Entertainment events in Winter Park

Check out happening entertainment events all around Winter Park, FL

Juneteenth in Winter Park: Jazz & Jubilee A Night Under the Stars

 Sat, 20 Jun at 05:00 pm Shady Park Free

Candlelight: Mozart vs. Beethoven

 Sat, 25 Jul at 06:00 pm Orlando Museum of Art USD 36 to 91

Alejandro Aranda at Conduit

 Tue, 16 Jun at 07:00 pm Conduit

🚩Thursday | Singles Red Flag Party | Winter Park, FL

 Thu, 25 Jun at 10:30 pm Morse Code Lounge

Candlelight: Best of Bridgerton on Strings

 Thu, 06 Aug at 06:15 pm Azalea Lodge at Mead Garden USD 49 to 84

Official Dead By Daylight 10 Year Anniversary IRL Community Watch Party

 Sun, 14 Jun at 01:00 pm Regal Winter Park Village (Winter Park, FL)

Candlelight: Coldplay & Imagine Dragons

 Thu, 25 Jun at 06:30 pm Azalea Lodge at Mead Garden USD 52 to 91

Candlelight: 90s Hip Hop on Strings

 Thu, 04 Jun at 07:00 pm Mead Botanical Garden

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

Six Feet Under, Kataklysm, Wormhole in Winter Park

 Sun, 19 Jul at 06:00 pm Conduit

Candlelight: Featuring Vivaldi’s Four Seasons

 Thu, 09 Jul at 06:30 pm Azalea Lodge at Mead Garden USD 49 to 97

Candlelight: Tribute to Brandy & Monica

 Fri, 07 Aug at 06:30 pm Azalea Lodge at Mead Garden USD 69 to 103

HIMALAYAS in Winter Park

 Wed, 10 Jun at 07:00 pm Conduit

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

Jeff Rupert Quartet | June 26 | Blue Bamboo

 Fri, 26 Jun at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

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

Palm Beach Society Orchestrea: Father's Day | June 21 | Blue Bamboo

 Sun, 21 Jun at 07:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Orlando Philharmonic Orchestra presents: Summer Serenades

 Wed, 17 Jun at 07:00 pm University Club of Winter Park

Orlando Tribe Band | June 19 | Blue Bamboo

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

Orlando International Fashion Week Presents - 626 Euphoria

 Sat, 06 Jun at 03:00 pm Winter Park Events Center USD 71 to 93

Patrick Lamb | June 27 | Blue Bamboo

 Sat, 27 Jun at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Ultimate Floyd Tribute | July 17 | Blue Bamboo

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

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

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

Dog Days of Summer Farmers Market Fundraiser

 Sat, 13 Jun at 09:00 am Foxtail Coffee (Winter Park, FL)

Meet Me in Paris by Kristin Harmel Launch Party

 Wed, 05 Aug at 06:00 pm Azalea Lodge at Mead Botanical Garden USD 36

Life On Mars at The Aloma Cinema Bar and Grill

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

FLX Combine - Verified High School Pro Day for Boys & Girls

 Sat, 01 Aug at 12:00 pm Blue Jacket Park Track & Field USD 87 to 116

The Blue Theory Orchestra | July 24 | Blue Bamboo

 Fri, 24 Jul at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Fito Espinola | September 5 | Blue Bamboo

 Sat, 05 Sep at 08:00 pm Blue Bamboo Center For The Arts

Spring Concert Series at Winter Park Village

 Tue, 26 May 510 N Orlando Ave. , Winter Park, FL, United States, Florida 32789

Ella & The Bossa Beat Amare Album Release | August 29 | Blue Bamboo

 Sat, 29 Aug at 08:00 pm Blue Bamboo Center For The Arts

Groove Sleighers Christmas Show | November 28 | Blue Bamboo

 Sat, 28 Nov at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Haunt - Band

 Mon, 08 Jun at 07:00 pm Conduit

Alejandro Aranda

 Mon, 15 Jun at 07:00 pm Conduit

Maitland Symphony Orchestra Stage & Screen Spectacular | June 7 | Blue Bamboo

 Sun, 07 Jun at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Imer Santiago Quartet | July 25 | Blue Bamboo

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

Dreaming Through the Decades

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

Free Matinee for Seniors: Hidden Figures

 Mon, 15 Jun at 02:00 pm Aloma Cinema Grill Free

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

Fusion Dance Workshop and Social with DJ Fluffy Stuff, April Choi, and Bethany Byrnes

 Sun, 07 Jun at 06:00 pm Winter Park Ballroom Dance Co.

