Entertainment events in Winter Park

Check out happening entertainment events all around Winter Park, FL

Candlelight: Christmas Carols on Strings - Orlando

 Thu, 11 Dec at 06:30 pm 1300 S Denning Dr, Winter Park, FL

YOGA BLISS - A Musical Journey to Inner Peace- Free Concert

 Sat, 31 Jan at 07:00 pm Bush Auditorium Free

Chanukah on the Park

 Sun, 14 Dec at 05:30 pm Central Park

Candlelight: Best of Hip-Hop

 Thu, 22 Jan at 07:00 pm Mead Botanical Garden

Orlando's Westie Mashup with Pro Christopher Rupp & DJ Lilgem

 Sat, 20 Dec at 07:00 pm Winter Park Ballroom Dance Co.

Free Movie for Seniors: Avatar Fire and Ash

 Tue, 30 Dec at 12:00 pm Aloma Cinema Grill Free

Auditions: "Assassins", a musical by Stephen Sondheim

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

Karaoke Night - Winter Park!

 Fri, 19 Dec at 06:45 pm Aloma Bowling Center

BachataYá

Fri, 26 Dec at 07:00 pm The Trap

Ultimate Santana Tribute LIVE at Aloma Cinema Grill in Winter Park, FL

 Sat, 13 Dec at 07:00 pm Aloma Cinema Grill USD 22 to 30

Derby on Park (Kentucky Derby Party)

 Sat, 02 May at 04:30 pm Winter Park Events Center

MamboYá Social

 Sun, 07 Dec at 05:00 pm The Trap

Nexus Zouk December Social

 Sat, 13 Dec at 03:00 pm 6904 Aloma Ave, Winter Park, FL 32792-7003, United States

Free Movie for Seniors: The Holdovers

 Tue, 09 Dec at 12:00 pm Aloma Cinema Grill Free

QUEEN DIVAS TRIBUTE: Tina Turner and Whitney Houston at Aloma Cinema Grill

 Sat, 10 Jan at 07:00 pm Aloma Cinema Grill USD 36 to 48

Winter Park Village Holiday Concert Series

 Tue, 09 Dec at 06:00 pm Winter Park Village

Free for Seniors: The Best Christmas Pageant Ever

 Tue, 16 Dec at 12:00 pm Aloma Cinema Grill Free

Season's Greetings from the Garden

 Sun, 14 Dec at 02:00 pm 1300 S Denning Dr, Winter Park, FL

MamboYá Social

 Sun, 28 Dec at 05:00 pm The Trap

Love Your Library: Books & Boots

 Sat, 07 Feb at 07:00 pm 1052 W Morse Blvd, Winter Park, FL, United States, Florida 32789

A Brilliant Night with Elvis

 Sun, 21 Dec at 07:00 pm Aloma Cinema Grill USD 29 to 34

CFBAA Holiday Party 2025!

 Wed, 10 Dec at 05:00 pm Ravenous Pig

GROOVE SLAYERS - Saturday Dance Fever! LIVE at Aloma Cinema Grill

 Sun, 18 Jan at 06:00 pm Aloma Cinema Grill USD 25 to 36

2025 Poinsettia Giveaway + Holiday Party

 Thu, 11 Dec at 06:00 pm Winter Park Events Center Free

Last Show of the Year for Human Clay at Conduit!!!

 Fri, 26 Dec at 07:00 pm Conduit

Holiday Pops in Winter Park

 Sat, 13 Dec at 06:00 pm Central Park in Winter Park 251 South Park Avenue Winter Park , FL 32789

Annual San Pedro Center Christmas Celebration!

