Entertainment events in Winter Park

Check out happening entertainment events all around Winter Park, FL

Candlelight: 90s Hip-Hop on Strings

 Fri, 05 Jun at 06:30 pm Azalea Lodge at Mead Garden USD 51 to 102

Candlelight: Mozart vs. Beethoven

 Sat, 25 Jul at 06:00 pm Orlando Museum of Art USD 36 to 82

American Maestro: The Music of John Williams

 Fri, 22 May at 07:30 pm Calvary Orlando

Candlelight: Coldplay & Imagine Dragons

 Thu, 25 Jun at 06:30 pm Azalea Lodge at Mead Garden USD 51 to 84

Candlelight: Tribute to Juan Gabriel on Strings

 Thu, 04 Jun at 06:30 pm Azalea Lodge at Mead Garden USD 68

Six Feet Under, Kataklysm, Wormhole in Winter Park

 Sun, 19 Jul at 06:00 pm Conduit

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

Alejandro Aranda at Conduit

 Tue, 16 Jun at 07:00 pm Conduit

Brunch on Bourbon with Live Music by Seth Pause at Tibby's in Winter Park

 Sun, 24 May at 11:00 am Tibby's New Orleans Kitchen Free

HIMALAYAS in Winter Park

 Wed, 10 Jun at 07:00 pm Conduit

Willy & The Pour Boys-LIVE

Fri, 22 May at 08:00 pm The Imperial On Park

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

8/29 BLUES BROTHERS Tribute "ANOTHER MISSION FROM GOD" Aloma Cinema Grill

 Sat, 29 Aug at 07:00 pm Aloma Cinema Grill USD 25 to 36

Fiddler’s Green Welcomes back Willy & The Pour Boys

 Sun, 31 May at 05:00 pm Fiddlers Green Irish Pub & Eatery

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

Dueling Pianos Brunch at Tibby's New Orleans Kitchen in Winter Park

 Sun, 31 May at 11:00 am Tibby's New Orleans Kitchen Free

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

Club Space Fish Nite!

 Sat, 16 May at 06:00 pm Conduit

Life On Mars at The Aloma Cinema Bar and Grill

 Fri, 10 Jul at 07:00 pm Aloma Cinema Grill

Velvet Noir

 Fri, 22 May at 08:00 pm 480 N Wine Bar Free

Dreaming Through the Decades

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

Jazz Band & Brunch on Bourbon at Tibby's in Winter Park

 Sun, 17 May at 11:00 am Tibby's New Orleans Kitchen Free

Horror-lando Theater Meet Up: Passenger

 Thu, 21 May at 07:00 pm Regal Winter Park Village Free

Michael Mastroianni It's a Musical Life | May 29 | Blue Bamboo

 Fri, 29 May at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

The Disappearing Duck: A Mystery Dinner Experience (Winter Park)

 Sun, 17 May at 05:30 pm Agave Azul Cocina Mexicana (Winter Park)

Stage to Screen | November 6 | Blue Bamboo

 Fri, 06 Nov at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Free Movie: The Mandalorian and Grogu

 Tue, 26 May at 07:00 pm Aloma Cinema Grill Free

Bravo Chamber Orchestra | May 24 | Blue Bamboo

 Sun, 24 May at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Confessions Of A Traitor at Conduit

 Fri, 22 May at 08:00 pm Conduit

Bleed the Witch

 Sat, 23 May at 07:00 pm Conduit

Winter Park Murder Mystery: Solve the case!

 Mon, 01 Jun at 12:00 am Peacock Fountain USD 10

The Bunny The Bear

 Thu, 11 Jun at 07:00 pm Conduit

K*ll Lincoln

 Sat, 20 Jun at 07:00 pm Conduit

Danny Worsnop & Tyler Rich in Orlando

 Sat, 12 Sep at 06:30 pm Conduit USD 30 to 112

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

Social Media Marketing for Realtors in Orlando | Content That Converts

 Wed, 20 May at 11:00 am 525 S Lakemont Ave Free

Love In Bloom Garden Party

 Thu, 20 Aug at 06:00 pm Celebration Gardens USD 23

Alejandro Aranda

 Mon, 15 Jun at 07:00 pm Conduit

Percussion Ensemble Showcase

Sun, 17 May at 01:30 pm Mead Botanical Garden

The Glorious Redemption Concert

 Sat, 30 May at 04:00 pm The Agape Hall USD 8 to 19

Arankai

 Tue, 19 May Conduit

Bleed the Witch at Conduit

 Sun, 24 May Conduit

June 13 Social Swing Dance

Sat, 13 Jun at 07:30 pm Winter Park Ballroom Dance Co.

Jay Rauchwarg at The Imperial (Winter Park)

 Thu, 11 Jun at 07:30 pm The Imperial On Park

Haunt - Band

 Mon, 08 Jun at 07:00 pm Conduit

Free Movie for Seniors: The Breadwinner

 Mon, 01 Jun at 12:00 pm Aloma Cinema Grill Free

Himalayas

 Tue, 09 Jun at 07:00 pm Conduit

Three Knuckles Deep

 Fri, 05 Jun at 07:00 pm Conduit

Lowertown

 Fri, 19 Jun at 07:00 pm Conduit

DONEFOR BEASTS OF THE EAST TOUR VIP UPGRADE-ORLANDO

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

MC Chris in Orlando

 Sat, 27 Jun at 07:00 pm Conduit USD 27

Central Florida Jazz Society Hall of Fame Show | May 17 | Blue Bamboo

 Sun, 17 May at 02:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Free Movie: The Breadwinner

 Mon, 01 Jun at 07:00 pm Aloma Cinema Grill Free

Rollins College Summer Music Vocal Academy 2026

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

Arankai at Conduit

 Wed, 20 May at 07:00 pm Conduit

Die Sexual at Conduit

 Thu, 11 Jun at 07:00 pm Conduit

Worm at Conduit

 Sun, 28 Jun at 07:00 pm Conduit

Tuesday Trivia at The Porch Winter Park

 Tue, 24 Mar The Porch Winter Park

The Bunny The Bear at Conduit

 Fri, 12 Jun at 07:00 pm Conduit

Die Sexual

 Wed, 10 Jun Conduit

Sword II

 Sat, 06 Jun Conduit

Six Feet Under at Conduit

 Sun, 19 Jul at 06:00 pm Conduit

Flying High Again - A National Tribute to Ozzy Osbourne

 Sat, 13 Jun at 07:00 pm Conduit USD 27

Himalayas at Conduit

 Wed, 10 Jun at 07:00 pm Conduit

Dopethrone

 Thu, 24 Sep Conduit

ORL Film Bar Monday - 4th Monday in Winter Park

 Mon, 25 May at 06:00 pm Fiddlers Green Irish Pub & Eatery

Scottish Rite 225th Anniversary Watch Party

 Sun, 31 May at 10:00 am Orlando Scottish Rite Bodies USD 7

Secure Electronics Disposal benefiting Orange County Students

 Wed, 01 Jul at 09:00 am Nelson Financial Planning Free