Entertainment events in Winter Park

Check out happening entertainment events all around Winter Park, FL

AdventHealth Winter Park Road Race 10k and 2 Mile

 Sat, 28 Mar at 07:00 am Park Avenue Central Park

Taste of Winter Park

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

1st Annual Holler Ford Racing Showcase

 Sat, 14 Mar at 05:00 pm 1875 South Orlando Avenue, Maitland, FL, United States, Florida 32751

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

80s Dance Party Orlando!

 Fri, 20 Mar at 08:00 pm 6700 Aloma Ave, Winter Park, FL 32792, United States

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

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

MamboYá Social w Tasha Rodriguez

Sun, 15 Mar at 05:00 pm The Trap

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

Silver Screen Classics

 Sat, 25 Apr at 07:30 pm Knowles Memorial Chapel

Sacred Service Duke Ellington with Samuel McKelton

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

Silver Screen Classics

 Sun, 26 Apr at 03:00 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

NO DOUBTS - Tribute to Gwen Stefani & No Doubt LIVE at Aloma Cinema Grill!

 Fri, 20 Mar at 07:00 pm Aloma Cinema Grill USD 25 to 65

BLUES BROTHERS MOVIE Tribute ANOTHER MISSION FROM GOD at Aloma Cinema Grill

 Sat, 28 Mar at 07:00 pm Aloma Cinema Grill USD 25 to 36

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

DIAMOND: A Neil Diamond Tribute LIVE at Aloma Cinema Grill in Winter Park!

 Sat, 18 Apr at 07:00 pm Aloma Cinema Grill USD 29 to 39

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

Lysander Piano Trio

 Sun, 15 Mar at 03:00 pm Tiedtke Concert Hall | 1000 Holt Ave, Winter Park, FL 32789-4499, United States

BachataYá w Francys Herrera

 Fri, 27 Mar at 07:00 pm The Trap

Huey Lewis & The News Tribute " Huey Go Again" at Aloma Cinema Grill

 Fri, 15 May at 07:00 pm Aloma Cinema Grill USD 31 to 42

80s Dance Party

 Sat, 21 Mar at 12:00 am Conduit

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

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

Free Movie for Seniors: Project Hail Mary

 Tue, 24 Mar at 12:00 pm Aloma Cinema Grill Free

MSEE 70th Anniversary Celebration

 Sat, 25 Apr at 06:00 pm Winter Park Farmer's Market

Free Movie: Project Hail Mary

 Wed, 25 Mar at 04:00 pm Aloma Cinema Grill 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

Old Time Sailors

 Wed, 15 Apr Conduit

Spring Showcase @ Winter Park Ballroom with Adj. Larry Dean

 Sat, 28 Mar at 12:00 pm 6904 Aloma Ave, Winter Park, FL 32792-7003, United States

Lindy For Humanity

 Sat, 28 Mar at 07:00 pm Winter Park Ballroom Dance Co.

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

Old Time Sailors and More

 Thu, 16 Apr at 07:00 pm Conduit USD 20

Free Illusion Show: Sponsored by Charter Research

 Fri, 10 Apr at 07:00 pm Aloma Cinema Grill Free

Smooth Sessions at Blue Bamboo with Dee Lucas

 Sat, 02 May at 07:00 pm Blue Bamboo Center for the Arts USD 39 to 55

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

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

.ZIP LIVE

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

Groove Slayers - Earth, Wind and Fire Tribute at Aloma Cinema Grill

 Fri, 27 Mar at 07:00 pm Aloma Cinema Grill

All Your Friends: The Indie Party

 Fri, 13 Mar Conduit

Pixie Day Party Part 2 @Penthouse 450

 Sat, 18 Apr at 07:00 pm Penthouse 450 USD 29

They Are Gutting a Body of Water

 Thu, 09 Apr at 07:00 pm Conduit

Betsy Ross & Friends: History as It Never Happened

 Sat, 11 Apr at 03:00 pm Schaeffer Hall at St. John Church

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

Weedeater at Conduit

 Thu, 02 Apr at 07:00 pm Conduit

Weedeater

 Wed, 01 Apr at 07:00 pm Conduit

Confessions Of A Traitor at Conduit

 Fri, 22 May Conduit

Filth

 Thu, 19 Mar at 10:00 pm Conduit

Essenger at Conduit

 Wed, 06 May at 07:00 pm Conduit

3rd Annual Lets Take a Mental Health Break(fast)

 Wed, 29 Apr at 08:30 am 2005 Mizell Ave suite 1700 USD 0 to 26,679

K*ll Lincoln

 Sat, 20 Jun at 07:00 pm Conduit

Ladies Movie Club Meetup: Michael Winter Park

 Fri, 24 Apr at 06:30 pm Regal Cinemas Winter Park Village

Musical BINGO Mondays at Aloma Cinema Grill in Winter Park, FL!

 Mon, 23 Mar at 06:30 pm Aloma Cinema Grill Free

Musical BINGO Mondays at Aloma Cinema Grill in Winter Park, FL!

 Mon, 16 Mar at 06:30 pm Aloma Cinema Grill Free

Mac Sabbath in Orlando

 Sat, 11 Apr at 06:00 pm Conduit USD 34

Catnap

 Sat, 14 Mar Conduit

Musical BINGO Mondays at Aloma Cinema Grill in Winter Park, FL!

 Mon, 06 Apr at 06:30 pm Aloma Cinema Grill Free

Filth at Conduit

 Thu, 19 Mar at 06:00 pm Conduit

Spiritworld

 Sat, 09 May at 07:00 pm Conduit

Tutu's, Tea Time & Girl Talk – A Girls’ Night Experience

 Fri, 27 Mar at 07:00 pm Krungthep Tea Time Free

Musical BINGO Mondays at Aloma Cinema Grill in Winter Park, FL!

 Mon, 30 Mar at 06:30 pm Aloma Cinema Grill Free

The Glorious Redemption Concert

 Sat, 04 Apr at 04:00 pm The Agape Hall USD 13 to 31

Pump Action

 Fri, 24 Apr at 07:00 pm Conduit

Essenger - Artist

 Tue, 05 May at 07:00 pm Conduit

SpiritWorld at Conduit

 Sun, 10 May at 06:00 pm Conduit

By Storm

 Mon, 11 May Conduit

Brian Smalley in Concert at Winter Park Library March 22nd 2026

 Sun, 22 Mar at 02:00 pm Winter Park Library

By Storm at Conduit

 Tue, 12 May at 07:00 pm Conduit

Arankai

 Tue, 19 May at 07:00 pm Conduit

Millionaire$

 Sat, 25 Apr at 07:00 pm Conduit

Void

 Fri, 27 Mar at 11:00 pm Conduit

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

Lowertown

 Fri, 19 Jun at 07:00 pm Conduit

Field Trip to Morse Museum!

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

Laughter For Social Change - Comedy Show ACEs Awareness 05-27-2026

 Wed, 27 May at 06:30 pm Winter Park Village USD 29 to 444

Rollins College Summer Music Vocal Academy 2026

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

Poison The Well (18+)

 Tue, 24 Mar at 11:00 pm Conduit

Nour Khodr

 Wed, 25 Mar at 11:00 pm Conduit

Arankai at Conduit

 Wed, 20 May at 07:00 pm Conduit

Zombie Apocalypse: Thriller's Anniversary Show

 Fri, 27 Mar at 08:00 pm 1335 Howell Branch Rd USD 30 to 400

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

Felandi’s fame in heaven

 Sat, 25 Apr at 08:45 am Conduit USD 13

Parrot Heads of Central Florida SECOND THURSDAY PHlocking!

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