Upcoming Halloween Events

Halloween Trivia with Puzzles Entertainment

 Crooked Can Brewing Company 28 Oct 2025
HALLOWEEN

Pumpkin Patch Dash 5K

 Oakland Park, Winter Garden, Florida 18 Oct 2025
SPORTS

Trick or Treat Market Crawl

 16016 New Independence Pkwy #100, Winter Garden, FL 10 Oct 2025
HALLOWEEN

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Upcoming Festivals Events

Horizon West Pet Fest

14111 Shoreside Way, Winter Garden, FL 34787 11 Oct 2025
FESTIVALS

Children's Day Brazilian Festival

5758 Hamlin Groves Tr, Winter Garden, FL 34787 11 Oct 2025
FESTIVALS

Orange and Ornaments: A Festival of the Trees

 The Winter Garden Heritage Foundation - Healthy West Orange Heritage and Cultural Center 21 Nov 2025
FESTIVALS

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Upcoming Food & Drinks Events

Flavor Fest: A Taste of Horizon West!

14111 Shoreside Way Winter Garden, FL, United States, Florida 34787 8 Nov 2025
FESTIVALS

25 Year Reunion

 Heller Hall, 21 E Plant St, Winter Garden, FL 34787 11 Oct 2025
PARTIES

Fall Salads Cooking Class

 The Ancient Olive Gourmet of Winter Garden 12 Oct 2025
WORKSHOPS USD 88

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Upcoming Live Music Events

Unfiltered: Voices that Broke the Silence

 West Orange High School (Florida) 19 Oct 2025
CONCERTS

America's Fleetwood Mac Experience

 Horizon High School Performing Arts Center 14 Nov 2025
ENTERTAINMENT USD 35 TO 45

Renderglow at Pilar’s Loft

 Pilars Loft 21 Nov 2025
MUSIC

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Upcoming Trunk Or Treat Events

Trunk or Treat

 125 E Plant St, Winter Garden, FL, United States, Florida 34787 26 Oct 2025
TRUNK-OR-TREAT

Maxey PTA Trunk or Treat

 602 E. Story Rd, Winter Garden, FL, United States, Florida 34787 30 Oct 2025
TRUNK-OR-TREAT

Trunk or Treat

 West Orange Church of Christ 26 Oct 2025
TRUNK-OR-TREAT

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Trending Events in Winter Garden

Trick or Treat Trail

 24 E. Joiner St., Winter Garden, FL 1 Nov 2025
TRICK-OR-TREAT

SMALL BUSINESS SATURDAY SIDEWALK SALE & LIVE MUSIC

 Winter Garden Downtown Historic District 29 Nov 2025
MUSIC

Venardos Circus - Winter Garden, FL

 16313 New Independence Parkway Winter Garden, FL 34787 20 Nov 2025
WORKSHOPS

Spooky Brunch

 Mangoni Italian Market Pizza 26 Oct 2025
BRUNCH

Crooked Can Oktoberfest 2025

 426 W Plant St, Winter Garden, FL, United States, Florida 34787 17 Oct 2025
OKTOBERFEST

Wealthy SIS Expo

 The Grove Resort & Water Park Orlando 18 Oct 2025
BUSINESS USD 0 TO 56

2nd Annual effNETS Golf Tournament

 Stoneybrook West Golf Club 21 Nov 2025
SPORTS

Mindful Mixers: Therapist Networker

 Azteca D'Oro Mexican Restaurant Winter Garden 17 Oct 2025
NONPROFIT FREE

Best Buy Presents: Bowers & Wilkins Abbey Road Experience Tour

 3367 Daniels Rd 2 Nov 2025
FREE

FREE Movie for Seniors - Good Fortune

 Cinépolis Luxury Cinemas Hamlin 21 Oct 2025
ENTERTAINMENT FREE

Pumpkin Glow at Oakland Nature Preserve

 Oakland Nature Preserve 24 Oct 2025
NONPROFIT

Spooky Paint & Sip!

 3167 Daniels Rd, Winter Garden, FL 34787 18 Oct 2025
HALLOWEEN

Sell your camera gear (free event) at The Lens Pal

 The LensPal 14 Nov 2025
ENTERTAINMENT FREE

Spooky Boozy Bookfair with Home State Brewing

 Home State Brewing Co. 12 Oct 2025
WORKSHOPS USD 0 TO 40

Hamlin Pumpkin Patch (FREE)

 14111 Shoreside Way, Winter Garden, FL 34787-5611, United States 25 Oct 2025
PUMPKIN-PATCH

More things to do in Winter Garden

Halloween
Festivals
Food & Drinks
Live Music
Trunk Or Treat
Pop-Ups
Comedy
Thanksgiving
Trick Or Treat
Christmas Services
Christmas Carols
Music Festivals