Upcoming Winter Garden Events

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

Wealthy SIS Expo

Sat, 13 Sep at 12:00 pm The Grove Resort & Water Park Orlando USD 40

Nature Fest at Oakland Nature Preserve

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

Intro To Chakras

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

CITY LIGHTS OPEN MIC (Late Night Christian Open Mic)

Fri, 29 Aug at 09:50 pm West Orange Dream Center USD 0 to 9

Pumpkin Patch Dash 5K

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

August LiveTrends Boutique’s Moss Wall Workshop

Thu, 21 Aug at 06:00 pm LiveTrends Boutique USD 76

Healthy Family Day

Sat, 23 Aug at 10:00 am 100 Windermere Rd, Winter Garden, FL 34787

VFW POST 4305 Saturday Bingo

Sat, 23 Aug at 12:00 pm 1170 E Plant St, Winter Garden, FL

MUSIC BINGO 🎶 VFW POST 4305

Wed, 20 Aug at 07:00 pm 1170 E Plant St, Winter Garden, FL

Parent's Night Out Bash!

Fri, 22 Aug at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

Petsmart Adoption Day 11:00AM-1PM

Sat, 23 Aug at 11:00 am PetSmart (Winter Garden, FL)

CFFC Night Out - Winter Garden

Wed, 20 Aug at 06:30 pm Plant St. Market

Momentum Sessions | PopStroke Hamlin

Fri, 22 Aug at 07:00 pm 5487 Hamlin Groves Tr USD 95

Business After Hours - Healthy West Orange - Tailgate

Thu, 21 Aug at 05:30 pm 1200 E Plant St, Winter Garden, FL 34787-2952, United States

Weekly WOD & Ruck

Thu, 21 Aug at 06:30 pm Newton Park

Mahjong Master Class at LiveTrends Boutique

Mon, 25 Aug at 06:00 pm LiveTrends Boutique USD 230

Harvest of Style & Sight

Sat, 13 Sep at 10:00 am 15508 W Colonial Dr, Winter Garden, FL 34787-9557, United States

START OVER - "New day, New strength, New You"

Sat, 06 Sep at 08:00 am 17800 Bali Blvd USD 83 to 484

Tuesday night karaoke at Tony’s

Tue, 19 Aug at 07:00 pm Tony's Bar

WOW Tuesday West Coast Swing

Tue, 19 Aug at 07:00 pm 271 W plant st, Winter Garden, FL

Back to School Bash

Sun, 17 Aug at 11:00 am 5758 Hamlin Groves Tr, Winter Garden, FL 34787

Unfiltered: Voices that Broke the Silence

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

25 Years of Nehrling

Sat, 20 Sep at 04:00 pm Foundation for a Healthier West Orange

Gabby’s Dollhouse themed crafting party

Tue, 19 Aug at 05:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

Horizon West Pet Fest

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

The Inner Court "Worship without the Veil"

Sun, 31 Aug at 05:00 pm West Orange Dream Center Free

Friends Come Free Weekend

Sat, 23 Aug at 07:00 am 14150 West Colonial Drive, Winter Garden, FL 34787

No Complain Race - Edition 02

Sat, 13 Sep at 07:30 am 17922 Old YMCA Rd USD 116

The Unoffendable Way with Brant Hansen

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

UCP West Orange Community Market

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

Watercolor Workshop - All levels welcome

Fri, 12 Sep at 10:00 am 127 S Boyd St, Winter Garden, FL, United States, Florida 34787

Parent's Night Out Bash!

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

Sensory Day

Sun, 24 Aug at 09:00 am 5758 Hamlin Groves Tr, Winter Garden, FL 34787

Open Gym!

Fri, 12 Sep at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

$12.99 Pasta Thursday

Thu, 21 Aug at 11:00 am 3167 Daniels Rd, Winter Garden, FL 34787

2025 Conference on Ministry

Sat, 23 Aug at 10:00 am Church of the Messiah

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

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

Oktoberfest Celebration

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

7th Ave is BACK! Free live show at Pilars

Wed, 01 Oct at 07:00 pm Pilars Loft

Horizon West Home Expo - From House to Home

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

Tiny Tattoo Course

Mon, 25 Aug at 10:00 am Millionaire Hair Salon USD 1,389

August 2025 Start Date

Sun, 17 Aug at 04:00 pm The Dolly Llama Winter Garden

Bodystreet Run Club– Free 4-Mile Monday Night Group Run (All Levels)

Mon, 25 Aug at 07:00 pm Bodystreet Winter Garden Free

OCPN City Gathering | September 2025

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

Bark, Brunch, & Bingo

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

MomCo Winter Garden FIRST Meetup (Horizon West)

Thu, 21 Aug at 06:30 pm Foundation Academy

Money Maker Machine Booster

Sat, 23 Aug at 08:00 am Plataforma Internacional USA USD 49

Parenting in Uncertain Times: Let’s Talk

Sat, 06 Sep at 11:00 am 784 Klondike St., Winter Garden, FL

Desde Crédito a Cierre: Seminario Gratuito para Compradores

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

Plantocity Plant Propagation Class @Home State Brewery

Sat, 13 Sep at 11:00 am Home State Brewing Co. USD 25

25 Year Reunion

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

Complimentary Fall Prevention Education Class

Thu, 04 Sep at 01:00 pm 12323 W Colonial Drive, Suite 140 Winter Garden, FL 34787

Yoga at the Lake

Wed, 27 Aug at 09:00 am Oakland Nature Preserve

Orlando, Florida Event for Christian Singles

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

Hawaiian - Themed End of Month Party

Thu, 28 Aug at 05:00 pm 14150 West Colonial Drive, Winter Garden, FL 34787

Member Meeting ~ Monthly

Tue, 19 Aug at 06:00 pm The Blake at Hamlin

Smart & Simple: Packing Healthy Lunches for School or the Office

Wed, 20 Aug at 06:00 pm Healthy West Orange Building USD 5

Orlando Health Skilled Nursing Facilities Hiring Event

Wed, 20 Aug at 09:00 am 411 N Dillard St, Winter Garden, FL 34787-2816, United States

Winter Garden Fourth Annual Table Lodge

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

Parking Lot Pool Party!

