Arts events in Winter Park

Check out happening arts events all around Winter Park, FL

The 67th Winter Park Sidewalk Art Festival

 Fri, 20 Mar at 09:00 am Park Avenue, Winter Park

Taste of Winter Park

 Wed, 01 Apr at 06:30 pm Winter Park Farmers' Market Venue USD 55 to 384

Rick Braun with special guest Randy Jacobs

 Sun, 03 May at 07:00 pm Blue Bamboo Center For The Arts

Winter Park Sidewalk Art Festival Celebration

 Fri, 20 Mar at 09:30 am 445 N Park Ave, Winter Park, FL, United States, Florida 32789

2026 Unleashed. Uncorked.Unframed. Gala

 Sat, 16 May at 06:00 pm Winter Park Events Center USD 300 to 3,500

Gabe Carson Band | March 13 | Blue Bamboo

 Fri, 13 Mar at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Cody McCafferty Trio | March 20 | Blue Bamboo

 Fri, 20 Mar at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Daniela & Nate Love & Bossa Nova | April 3 | Blue Bamboo

 Fri, 03 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Bonsai & Cheers -Forward/Slash - L&J Nursery - Bahama Berry

 Thu, 12 Mar at 06:30 pm Forward Slash Distillery & Blending House USD 75

Bonsai & Cheers -Forward/Slash - L&J Nursery - Barbados Cherry

 Thu, 09 Apr at 06:30 pm Forward Slash Distillery & Blending House USD 75

Jeff Rupert Quartet | April 24 | Blue Bamboo

 Fri, 24 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Gabe Preisser - Opera Meets Broadway | April 4 | Blue Bamboo

 Sat, 04 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Las Locas Comedy Florida Tour - Aloma Cinema Grill - Winter Park - 03/13/26

 Fri, 13 Mar at 06:30 pm Aloma Cinema Grill

Sacred Service Duke Ellington with Samuel McKelton

 Fri, 10 Apr at 07:30 pm Knowles Memorial Chapel

Boneshakers with Jenny Langer and Randy Jacobs | April 18 | Blue Bamboo

 Sat, 18 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Smooth Sessions at Blue Bamboo with Althea Rene´

 Sat, 06 Jun at 07:00 pm Blue Bamboo Center for the Arts USD 39 to 55

Family Studio at Rollins Museum of Art- April

 Sat, 11 Apr at 10:00 am Rollins Museum of Art Free

8th Annual Conference - Creating a Resilient Community: Arts for Thriving!

 Thu, 09 Apr at 09:00 am Winter Park Events Center USD 109 to 295

Family Studio at Rollins Museum of Art- May

 Sat, 09 May at 10:00 am Rollins Museum of Art Free

A White Rose Jazz & Gospel Affair

 Sun, 19 Apr at 12:00 pm The Alfond Inn USD 0 to 10,673

Garden Party

 Sat, 25 Apr at 06:00 pm Albin Polasek Museum & Sculpture Gardens USD 162

Johnbern Thomas Quintet | March 14 | Blue Bamboo

 Sat, 14 Mar at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

OIFW Summer Shows: Winter Park Events Center (Multiple Shows 3pm & 7pm)

 Sat, 06 Jun at 03:00 pm Winter Park Events Center USD 55 to 71

Family Studio at Rollins Museum of Art- March

 Sat, 14 Mar at 10:00 am Rollins Museum of Art Free

Carol Stein & Michael Mastroianni | March 15 | Blue Bamboo

 Sun, 15 Mar at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Live Painting at George's Cafe in Winter Park

 Sat, 21 Mar at 10:00 am George's Cafe in Winter Park

Allan Vache Swing Quintet | April 17 | Blue Bamboo

 Fri, 17 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Cigano Swing | March 27 | Blue Bamboo

 Fri, 27 Mar at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Romancing the Books Festival 2026 | Keynote: Meryl Wilsner

 Sat, 28 Mar at 12:00 pm Winter Park Library Free

Dreaming Through the Decades

 Sat, 06 Jun at 05:00 pm Schaeffer Hall at St. John Church

69th Season Jazz Finale

 Sat, 09 May at 03:00 pm Blue Bamboo Center For The Arts

The SCRIBE

 Sat, 21 Mar at 10:00 am Calvary Orlando

Charlie Russo-A Night at the Copa | April 11 | Blue Bamboo

 Sat, 11 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

The Merrie Melodies Strollling Saxes presents "Safe Sax" | April 26 | Blue Bamboo

 Sun, 26 Apr at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Chamber Music Players | March 29 | Blue Bamboo

 Sun, 29 Mar at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Arte y Café con la Curadora: recorridos guiados en español - Selecciones especiales de la bóveda

 Tue, 21 Apr at 06:00 pm 1000 Holt Ave, Winter Park, FL, United States, Florida 32789

