Entertainment events in Winter Park

Check out happening entertainment events all around Winter Park, FL

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

Ricky Sylvia & The Buzzcatz present: Crooners and Cool Cats

 Sun, 10 May at 03:00 pm Blue Bamboo Center For The Arts

Rocky Horror-ish Burlesque: An Unauthorized Parody Cocktail Experience - Orlando, FL

 Thu, 23 Apr Orlando Shakes USD 59 to 69

Candlelight Spring: Tribute to Adele - Winter Park

 Thu, 16 Apr at 06:30 pm 1300 S Denning Dr, Winter Park, FL

Mother's Day Brunch at The Alfond Inn

 Sun, 10 May at 10:00 am The Alfond Inn at Rollins College USD 0 to 151

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

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

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

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

Silver Screen Classics

 Sun, 26 Apr at 03:00 pm Knowles Memorial Chapel

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

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

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

8/22 NO DOUBTS - Tribute to Gwen Stefani & No Doubt at Aloma Cinema Grill

 Sat, 22 Aug at 07:00 pm Aloma Cinema Grill USD 25 to 65

Smooth Sessions at Blue Bamboo with Leesa Richards

 Sat, 11 Jul at 07:00 pm Blue Bamboo Center for the Arts USD 39 to 55

Smooth Sessions at Blue Bamboo with Phillip "Doc" Martin

 Sat, 01 Aug at 07:00 pm Blue Bamboo Center for the Arts USD 39 to 55

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

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

MSEE 70th Anniversary Celebration

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

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

Easter Jazz Brunch with Live Music by Don Black at Tibby's in Winter Park

 Sun, 05 Apr at 10:00 am Tibby's New Orleans Kitchen Free

They Are Gutting a Body of Water

 Thu, 09 Apr at 07:00 pm Conduit

Free Illusion Show: Sponsored by Charter Research

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

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

Old Time Sailors and More

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

Betsy Ross & Friends: History as It Never Happened

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

Gatecreeper

 Tue, 21 Apr at 07:00 pm Conduit

When Everyone Swims Screening

 Fri, 10 Apr at 02:00 pm Full Sail University Free

LIVE MUSIC! Contra Dance with Katie Zanders and Stepping Stones

 Fri, 03 Apr at 07:00 pm 6904 Aloma Ave, Winter Park, FL 32792-7003, United States

.ZIP LIVE

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

Free Gipsy Guitar Show: Sponsored by Charter Research

 Thu, 16 Apr at 07:00 pm Aloma Cinema Grill Free

Essenger at Conduit

 Wed, 06 May at 07:00 pm Conduit

Old Time Sailors

 Wed, 15 Apr at 07:00 pm Conduit

Pixie Day Party Part 2 @Penthouse 450

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

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 at 08:00 pm Conduit

The Religious Right Is Fighting a Holy War. Here's Our Plan To Win.

 Sun, 19 Apr at 02:00 pm University Club of Winter Park

Karaoke Night - Winter Park!

 Fri, 17 Apr at 06:45 pm Aloma Bowling Center

DONEFOR BEASTS OF THE EAST TOUR VIP UPGRADE-ORLANDO

 Sun, 14 Jun at 05:00 pm Conduit USD 18 to 34

Ladies Movie Club Meetup: Michael Winter Park

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

The Bunny The Bear at Conduit

 Fri, 12 Jun at 07:00 pm Conduit

Gatecreeper (18+)

 Wed, 22 Apr at 11:00 pm Conduit

Pump Action

 Fri, 24 Apr at 07:00 pm Conduit

K*ll Lincoln

 Sat, 20 Jun at 07:00 pm Conduit

Mac Sabbath in Orlando

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

By Storm

 Mon, 11 May Conduit

The Bunny The Bear

 Thu, 11 Jun Conduit

Free Movie for Seniors: You, Me & Tuscany

 Tue, 14 Apr at 12:00 pm Aloma Cinema Grill Free

Arankai

 Tue, 19 May 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

Essenger - Artist

 Tue, 05 May at 07:00 pm Conduit

Spiritworld

 Sat, 09 May at 07:00 pm Conduit

By Storm at Conduit

 Tue, 12 May at 07:00 pm Conduit

The Glorious Redemption Concert

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

Free Movie for Seniors: Michael

 Mon, 27 Apr Aloma Cinema Grill Free

Mila Degray

 Thu, 02 Apr at 07:00 pm Conduit

The Divine Clinic Foundation - Restore the Spirit to 24kt Gold

 Sun, 06 Sep at 04:00 pm Winter Park Library USD 0 to 5,337

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

SpiritWorld at Conduit

 Sun, 10 May at 06:00 pm Conduit

Buko Boys w/ More TBA

 Sat, 23 May at 07:00 pm My Sister's House USD 18

'68 at Conduit

 Wed, 13 May at 07:00 pm Conduit

Millionaire$

 Sat, 25 Apr at 07:00 pm Conduit

Deadguy

 Fri, 08 May at 07:00 pm Conduit

'68

 Tue, 12 May Conduit

Tuesday Trivia at The Porch Winter Park

 Tue, 24 Mar The Porch Winter Park

Worm at Conduit

 Sun, 28 Jun at 07:00 pm Conduit

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

Lowertown

 Fri, 19 Jun at 07:00 pm Conduit

Six Feet Under at Conduit

 Sun, 19 Jul Conduit

Rollins College Summer Music Vocal Academy 2026

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

Free Movie for Seniors: You, Me & Tuscany

 Mon, 13 Apr at 12:00 pm Aloma Cinema Grill Free

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

 Mon, 06 Apr Aloma Cinema Grill Free

Arankai at Conduit

 Wed, 20 May at 07:00 pm Conduit

Felandi’s fame in heaven

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