Sat, 06 Sep at 11:30 am 700 9th St, Winter Garden, FL

West Coast Swing in Winter Garden on Tuesday nights

Tue, 19 Aug at 07:00 pm American Legion, Hugh T. Gregory Post 63 Winter Garden, Florida

Community Ceili Night

Sun, 24 Aug at 04:00 pm 1331 Green Forest Court

Community Garage Sale - VFW Auxiliary 4305

Sun, 07 Sep at 09:00 am 1170 E. Plant Street

Faith in Action: Strengthening Our Community

Thu, 28 Aug at 11:00 am 2000 Fowler Grove Boulevard, Winter Garden, FL 34787, USA Free

What is a Trust and Why Would I Want One?

Tue, 19 Aug at 11:00 am Healthy West Orange Building Free

Ealaiontoir School of Irish Arts Open House

Wed, 20 Aug at 05:30 pm Winter Garden, Florida

Vibrant Connections at Pammie's Sammies

Mon, 18 Aug at 01:30 pm Pammie's Sammies Free

Big Bird Meet & Greet!

Wed, 20 Aug at 05:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

Yoga at the Lake

Sun, 17 Aug at 09:00 am Oakland Nature Preserve

Wine Down Wednesday at Betty J's

Wed, 27 Aug at 05:00 pm 403 S. Dillard Street, Winter Garden, FL, United States, Florida 34787

America's Fleetwood Mac Experience

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

Handtied Hair Extension Hands On Class Orlando

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

Best Buy Presents: Bowers & Wilkins Abbey Road Experience Tour

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

Football Trivia with Puzzles Entertainment

Tue, 09 Sep at 07:00 pm Crooked Can Brewing Company

Homegrown in Horizon West Market

Sun, 07 Sep at 09:00 am 16016 New Independence Pkwy, 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

Let's Dance! Zumba with Studio K

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

Fusion Hair Extension Class

Mon, 08 Sep at 10:00 am Millionaire Hair Salon USD 4,057

MomCo Winter Garden Meetup #2 "Building Resourcefulness in Children" (Downtown)

Thu, 04 Sep at 06:30 pm 125 E Plant St, Winter Garden, FL 34787-3128, United States

Yoga at the Lake

Sun, 31 Aug at 09:00 am Oakland Nature Preserve

MomCo Winter Garden Meetup #5 'Surrender Your Stress" (Downtown)

Thu, 13 Nov at 06:30 pm 125 E Plant St, Winter Garden, FL 34787-3128, United States

Homeschool Class Series Ages 9-12, Sept 22 2025

Mon, 22 Sep at 10:00 am Oakland Nature Preserve

Member Meeting ~ Monthly

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

Woman Evolution

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

Mastering the Art of Table Gala

Fri, 12 Dec at 06:00 pm Tanner Hall USD 215 to 589

Wednesday Night Men’s League

Wed, 20 Aug at 04:45 pm 15501 Towne Common Boulevard, Winter Garden, FL

Every Sunday Gravel Ride

Sun, 17 Aug at 07:30 am 101 W Plant St, Winter Garden, FL, United States, Florida 34787

Friends Come Free Weekend

Sun, 17 Aug at 07:00 am 14150 West Colonial Drive, Winter Garden, FL 34787

Ready, Set, Simplify! Your Guide to a Smooth Move!

Thu, 11 Sep at 02:00 pm West Orange Chamber of Commerce

TEACHER 📚 APPRECIATION 🍎 NIGHT 🎓 @ VFW POST 4304

Mon, 01 Sep at 06:00 pm 1170 E Plant St, Winter Garden, FL

Halloween Trivia with Puzzles Entertainment

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

Canvas & Calm: A Yin Yoga Experience

Mon, 18 Aug at 10:30 am 127 S Boyd St, Winter Garden, FL, United States, Florida 34787

August 2025 IronMen of God Coffee

Fri, 29 Aug at 07:00 am Pilars Loft

Florida Bicycle Summit 2025

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

OCPN City Gathering | November 2025

Wed, 12 Nov at 12:00 pm Mosaic Church Free

Taylor Morrison & The Julio Silva Team - CrossCountry Mortgage

Thu, 21 Aug at 11:00 am 15069 Summer Harvest St Free

SFH Presents: Golf for a Cause

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

Business After Hours | 09.18.2025

Thu, 18 Sep at 05:30 pm 5487 Hamlin Groves Trl, Winter Garden, FL 34787, United States

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

Tuesday Kids Eat free with the purchase of an adult entrée

Tue, 19 Aug at 11:00 am 3167 Daniels Rd, Winter Garden, FL 34787

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