

Rice Family Pavilion 20 Nov 2025
MUSIC USD 85 TO 100

Meet Author Sophia DeSensi!

Writer's Block Bookstore 20 Oct 2025
ART USD 13 TO 23

HAPCO Music Foundation presents big band energy from Josephine Swing

Blue Bamboo Center For The Arts 21 Nov 2025
MUSIC

Auditions: A Politically Incorrect Christmas

6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792 9 Nov 2025
ART

The Lowdown - Tenor/Bass Festival 2025

John M. Tiedtke Concert Hall 8 Nov 2025
CONCERTS USD 27

Raising Resilient Kids: A Mental Health Conversation

2005 Mizell Ave, Winter Park, FL, United States, Florida 32792 16 Oct 2025
HEALTH-WELLNESS

Face Value Tribute to Phil Collins at Aloma Cinema Theater

Aloma Cinema Grill 11 Dec 2025
ART USD 5 TO 55

Young Culture

Conduit 4 Dec 2025
TRIPS-ADVENTURES

Fete Minuet: The Sequel 2026

Winter Park Farmers' Market 18 Jan 2026
HEALTH-WELLNESS USD 30 TO 1,593

A VERY BEATLES DAY w/ Bryan Hayes

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

Chalk a Masterpiece - Fall Into Art 2025

Central Park In Winter Park, Florida 1 Nov 2025
ART

Gleemer

Conduit 9 Nov 2025
TRIPS-ADVENTURES

2026 Winter Park Fashion Week Show

Full Sail Live 21 Feb 2026
FASHION USD 150 TO 1,069

Backstage Bites: A Tour of Blue Bamboo Center for the Arts

460 E New England Ave 22 Oct 2025
MUSIC FREE

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
ENTERTAINMENT

Exhibition Tour Art Encounters: Technology, Innovation, and Obsolescence

1000 Holt Ave, Winter Park, FL, United States, Florida 32789 5 Dec 2025
EXHIBITIONS

St. John Passion | J.S. Bach

Knowles Memorial Chapel 1 Mar 2026
ENTERTAINMENT

Age of Enlightenment: Haydn, Mozart, Beethoven

Knowles Memorial Chapel 22 Feb 2026
ENTERTAINMENT

Penny Preville Trunk Show

152 South Park Avenue, Winter Park, FL 23 Oct 2025
ART

The Trio @ Imperial On Park!

The Imperial On Park 11 Oct 2025
FESTIVALS

Auditions: "Assassins", a musical by Stephen Sondheim

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

Glow Golf Par-Tee

Winter Park Country Club and Golf Course 10 Dec 2025
SPORTS

Jimmy, Jim and James: The songs of Buffett, Croce, and Taylor.

Blue Bamboo Center For The Arts 16 Nov 2025
ART

St. Margaret Mary Church, Art and Craft Show

Park Avenue, Winter Park 11 Oct 2025
NONPROFIT

Winter Park Autumn Art Festival 🎨🍂

Park Avenue, Winter Park 12 Oct 2025
FESTIVALS

Primitive Man

Conduit 11 Dec 2025
CALENDAR

Thursday | LGBTQ+ Singles Only Mixer | Orlando, FL

The Wildflower 23 Oct 2025
MEETUPS

Winter Park's Secret Society: Mystery Hunt

445 N Park Ave 19 Jul 2025
TRIPS-ADVENTURES USD 10 TO 20

Park Maitland School-South Campus-Spring Open House

Park Maitland South 5 Mar 2026
WORKSHOPS

Why Humanists Need to Change Their Media Tactics w/Hemant Mehta

University Club of Winter Park 19 Oct 2025
MEETUPS

Baby Bugs in Winter Park

Conduit 11 Nov 2025
CONCERTS

Parrot Heads of Central Florida SECOND THURSDAY PHlocking!

The Porch Winter Park 14 Aug 2025
NONPROFIT FREE

Porcelain Painting Workshop

Albin Polasek Museum & Sculpture Gardens 5 Nov 2025
WORKSHOPS USD 162

Singo - Music Bingo at Forward/Slash

Forward Slash Distillery & Blending House 27 Feb 2025
BINGO FREE