Next Thing You Know... JLAAA 2026 Aerial Showcase!!

 Sat, 06 Jun at 06:00 pm Trinity Preparatory School of Florida USD 34

Ariella & Nicolaas | July 12 | Blue Bamboo

 Sun, 12 Jul at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Free Matinee: Black Panther

 Wed, 17 Jun at 04:00 pm Aloma Cinema Grill Free

Maitland Stage Band | June 14 | Blue Bamboo

 Sun, 14 Jun at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

The Bunny The Bear

 Thu, 11 Jun at 07:00 pm Conduit

Rock 101 Camp

 Mon, 08 Jun at 09:00 am 400 W Fairbanks Ave, Winter Park, FL, United States, Florida 32789

The Bunny The Bear at Conduit

 Fri, 12 Jun at 07:00 pm Conduit

Trek 50th anniversary celebration | Winter Park

 Sun, 21 Jun at 07:45 am Trek Bicycle Winter Park Free

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

MC Chris in Orlando

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

Free Matinee for Seniors: The Great Debaters

 Wed, 17 Jun at 12:00 pm Aloma Cinema Grill Free

Flying High Again - A National Tribute to Ozzy Osbourne

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

Free Matinee for Seniors: Respect

 Tue, 16 Jun at 02:00 pm Aloma Cinema Grill Free

Internal Suffering at Conduit

 Thu, 30 Jul at 07:00 pm Conduit

Johnbern Thomas Album Release | June 13 | Blue Bamboo

 Sat, 13 Jun at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Jay Rauchwarg at The Imperial (Winter Park)

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

Himalayas at Conduit

 Wed, 10 Jun at 07:00 pm Conduit

Die Sexual

 Wed, 10 Jun Conduit

Winter Park Murder Mystery: Solve the case!

 Wed, 01 Jul at 12:00 am Peacock Fountain USD 10

Lowertown

 Fri, 19 Jun at 07:00 pm Conduit

Himalayas

 Tue, 09 Jun at 07:00 pm Conduit

Free Movie: Remarkably Bright Creatures

 Tue, 09 Jun at 04:00 pm Aloma Cinema Grill Free

Love In Bloom Garden Party

 Fri, 21 Aug at 06:00 pm Celebration Gardens USD 18 to 23

Orlando screening of Healing for Humanity

 Mon, 29 Jun at 06:30 pm Winter Park, Florida

Matthew Chacon Orchestra | July 19 | Blue Bamboo

 Sun, 19 Jul at 03:00 pm Blue Bamboo Center For The Arts

Danny Wood

 Sat, 12 Sep at 10:30 pm Conduit

Electric Crush | June 12 | Blue Bamboo

 Sat, 13 Jun at 12:00 am 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Vin Scialla Quartet featuring Benito Gonzalez | July 10 | Blue Bamboo

 Fri, 10 Jul at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Six Feet Under at Conduit

 Sun, 19 Jul at 06:00 pm Conduit

DONEFOR BEASTS OF THE EAST TOUR VIP UPGRADE-ORLANDO

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

The Porch in Winter Park, Florida - Doc Probes - Beach & Buffett

 Thu, 12 Nov at 05:00 pm The Porch Winter Park

Karaoke Night - Winter Park!

 Fri, 26 Jun at 06:45 pm Aloma Bowling Center

Rollins College Summer Music Vocal Academy 2026

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

Orlando Contemporary Chamber Orchestra | July 18 | Blue Bamboo

 Sat, 18 Jul at 08:00 pm Blue Bamboo Center For The Arts

Free Movie: Supergirl

 Mon, 29 Jun Aloma Cinema Grill Free

Central Florida Folk LAST SUNDAY Concert Series

 Sun, 28 Jun at 02:00 pm Winter Park Public Library

Golden Flower | July 31 | Blue Bamboo

 Fri, 31 Jul at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

From Legends to the King

 Fri, 13 Nov at 07:00 pm Aloma Cinema Grill USD 29 to 39

REZN

 Sat, 05 Sep Conduit

Die Sexual at Conduit

 Thu, 11 Jun at 07:00 pm Conduit

Dopethrone

 Thu, 24 Sep 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

Scottish Pub Night - July 2026

 Sat, 18 Jul at 06:00 pm TBD

Sword II

 Sat, 06 Jun at 07:00 pm Conduit

ORL Film Bar Monday - 4th Monday in Winter Park

 Mon, 15 Jun at 06:00 pm Fiddlers Green Irish Pub & Eatery

Secure Electronics Disposal benefiting Orange County Students

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