Upcoming Halloween Events

Horror Icons: A Killer Cabaret & Costume Contest

 Aloma Cinema Grill 31 Oct 2025
CONTESTS

Winter Park Village Halloween Bash

 Winter Park Village 29 Oct 2025
HALLOWEEN

Freaky Friday Halloween Flow

 1740 FL-436 unit 128 31 Oct 2025
HALLOWEEN USD 31

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Upcoming Live Music Events

Ulcerate, Spirit Possession in Winter Park

 Conduit 6 Nov 2025
CONCERTS

Skizzy Mars in Winter Park

 Conduit 8 Nov 2025
ENTERTAINMENT

Will Patrick Quartet

 460 E. New England Ave., Winter Park, FL, United States, Florida 32789 15 Nov 2025
MUSIC

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Upcoming Pop-Ups Events

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

 Winter Park Ballroom Dance Co. 20 Dec 2025
WORKSHOPS

Echoes | 4 Artists of Winter Park

 200 W New England Ave, Winter Park, FL, United States, Florida 32789 15 Nov 2025
ART

Orlando Local Makers Returns to Foxtail Coffee Winter Park!

 Foxtail Coffee (Winter Park, FL) 2 Nov 2025
POP-UPS

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Upcoming Comedy Events

Free Matinee for Seniors: Stepmom

 Aloma Cinema Grill 13 Nov 2025
COMEDY FREE

Free Matinee for Seniors: First Wives Club

 Aloma Cinema Grill 13 Nov 2025
COMEDY FREE

Free Matinee for Seniors: First Wives Club

 Aloma Cinema Grill 19 Nov 2025
COMEDY FREE

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Upcoming Thanksgiving Events

Vegan Thanksgivng Potluck- Winter Park

 Shady Park 22 Nov 2025
FOOD-DRINKS

Emo Night Karaoke at Conduit

 Conduit 7 Nov 2025
KARAOKE

Flannels & Fizz

 2701 Howell Branch Rd, Winter Park, FL, United States, Florida 32792 13 Nov 2025
THANKSGIVING

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Upcoming Festivals Events

Chalk a Masterpiece - Fall Into Art 2025

Central Park In Winter Park, Florida 1 Nov 2025
ART

Concertos by Candlelight: Guilmant, Paganini, Rachmaninoff

 Knowles Memorial Chapel 21 Feb 2026
MUSIC

The Lowdown - Tenor/Bass Festival 2025

 John M. Tiedtke Concert Hall 8 Nov 2025
CONCERTS USD 27

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Trending Events in Winter Park

Annual San Pedro Center Christmas Celebration!

 95 Bishop Grady Lane, Winter Park, FL, United States, Florida 32792 17 Dec 2025
CHRISTMAS

5th Annual Kid$ Bi$ Children's Business Fair Orlando, Florida

 150 N New York Ave Winter Park, FL 32789, USA 13 Dec 2025
FESTIVALS

VOID.TERROR.SPOOKTACULAR. - Volume 2, Haunted Bayou Edition

 Conduit 30 Oct 2025
HALLOWEEN

Candlelight: Best of Hip-Hop

 Mead Botanical Garden 15 Nov 2025
DANCE

FREE Movie for Seniors - Good Fortune

 Regal Winter Park Village 29 Oct 2025
ENTERTAINMENT FREE

WPHS Class of 1975 50th Reunion

 Center for Health and Wellbeing 1 Nov 2025
WORKSHOPS

Free for Seniors: Bingo & Brunch

 Aloma Cinema Grill 6 Nov 2025
BINGO FREE

Nu Vember Nu Metal Night at Conduit Featuring Deserted Will

 Conduit 8 Nov 2025
MUSIC

Full Circle After Hours Networking w The 360 Exchange!

Winter Park Pines Golf Club 29 Oct 2025
PARTIES

Winter Park Laser and Anti-aging Center 21st Anniversary Party

 Winter Park Laser & Anti-Aging Center 21 Nov 2025
ENTERTAINMENT FREE

The Steel Crows at Conduit

 Conduit 29 Nov 2025
CONTESTS

An Evening with Omari Dillard: Soul Violinist

 Blue Bamboo Center for the Arts 8 Nov 2025
MUSIC USD 87 TO 161

Park Ave 5k Presented by AdventHealth

 Stage at Central Park 17 Jan 2026
KIDS

A Brilliant Night with Elvis

 Aloma Cinema Grill 21 Dec 2025
ART USD 29 TO 34

TKE or Treat: Sounds by No Signal

 650 Minnesota Ave 31 Oct 2025
CONTESTS USD 0 TO 10

More things to do in Winter Park

Halloween
Live Music
Pop-Ups
Comedy
Trunk Or Treat
Trick Or Treat
Thanksgiving
Christmas Markets & Fairs
Festivals
Christmas Light Displays
Christmas Services
Carnivals
Christmas Carols
Food Truck Festivals
Christmas Parades
Parades