Entertainment events in Winter Park

Check out happening entertainment events all around Winter Park, FL

Skizzy Mars in Winter Park

 Sat, 08 Nov at 07:00 pm Conduit

Free Movie for Seniors: Springsteen—Deliver Me From Nowhere

 Tue, 28 Oct at 12:00 pm Aloma Cinema Grill Free

John Maus in Winter Park

 Sat, 11 Oct at 07:00 pm Conduit

Cyndi Lauper Tribute - So Unusual LIVE at Aloma Cinema Grill in Winter Park

 Sat, 25 Oct at 07:00 pm Aloma Cinema Grill USD 31 to 42

Pinkshift in Winter Park

 Wed, 15 Oct at 06:30 pm Conduit

Ulcerate, Spirit Possession in Winter Park

 Thu, 06 Nov at 07:00 pm Conduit

Averly Morillo in Winter Park

 Sat, 11 Oct at 06:00 pm Calvary Orlando

Living Dead Girl CONSPIRACY Album Release Party

 Fri, 10 Oct at 07:00 pm 6700 Aloma Ave, Winter Park, FL 32792-6801, United States

Central Florida Jazz Society Presents: RoSaWay

 Sat, 04 Oct at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

A Lot Like Birds

 Fri, 03 Oct at 07:00 pm Conduit

Jazz Infused Carribean Spicy

Sat, 11 Oct at 08:00 pm Blue Bamboo Center For The Arts

Candlelight: Best of Hip-Hop

 Thu, 25 Sep at 07:00 pm Mead Botanical Garden

Rachel Ombredane and RoSaWay in Concert

 Sat, 04 Oct at 08:00 pm Blue Bamboo Center For The Arts

John Maus

 Fri, 10 Oct at 07:00 pm Conduit

Rachel Ombredane & Rosaway – Live at Blue Bamboo

 Sat, 04 Oct at 08:00 pm Blue Bamboo Center For The Arts

Hollywood Hits: Live Orchestra Concert

 Tue, 30 Sep at 02:00 pm Blue Bamboo Center for the Arts Free

Bras Beaters Bags Belts and Brims

 Sat, 04 Oct at 04:00 pm Winter Park Community Center USD 29

Free Movie for Seniors: The Senior

 Wed, 01 Oct at 12:00 pm Aloma Cinema Grill Free

52nd Annual Autumn Art Festival

 Sat, 11 Oct at 09:00 am Central Park In Winter Park, Florida

Oceano at Conduit

 Sun, 05 Oct at 05:00 pm Conduit

The Life of a Showgirl Listening Party Sip & Shop

 Sat, 04 Oct at 10:00 am 1801 Oglesby Avenue, Winter Park, FL, United States, Florida 32789

10/2 - Sweet Endings: Seasonal Desserts

 Thu, 02 Oct at 06:00 pm FitLiving Eats Winter Park USD 110

Pinkatude

 Sat, 18 Oct at 05:00 pm Winter Park Community Center USD 50 to 642

Emo Night Karaoke at Conduit

 Fri, 07 Nov at 08:00 pm Conduit

Greyhaven at Conduit

 Sat, 22 Nov Conduit

BachataYá

 Fri, 24 Oct at 07:00 pm The Trap

MamboYá Social

 Sun, 05 Oct at 05:00 pm The Trap

Free Movie for Seniors: The Bucket List Matinee

 Tue, 30 Sep at 01:00 pm Aloma Cinema Grill Free

LIVE MUSIC! Contra Dance with JJ Luxe and McIntyre

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

Free Movie for Seniors: The Senior

 Mon, 29 Sep at 12:00 pm Aloma Cinema Grill Free

GROWvember Fall Plant Sale

 Fri, 07 Nov at 02:00 pm Mead Botanical Garden Free

Free Movie: Tron:Ares

 Mon, 20 Oct at 12:00 pm Aloma Cinema Grill Free

The Legendary Pink Dots at Conduit

 Thu, 16 Oct at 07:00 pm Conduit

MamboYá Social

 Sun, 12 Oct at 05:00 pm The Trap

Mean Mary in Winter Park, FL

 Sat, 25 Oct at 08:00 pm Blue Bamboo Center For The Arts

The Cosmic Jam Concert & The Grateful Dead Movie

 Fri, 03 Oct at 07:00 pm Aloma Cinema Grill USD 29

MamboYá Social

 Sun, 19 Oct at 05:00 pm The Trap

Petey Bruce Goodbye Party

 Sat, 04 Oct at 03:00 pm Cady Way, Winter Park, FL 32792, United States

MamboYá Social

 Sun, 26 Oct at 05:00 pm The Trap

John Maus at Conduit

 Sat, 11 Oct at 08:00 pm Conduit

South Arcade at Conduit

 Tue, 07 Oct at 07:30 pm Conduit

Winter Park Village Fall Concert Series

 Tue, 30 Sep at 06:00 pm Winter Park Village

2nd Annual Legacy Gala

 Fri, 03 Oct at 06:00 pm Winter Park Events Center

Silent Theory

 Tue, 30 Sep at 07:00 pm Conduit

Free Movie for Seniors: Springsteen—Deliver Me From Nowhere

 Tue, 28 Oct at 02:00 pm Regal Winter Park Village Free

The Best Christmas Pageant Ever

 Fri, 12 Dec at 07:00 pm Shaeffer Hall at St. John Church

Daft Disko Halloween

 Thu, 30 Oct at 07:00 pm Conduit

Greyhaven

 Fri, 21 Nov at 07:00 pm Conduit

Pinkshift at Conduit

 Wed, 15 Oct at 06:30 pm Conduit

South Arcade

 Mon, 06 Oct at 07:00 pm Conduit

The Boneshakers featuring Randy Jacobs and Jenny Langer

 Fri, 17 Oct at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Arlie at Conduit

 Wed, 22 Oct at 07:00 pm Conduit

University of Central Florida Flying Horse Big Band in Concert

 Sun, 12 Oct at 03:00 pm Blue Bamboo Center For The Arts

BACKYARD BIODIVERSITY DAY!

