Upcoming Winter Garden Events

Check out what's happening all around Winter Garden, FL

Horizon West Pet Fest

Sat, 11 Oct at 09:00 am 14111 Shoreside Way, Winter Garden, FL 34787

Nature Fest at Oakland Nature Preserve

Sat, 20 Sep at 09:00 am Oakland Nature Preserve

P O O L 🎱 T O U R N A M E N T - VFW POST 4305

Fri, 19 Sep at 07:00 pm 1170 E Plant St, Winter Garden, FL

TAYLOR SWIFT THE ERAS TOUR DANCE PARTY!

Sat, 27 Sep at 06:00 pm New York Beer Project, Miley Drive, Winter Garden, FL, USA USD 70

Trick or Treat Market Crawl

Fri, 10 Oct at 06:00 pm 16016 New Independence Pkwy #100, Winter Garden, FL

Flavor Fest: A Taste of Horizon West!

Sat, 08 Nov at 05:00 pm 14111 Shoreside Way Winter Garden, FL, United States, Florida 34787

Community Ceili Night

Sun, 21 Sep at 06:00 pm Crossroads Swords - West Orlando HEMA

Unfiltered: Voices that Broke the Silence

Sun, 19 Oct at 07:00 pm West Orange High School (Florida)

25 Year Reunion

Sat, 11 Oct at 06:00 pm Heller Hall, 21 E Plant St, Winter Garden, FL 34787

Musical Bingo for Seniors

Fri, 03 Oct at 02:00 pm Overture Hamlin Free

25 YEARS OF NEHRLING

Sat, 20 Sep at 04:00 pm Healthy West Orange USD 109

UCP West Orange Community Market

Sat, 20 Sep at 10:00 am 1441 Winter Garden Vineland Road, Winter Garden, FL, United States, Florida 34787

MUSIC BINGO 🎶 VFW POST 4305

Wed, 17 Sep at 07:00 pm 1170 E Plant St, Winter Garden, FL

Intro To Chakras

Sat, 20 Sep at 07:00 pm 33 S Main St USD 18

THE LIFE OF A SHOWGIRL LISTENING PARTY & TRIVIA

Fri, 03 Oct at 07:00 pm 16016 New Independence Pkwy #100, Winter Garden, FL

MomCo Winter Garden Meetup #3 (Horizon West)

Thu, 18 Sep at 06:30 pm 15304 Tilden Rd, Winter Garden, FL 34787-5317, United States

Monthly Couples Golf

Sat, 20 Sep at 04:00 pm 15501 Towne Common Boulevard, Winter Garden, FL

Let's Dance! Zumba with Studio K

Wed, 17 Sep at 06:00 pm Healthy West Orange Building USD 7

Fall Festival 2025

Fri, 24 Oct at 06:30 pm 113 Roberson Rd, Windermere, FL, United States, Florida 34786

Oktoberfest Celebration

Sat, 20 Sep at 02:00 pm 16016 New Independence Pkwy #100, Winter Garden, FL

Meditative Hike at Nature Fest

Sat, 20 Sep at 09:00 am Oakland Nature Preserve

2nd Annual effNETS Golf Tournament

Fri, 21 Nov at 08:30 am Stoneybrook West Golf Club

Sacred Sound Meditation

Thu, 09 Oct at 07:00 pm Jesse Brock Community Center

Pumpkin Patch Dash 5K

Sat, 18 Oct at 05:30 pm Oakland Park, Winter Garden, Florida

Weekly WOD & Ruck

Thu, 18 Sep at 06:30 pm Newton Park

Petsmart Adoption Day 11:00AM-1PM

Sat, 27 Sep at 11:00 am PetSmart (Winter Garden, FL)

Parent's Night Out Bash!

Fri, 26 Sep at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

Member Meeting ~ Monthly

Tue, 16 Sep at 06:00 pm The Blake at Hamlin

Tuesday night karaoke at Tony’s

Tue, 16 Sep at 07:00 pm Tony's Bar

Mario Meet & Greet Party

Wed, 17 Sep at 05:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

WOW Tuesday West Coast Swing

Tue, 16 Sep at 07:00 pm 271 W plant st, Winter Garden, FL

The Shofar Experience

Tue, 23 Sep at 08:30 pm Stoneybrook West

Bark, Brunch, & Bingo

Sat, 27 Sep at 11:00 am Foundation for a Healthier West Orange

Young Founder Enrichment Program

Tue, 23 Sep at 06:30 pm 855 E Plant St, Winter Garden, FL 34787-3160, United States

Fall minis

Sun, 05 Oct at 05:30 pm Winter Garden, Florida

Kendra Scott Pop Up at HOTWORX!

