Winter Park Arts Events

The 67th Winter Park Sidewalk Art Festival

Park Avenue, Winter Park 20 Mar 2026

Taste of Winter Park

Winter Park Farmers' Market Venue 1 Apr 2026

Rick Braun with special guest Randy Jacobs

Blue Bamboo Center For The Arts 3 May 2026

Winter Park Sidewalk Art Festival Celebration

445 N Park Ave, Winter Park, FL, United States, Florida 32789 20 Mar 2026

2026 Unleashed. Uncorked.Unframed. Gala

Winter Park Events Center 16 May 2026

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

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 3 Apr 2026

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

Forward Slash Distillery & Blending House 9 Apr 2026

Cody McCafferty Trio | March 20 | Blue Bamboo

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 20 Mar 2026

Jeff Rupert Quartet | April 24 | Blue Bamboo

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 24 Apr 2026

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

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 4 Apr 2026

Sacred Service Duke Ellington with Samuel McKelton

Knowles Memorial Chapel 10 Apr 2026

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

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 18 Apr 2026

Family Studio at Rollins Museum of Art- April

Rollins Museum of Art 11 Apr 2026

Smooth Sessions at Blue Bamboo with Althea Rene´

Blue Bamboo Center for the Arts 6 Jun 2026

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

Winter Park Events Center 9 Apr 2026

Family Studio at Rollins Museum of Art- May

Rollins Museum of Art 9 May 2026

A White Rose Jazz & Gospel Affair

The Alfond Inn 19 Apr 2026

Garden Party

Albin Polasek Museum & Sculpture Gardens 25 Apr 2026

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

Winter Park Events Center 6 Jun 2026

Carol Stein & Michael Mastroianni | March 15 | Blue Bamboo

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 15 Mar 2026

OIFW Summer VIP Mixer at Morse Code Lounge Winter Park

Morse Code Lounge 5 Jun 2026

Live Painting at George's Cafe in Winter Park

George's Cafe in Winter Park 21 Mar 2026

Cigano Swing | March 27 | Blue Bamboo

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 27 Mar 2026

Allan Vache Swing Quintet | April 17 | Blue Bamboo

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 17 Apr 2026

Romancing the Books Festival 2026 | Keynote: Meryl Wilsner

Winter Park Library 28 Mar 2026

Dreaming Through the Decades

Schaeffer Hall at St. John Church 6 Jun 2026

69th Season Jazz Finale

Blue Bamboo Center For The Arts 9 May 2026

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

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 11 Apr 2026

The SCRIBE

Calvary Orlando 21 Mar 2026

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

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 26 Apr 2026

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

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 22 Mar 2026

Museum Highlights Tour / April 11

Rollins Museum of Art 11 Apr 2026

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

1000 Holt Ave, Winter Park, FL, United States, Florida 32789 21 Apr 2026

.ZIP LIVE

My Sister's House 4 Apr 2026

Gatecreeper

Conduit 21 Apr 2026

Life Explorers Speaker Series: Saving Florida’s Roadside Wildflowers

1300 S Denning Dr 19 Mar 2026

Happy Hour Tour at The Alfond Inn / May 6

The Alfond Inn at Rollins College 6 May 2026

Chamber Music Players | March 29 | Blue Bamboo

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 29 Mar 2026

Vana - Artist

Conduit 17 Apr 2026

Passion Music for Early America with Bach Vocal Artists

Tiedtke Concert Hall | 1000 Holt Ave, Winter Park, FL 32789-4499, United States 26 Mar 2026

Voices From the Triangle Shirtwaist Factory

6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792 27 Mar 2026

Museum Highlights Tour / May 30

Rollins Museum of Art 30 May 2026

Book Launch with author Khushboo Patel

Writer's Block Bookstore 31 Mar 2026

Museum Highlights Tour / March 28

Rollins Museum of Art 28 Mar 2026

Morse Museum and Scenic Boat Ride in Winter Park

Winter Park, Winter Park, Florida 31 Mar 2026

Solomon Jaye | April 25 | Blue Bamboo

460 E. New England Ave., Winter Park, FL, United States, Florida 32789 25 Apr 2026

Central Florida Watercolor Society Plein Air Meet

Mead Botanical Garden 18 Apr 2026

Yoga Nidra and Reiki Energy Meditation Workshop

Winter Park Yoga 22 Mar 2026

From Moravia to Winter Park: The Life and Legacy of Albin Polasek

200 W New England Ave, Winter Park, FL, United States, Florida 32789 26 Mar 2026

Arte y Café Con La Curadora / abril

Rollins Museum of Art 21 Apr 2026

March 2026 Reading Club

Winter Park Library 22 Mar 2026

Museum Highlights Tour / May 9

Rollins Museum of Art 9 May 2026

Happy Hour Tour at The Alfond Inn / April

The Alfond Inn at Rollins College 1 Apr 2026

Arte y Café Con La Curadora / marzo

Rollins Museum of Art 24 Mar 2026

Orange County Bike Repair Cafe

Goldenrod Park & Recreation Center - Champions Room 28 Mar 2026

Museum Highlights Tour / April 25

Rollins Museum of Art 25 Apr 2026

Prometheus Esoterica 5 Year Anniversary Open House

3744 Howell Branch road, Winter Park, FL 22 Apr 2026

Essenger - Artist

Conduit 5 May 2026

Melissa Gamal in Orlando – One-Day Belly Dance Intensive

6904 Aloma Ave, Winter Park, FL, United States, Florida 32792 16 May 2026

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

The Hangry Bison 17 Mar 2026

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

Rollins Museum of Art 3 Apr 2026

Rollins College Summer Music Vocal Academy 2026

Rollins College 21 Jun 2026

February 2026 Reading Club

Winter Park Library 22 Feb 2026

Auditions: A Midsummer Night's Dream by William Shakespeare

6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792 28 Mar 2026

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

2203 Aloma Ave, Winter Park, FL 32792-3303, United States 18 Mar 2026