Eddie Marshall's Big Band | March 22 | Blue Bamboo

 Sun, 22 Mar at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Life Explorers Speaker Series: Saving Florida’s Roadside Wildflowers

 Thu, 19 Mar at 10:00 am 1300 S Denning Dr Free

.ZIP LIVE

 Sat, 04 Apr at 07:00 pm My Sister's House USD 13 to 18

Museum Highlights Tour / April 11

 Sat, 11 Apr at 01:00 pm Rollins Museum of Art Free

Happy Hour Tour at The Alfond Inn / May 6

 Wed, 06 May at 06:00 pm The Alfond Inn at Rollins College Free

Vana - Artist

 Fri, 17 Apr at 07:00 pm Conduit

Passion Music for Early America with Bach Vocal Artists

 Thu, 26 Mar at 07:30 pm Tiedtke Concert Hall | 1000 Holt Ave, Winter Park, FL 32789-4499, United States

Museum Highlights Tour / May 30

 Sat, 30 May at 01:00 pm Rollins Museum of Art Free

Voices From the Triangle Shirtwaist Factory

 Fri, 27 Mar at 08:00 pm 6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792

Museum Highlights Tour / March 14

 Sat, 14 Mar at 01:00 pm Rollins Museum of Art Free

Thursday Evening Pop-up Tour at the Rollins Museum of Art / March 12

 Thu, 12 Mar at 05:30 pm Rollins Museum of Art Free

Central Florida Watercolor Society Plein Air Meet

 Sat, 18 Apr at 10:00 am Mead Botanical Garden

Museum Highlights Tour / March 28

 Sat, 28 Mar at 01:00 pm Rollins Museum of Art Free

Yoga Nidra and Reiki Energy Meditation Workshop

 Sun, 22 Mar at 07:45 pm Winter Park Yoga USD 42

Solomon Jaye | April 25 | Blue Bamboo

 Sat, 25 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Morse Museum and Scenic Boat Ride in Winter Park

 Tue, 31 Mar at 07:00 am Winter Park, Winter Park, Florida

March 2026 Reading Club

 Sun, 22 Mar at 01:00 pm Winter Park Library Free

The Art of Undercover

 Mon, 09 Mar at 03:00 am Winter Park Florida

Museum Highlights Tour / May 9

 Sat, 09 May at 01:00 pm Rollins Museum of Art Free

Happy Hour Tour at The Alfond Inn / April

 Wed, 01 Apr at 06:00 pm The Alfond Inn at Rollins College Free

Arte y Café Con La Curadora / marzo

 Tue, 24 Mar at 06:00 pm Rollins Museum of Art Free

Arte y Café Con La Curadora / abril

 Tue, 21 Apr at 06:00 pm Rollins Museum of Art Free

Orange County Bike Repair Cafe

 Sat, 28 Mar at 01:00 pm Goldenrod Park & Recreation Center - Champions Room Free

Museum Highlights Tour / April 25

 Sat, 25 Apr at 01:00 pm Rollins Museum of Art Free

Essenger - Artist

 Tue, 05 May at 07:00 pm Conduit

Exhibition Tour / Portrait of a Movement

 Fri, 13 Mar at 11:00 am Rollins Museum of Art Free

Meet Author Tiffany Crum!

 Wed, 11 Mar at 06:00 pm Winter Park Library USD 0 to 42

Melissa Gamal in Orlando – One-Day Belly Dance Intensive

 Sat, 16 May at 10:00 am 6904 Aloma Ave, Winter Park, FL, United States, Florida 32792

Field Trip to Morse Museum!

 Fri, 13 Mar at 05:00 pm The Charles Hosmer Morse Museum of American Art Free

Exclusive Pre-Launch: The Real Estate Bucket Playbook w/ Author Ruth Rivera

 Tue, 17 Mar at 04:00 am The Hangry Bison Free

Exhibition Tour / Art Encounters: Technology, Innovation, and Obsolescence

 Fri, 03 Apr at 11:00 am Rollins Museum of Art Free

Rollins College Summer Music Vocal Academy 2026

 Sun, 21 Jun at 04:00 pm Rollins College USD 60 to 275

February 2026 Reading Club

 Sun, 22 Feb at 01:00 pm Winter Park Library Free

Auditions: A Midsummer Night's Dream by William Shakespeare

 Sat, 28 Mar at 10:00 am 6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792

Women’s Creative Pages: Where I Am Right Now (Winter Park)

 Wed, 18 Mar at 06:30 pm 2203 Aloma Ave, Winter Park, FL 32792-3303, United States

Parrot Heads of Central Florida SECOND THURSDAY PHlocking!

 Thu, 14 Aug at 05:00 pm The Porch Winter Park Free