 Sat, 18 Oct at 09:00 am Mead Botanical Garden

Signs of The Swarm

 Sat, 25 Oct at 07:00 pm Conduit

Fight From Within

 Wed, 22 Oct at 07:00 pm Conduit

Emo Night Karaoke

 Thu, 06 Nov at 07:00 pm Conduit

Live Music at VINIA Wine & Kitchen

 Thu, 30 Oct at 07:00 pm VINIA Wine & Kitchen

KIDSTOBERFEST 2025!

 Sat, 11 Oct at 05:00 pm 1603 E Winter Park Rd, Orlando, FL

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

Full Circle After Hours Networking w The 360 Exchange!

Wed, 22 Oct at 06:00 pm Winter Park Pines Golf Club

Annie Jr. Registration Information

 Sat, 04 Oct at 09:00 am 6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792

Brothers After All - Allman Brothers Tribute Debut at Aloma Cinema Theater

 Thu, 30 Oct at 07:00 pm Aloma Cinema Grill USD 29 to 55

Winter Park Village Halloween Bash

 Wed, 29 Oct at 05:30 pm Winter Park Village

Arlie - Band

 Tue, 21 Oct at 07:00 pm Conduit

Auditions: "Redlight: The Bad Girls of Broadway"

 Sun, 12 Oct at 05:30 pm 6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792

Glixen

 Tue, 07 Oct at 07:00 pm Conduit

A Brilliant Night with Elvis

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

Orlando's Westie Mashup with Lecie Langille & DJ Kyle Hebert

 Sat, 15 Nov at 07:00 pm Winter Park Ballroom Dance Co.

Pinkshift

 Tue, 14 Oct at 07:00 pm Conduit

Spill the T.E.A.™ Tea Party Fundraiser 2025

 Sat, 22 Nov at 01:30 pm Winter Park Community Center Free

Yule Be Sorry You Asked

 Sat, 13 Dec at 03:00 pm Shaeffer Hall at St. John Church

Heavy//Hitter with The Crimson Armada, Thus Spoke Zarathustra, and Lilith’s Demise at Conduit

Sat, 01 Nov at 06:00 pm Conduit

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

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

Unter Null

 Thu, 20 Nov at 07:00 pm Conduit

Join PRSA Orlando for an evening gala of celebration and entertainment!

 Thu, 20 Nov at 06:00 pm Rice Family Pavilion USD 85 to 100

Revocation

 Wed, 12 Nov at 07:00 pm Conduit

Live Music at VINIA Wine & Kitchen

 Thu, 09 Oct at 07:00 pm VINIA Wine & Kitchen

Ulcerate

 Wed, 05 Nov at 07:00 pm Conduit

Legendary Pink Dots at Conduit

 Thu, 16 Oct at 07:00 pm Winter Park Central Park

Winter Park Wine and Dine (New Edition)

 Thu, 16 Oct at 06:30 pm Winter Park Farmers' Market Venue USD 65 to 446

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

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

Candlelight: Queen vs. ABBA

 Wed, 22 Oct at 07:00 pm Mead Botanical Garden

Live Music at VINIA Wine & Kitchen

 Thu, 23 Oct at 07:00 pm VINIA Wine & Kitchen

CFWA October Networking Event at Villa Tuscany at WinterClub

 Tue, 07 Oct at 06:30 pm Villa Tuscany USD 50 to 61

HAPCO Music Foundation presents big band energy from Josephine Swing

 Fri, 21 Nov at 08:00 pm Blue Bamboo Center For The Arts

Parking John Maus (18+)

 Sat, 11 Oct at 11:00 pm Conduit

2026 Winter Park Fashion Week Show

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

Signs Of The Swarm (18+)

 Sun, 26 Oct at 09:30 pm Conduit

Annual San Pedro Center Christmas Celebration!

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

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

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

Daniel Adam Maltz, fortepiano with Bach Chamber Choir and Orchestra

 Sun, 19 Oct at 03:00 pm Tiedtke Concert Hall | 1000 Holt Ave, Winter Park, FL 32789-4499, United States

St. John Passion | J.S. Bach

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

Age of Enlightenment: Haydn, Mozart, Beethoven

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

A Classic Christmas

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

Live Music at Aloma Bowl

 Sat, 04 Oct at 07:00 pm 2530 Aloma Ave, Winter Park, FL, United States, Florida 32792

Entheos

 Tue, 02 Dec at 07:00 pm Conduit

24th Annual MLK Celebration Unity Heritage Festival

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

ORL Film Bar Monday - 4th Monday in Winter Park

 Mon, 27 Oct at 06:00 pm Fiddlers Green Irish Pub & Eatery

Candlelight: Christmas Carols on Strings - Orlando

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