Thu, 18 Sep at 04:00 pm 15516 W Colonial Dr, Winter Garden, FL

Meet your favorite Blue Heeler Pup!

Wed, 24 Sep at 05:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

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

Fri, 14 Nov at 10:00 am The LensPal Free

Horizon West Home Expo - From House to Home

Sat, 04 Oct at 09:00 am Toole's Ace Hardware (Hamlin)

Woman Evolution

Sat, 25 Oct at 02:00 pm 17800 Bali Blvd USD 31 to 59

Star Wars Trivia

Tue, 16 Sep at 07:00 pm 16112 Marsh Rd., Winter Garden, FL

Silent Book Club

Tue, 14 Oct at 06:00 pm Two Bridges Pub Free

HALLOWEEN FLIX AT THE GARDEN

Sat, 25 Oct at 02:00 pm Garden Theatre

Oranges and Ornaments

Fri, 21 Nov at 05:00 pm The Winter Garden Heritage Foundation - Healthy West Orange Heritage and Cultural Center USD 23

SFH Presents: Golf for a Cause

Sat, 18 Oct at 08:00 am Winter Garden, Florida

Orlando, Florida Event for Christian Singles

Sat, 20 Sep at 12:00 pm Axum Coffee USD 25

Homegrown in Horizon West Market

Sun, 21 Sep at 09:00 am 16016 New Independence Pkwy, Winter Garden, FL

Kids Meet & Greet with the green Ogre

Wed, 01 Oct at 05:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

Nature Nurtures Conscious Self Care Special Workshop

Sat, 18 Oct at 09:00 am Oakland Nature Preserve

Chipotle Fundraiser for Dillard Street Elementary PTA

Tue, 16 Sep at 05:00 pm 13599 W Colonial Dr, Winter Garden, FL 34787-3951, United States

Watercolor Workshop - All levels welcome

Fri, 10 Oct at 10:00 am 127 S Boyd St, Winter Garden, FL, United States, Florida 34787

Fall Cookie Decorating Kids Event

Tue, 16 Sep at 04:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

80s Night Dance Party

Fri, 19 Sep at 06:00 pm 15501 Towne Common Boulevard, Winter Garden, FL

Story Time at the Preserve

Mon, 15 Sep at 10:00 am Oakland Nature Preserve

Impressionist Landscape - Painting in Oil and Cold Wax with Noreen Coup

Sat, 04 Oct at 10:00 am 127 S Boyd St, Winter Garden, FL, United States, Florida 34787

Kids Play-Doh Party

Tue, 23 Sep at 05:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

Yoga at the Lake

Sun, 28 Sep at 09:00 am Oakland Nature Preserve

Movie In The Park 2025 - Independence Park

Fri, 07 Nov at 06:00 pm Independence Park Free

Desde Crédito a Cierre: Seminario Gratuito para Compradores

Sat, 22 Nov at 09:00 am Maxey Community Center Free

Kids Make Your Own Slime Night

Tue, 30 Sep at 05:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

Life of a Yoga Girl Sunset Sip & Flow

Sun, 05 Oct at 06:00 pm Home State Brewing Co. USD 25

25th Pastoral Anniversary Gala

Fri, 03 Oct at 07:00 pm West Orlando Christian Center C.O.G.I.C.

Mahjong 103 Master Class at LiveTrends Boutique

Wed, 29 Oct at 06:00 pm LiveTrends Boutique USD 88

Flannel Themed End of Month Party

Tue, 30 Sep at 05:00 pm 14150 West Colonial Drive, Winter Garden, FL 34787

Homegrown in Horizon West Market

Sun, 19 Oct at 09:00 am 16016 New Independence Pkwy, Winter Garden, FL, United States, Florida 34787

$12.99 Pasta Thursday

Thu, 18 Sep at 11:00 am 3167 Daniels Rd, Winter Garden, FL 34787

Winter Garden Fourth Annual Table Lodge

Mon, 27 Oct at 06:00 pm 230 W Bay St, Winter Garden, FL, United States, Florida 34787

Colored Pencil on Tinted Paper

Sat, 20 Sep at 10:00 am 127 S Boyd St, Winter Garden, FL, United States, Florida 34787

The (FREE) Workshop That Makes Post-High School Planning Simple.