 Wed, 17 Dec at 06:00 pm 95 Bishop Grady Lane, Winter Park, FL, United States, Florida 32792

Holiday Music featuring Magic of Bronze with the Mudita Collective Ensemble

 Fri, 12 Dec at 07:30 pm John M. Tiedtke Concert Hall USD 29 to 34

Silver Screen Classics

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

A Christmas Romance Tour with Marcus Anderson & Rebecca Jade

 Fri, 19 Dec at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Peppermint Latte Party at Cami Monet

 Sat, 13 Dec at 10:00 am 1801 Oglesby Avenue, Winter Park, FL, United States, Florida 32789

The Tom Haney Band with Good Psychedelics and American Destitution

 Thu, 11 Dec at 08:00 pm Stardust Video & Coffee

2026 Winter Park Fashion Week Show

 Sat, 21 Feb at 06:00 pm Full Sail Live USD 150 to 1,069

Primitive Man

 Thu, 11 Dec at 07:00 pm Conduit

A Classic Christmas

 Sat, 13 Dec at 01:00 pm Knowles Memorial Chapel

GODDESSES OF ROCK! Heart & Fleetwood Mac Tribute LIVE at Aloma Cinema Grill

 Sun, 07 Dec at 06:00 pm Aloma Cinema Grill USD 25 to 36

Fête Minuet 18th Century Ball

 Sun, 18 Jan at 06:00 pm 200 W New England Ave, Winter Park, FL 32789-4226, United States

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

 Sat, 21 Feb at 07:30 pm Knowles Memorial Chapel

Grandma Party 2025

 Sun, 14 Dec at 10:00 am 1842 E Winter Park Rd, Orlando, FL, United States, Florida 32803

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

 Fri, 20 Feb at 07:30 pm Knowles Memorial Chapel

Live Music at VINIA Wine & Kitchen

 Thu, 18 Dec at 07:00 pm VINIA Wine & Kitchen

24th Annual MLK Celebration Unity Heritage Festival

 Sun, 18 Jan at 11:00 am Winter Park Community Center Free

2025 Osceola Christmas Parade presented by Osceola Main Street

 Tue, 09 Dec at 07:00 pm Downtown Osceola

Christmas Jazz Melodies Concert

 Sun, 21 Dec at 01:00 pm 3377 Aloma Ave, Winter Park, FL, United States, Florida 32792

Organ Recital Colin MacKnight

 Fri, 06 Feb at 07:30 pm Knowles Memorial Chapel

Sugar Plum Soirée

 Sun, 21 Dec at 11:30 am Annie Russell Theatre

Unter Null

 Sat, 20 Dec at 07:00 pm Conduit

Life Surge Orlando Saturday

 Sat, 10 Jan at 08:30 am 1199 Clay St. Winter Park, FL 32789

Edgewater High School PTSO Presents: Sip & Soar | Mardi Gras

 Fri, 27 Feb at 07:00 pm Celebration Gardens USD 65 to 500

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

Silver Screen Classics

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

Candlelight: Valentine's Day Special - Winter Park

 Thu, 12 Feb at 06:30 pm 1300 S Denning Dr, Winter Park, FL

AdventHealth Winter Park Road Race 10k and 2 Mile

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

CARLOS DESOTO @ Spatz Winter Park

 Wed, 17 Dec at 08:45 pm Spatz Sports Bar Winter Park

Voces8

 Sun, 15 Feb at 07:30 pm Knowles Memorial Chapel

Live Band Sunday! 1 Hour Special Rumba Class + Dennie & the Jets 2 hours of dancing $18 cover

Sun, 14 Dec at 02:00 pm Winter Park Ballroom Dance Co.

Age of Enlightenment: Haydn, Mozart, Beethoven

 Sun, 22 Feb at 03:00 pm Knowles Memorial Chapel

St. John Passion | J.S. Bach

 Sun, 01 Mar at 03:00 pm Knowles Memorial Chapel

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

Winter Park and Orlando Florida Merry Tuba Concert

Sat, 20 Dec at 07:00 am Winter Park Central Park

Winter Park M**der Mystery: Catch the Killer!

 Sat, 31 May at 11:00 am Peacock Fountain USD 10 to 20

Monday Night Football at Aloma Cinema Grill

 Mon, 08 Sep at 07:00 pm Aloma Cinema Grill Free

Wacky Winter Park Amazing Race & Tour

 Sat, 16 Nov at 11:00 am CFS Coffee For The Soul, Winter Park USD 27

Parrot Heads of Central Florida SECOND THURSDAY PHlocking!

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

Yoga in the Garden

 Sat, 04 Jul at 09:00 am 1300 S Denning Dr USD 10