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 Art of Single Malt: An Elevated Scotch and Chocolate Pairing Experience
Big C Liquors
16 Oct 2025
ART
FREE
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
Writer’s Atelier Presents: October Write-in at Winter Park Library
Winter Park Library
11 Oct 2025
ART
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
Writer’s Atelier Presents: November Write-in at Winter Park Library
Winter Park Library
16 Nov 2025
ART
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
EXHIBITION TOUR | Portrait of a Movement: A New Approach to the Bloomsbury Group
Rollins Museum of Art
14 Nov 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
Vanessa Bell: The Life and Art of a Bloomsbury Radical, a Lecture with Author Wendy Hitchmough
Rollins Museum of Art
18 Nov 2025
ART
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
Winter Park Virtual Game Night: Trivia, Charades, and Drawing over Video
111 S Park Ave
3 Jun 2020
ART
FREE
Singo - Music Bingo at Forward/Slash
Forward Slash Distillery & Blending House
27 Feb 2025
BINGO
FREE
Epic Let’s Roam’s Scavenger Hunt Winter Park: Winter Park Scavenger Hunt!
3 Aug 2019
ART
USD 43 TO 86
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Winter Park Events
Winter Park Arts Events