Thu, 23 Oct at 06:30 pm Roper YMCA

HW Rotary Monthly Social Outing/BINGO!

Tue, 30 Sep at 05:30 pm Home State Brewing Co.

OCPN City Gathering | October 2025

Wed, 08 Oct at 12:00 pm Mosaic Church Free

Wednesday Night Men’s League

Wed, 17 Sep at 04:45 pm 15501 Towne Common Boulevard, Winter Garden, FL

Marketing Mindset for the Small Business

Tue, 16 Sep at 11:00 am Golden Pond Communities USD 13

God's Knight and Princess Party

Sat, 04 Oct at 01:00 pm Winter Garden Primitive Baptist Church USD 11 to 21

Handtied Hair Extension Hands On Class Orlando

Mon, 22 Sep at 10:00 am Millionaire Hair Salon USD 4,163

Every Sunday Gravel Ride

Sun, 21 Sep at 07:30 am 101 W Plant St, Winter Garden, FL, United States, Florida 34787

September 2025 IronMen of God Coffee

Fri, 26 Sep at 07:00 am Pilars Loft

Friends Come Free Weekend

Sun, 21 Sep at 07:00 am 14150 West Colonial Drive, Winter Garden, FL 34787

Halloween Trivia with Puzzles Entertainment

Tue, 07 Oct at 07:00 pm Crooked Can Brewing Company

Best Buy Presents: Bowers & Wilkins Abbey Road Experience Tour

Sun, 02 Nov at 06:00 pm 3367 Daniels Rd Free

Silent Book Club Winter Garden

Tue, 30 Sep at 06:00 pm Foxtail Coffee Co. - West Winter Garden Free

(FREE) Money Smarts for Teens + Young Adults—Made Simple

Thu, 18 Sep at 06:30 pm Hi-Lite Youth Programs

The Unoffendable Way with Brant Hansen

Sun, 28 Sep at 05:00 pm 15304 Tilden Rd, Winter Garden, FL 34787-5317, United States

America's Fleetwood Mac Experience

Fri, 14 Nov at 07:00 pm Horizon High School Performing Arts Center USD 35 to 45

Florida Bicycle Summit 2025

Fri, 14 Nov at 08:30 am Winter Garden, Florida

Pre Rosh Hashana Mega Challah Bake

Mon, 15 Sep at 07:00 pm Winter Garden

September Mahjong Open Play at LiveTrends Boutique

Tue, 23 Sep at 06:00 pm LiveTrends Boutique USD 36

Movie At The Trails - Chapin Station & Blanchard Park

Sat, 15 Nov at 02:00 pm Chapin Station Free

September Evening Yoga led by CFPY at LiveTrends Boutique

Tue, 16 Sep at 06:00 pm LiveTrends Boutique USD 25

November Mahjong Open Play at LiveTrends Boutique

Tue, 18 Nov at 06:00 pm LiveTrends Boutique USD 36

West Coast Swing in Winter Garden on Tuesday nights

Tue, 16 Sep at 07:00 pm American Legion, Hugh T. Gregory Post 63 Winter Garden, Florida

Polka Dotz 4th Anniversary Celebration

Thu, 18 Sep at 06:30 pm 12 West Plant Street, Winter Garden, FL

Dream Big 2025

Sat, 08 Nov at 06:00 pm 13105 W Colonial Dr, Winter Garden, FL 34787

Noche de Templo y Historia Familiar

Sat, 01 Nov at 07:00 pm The Church of Jesus Christ of Latter-day Saints

Open House Fall Festival Fun

Tue, 28 Oct at 10:00 am AdventHealth Well 65+ Winter Garden Free

7th Ave is BACK! Free live show at Pilars

Wed, 01 Oct at 07:00 pm Pilars Loft

OCPN City Gathering | September 2025

Wed, 17 Sep at 12:00 pm Mosaic Church Free

ChristmasTrivia with Puzzles Entertainment

Tue, 02 Dec at 07:00 pm Crooked Can Brewing Company

Dream Finders Homes 12Ks and 5Ks of Christmas

Sat, 20 Dec at 07:30 am Cinepolis Hamlin

MomCo Winter Garden Meetup #4 CRAFT NIGHT (Downtown)

Thu, 16 Oct at 06:30 pm 125 E Plant St, Winter Garden, FL 34787-3128, United States

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