Upcoming Comedy Events

Little Miss Nasty

 Conduit 28 Apr 2026
ARTS & THEATRE USD 40

Laughter For Social Change - Comedy Show ACEs Awareness 05-27-2026

 Winter Park Village 27 May 2026
COMEDY USD 29 TO 444

Jeffrey Nothing, October Noir, and More in Orlando

 Conduit 1 Aug 2026
USD 28

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Upcoming Food & Drinks Events

Rollins Men’s Soccer Elite Overnight Camps 2026

 Cahall-Sandspur Field 4 Jun 2026
WORKSHOPS USD 470 TO 676

2026 Unleashed. Uncorked.Unframed. Gala

 Winter Park Events Center 16 May 2026
FOOD-DRINKS USD 300 TO 3,500

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

 Aloma Cinema Grill 29 Aug 2026
ENTERTAINMENT USD 25 TO 36

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Upcoming Pop-Ups Events

Orlando International Fashion Week Presents - 626 Euphoria

 Winter Park Events Center 6 Jun 2026
FASHION

OIFW Summer Shows: Winter Park Events Center (Multiple Shows 3pm & 7pm)

 Winter Park Events Center 6 Jun 2026
FASHION USD 55 TO 71

Pop Up Flow at AJ Chocolate House

 AJ Chocolate House 6 Jun 2026
POP-UPS FREE

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Upcoming Live Music Events

Rick Braun with special guest Randy Jacobs

 Blue Bamboo Center For The Arts 3 May 2026
MUSIC

Ricky Sylvia & The Buzzcatz present: Crooners and Cool Cats

 Blue Bamboo Center For The Arts 10 May 2026
MUSIC

Six Feet Under, Kataklysm, Wormhole in Winter Park

 Conduit 19 Jul 2026
CONCERTS

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Upcoming Festivals Events

Malcolm X Book Fest: 101 Years Strong — Building Legacy Through Literacy

 Shady Park 17 May 2026
FESTIVALS FREE

Winter Park Arts Festival

 Central Park 10 Jul 2026
ART FREE

Peace Day in the Park

 Central Park Main Stage 19 Sep 2026
ART FREE

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Trending Events in Winter Park

Run for the Trees Jeanette Genius McKean Memorial 5K

 250 Perth Ln, Winter Park, FL 32792, United States 9 May 2026
MARATHONS

American Maestro: The Music of John Williams

 Calvary Orlando 22 May 2026
ENTERTAINMENT

AdventHealth July 4th Watermelon 5K

 251 S Park Ave, Winter Park, FL 32789, United States 4 Jul 2026

Rollins Summer Volleyball Camps 2026

 Alfond Sports Center 11 May 2026
SPORTS USD 164 TO 487

Rick Braun in Winter Park

 Blue Bamboo Center For the Arts 3 May 2026
CONCERTS

Free Movie: The Devil Wears Prada 2

 Aloma Cinema Grill 6 May 2026
ENTERTAINMENT FREE

Mother's Day Brunch at The Alfond Inn

 The Alfond Inn at Rollins College 10 May 2026
BRUNCH USD 0 TO 151

Brujeria in Winter Park

 Conduit 9 May 2026
CONCERTS

Six Feet Under and Kataklysm (18+)

 Conduit 19 Jul 2026

💘Thursday | Singles Only Mixer | Orlando, FL

 The Neighbors Orlando 30 Apr 2026
MUSIC

Six Feet Under, Kataklysm, Wormhole, and Three Knuckles Deep in Orlando

 Conduit 19 Jul 2026

HIMALAYAS in Winter Park

 Conduit 10 Jun 2026
CONCERTS

Rollins Summer Co-Ed Indoor Camp 2026

 Alfond Sports Center 26 May 2026
SUMMER-CAMPS USD 294 TO 367

BMW Gen M Tour: United By Performance

 Fields BMW Winter Park 8 May 2026

Smooth Sessions at Blue Bamboo with Althea Rene´

 Blue Bamboo Center for the Arts 6 Jun 2026
MUSIC USD 39 TO 55

More things to do in Winter Park

Comedy
Food & Drinks
Pop-Ups
Live Music
Festivals
St. Patrick's Day
Music Festivals