Upcoming Winter Garden Events

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

Venardos Circus - Winter Garden, FL

 Thu, 20 Nov at 07:00 pm 16313 New Independence Parkway Winter Garden, FL 34787

Painting at the Preserve with Pepper the Opossum

 Sat, 15 Nov at 06:00 pm Oakland Nature Preserve

2nd Annual effNETS Golf Tournament

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

Vado’s Night of Beauty: The Injectables Experience

 Fri, 21 Nov at 06:00 pm 17085 Porter Rd #120 Free

Mastering the Art of Table Gala

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

Southern Gospel Jubilee

 Sat, 22 Nov at 06:00 pm 305 Beulah Road, Winter Garden, FL, United States, Florida 34787

Pints and Performances: Ya Like Jazz?

 Sat, 15 Nov at 06:00 pm Two Bridges Pub

City of Winter Garden Holiday Night Market

 Sat, 06 Dec at 04:00 pm 104 S Lakeview Ave, Winter Garden, FL 34787-3418, United States

Dimas Sanchez Afro Latin Jazz Project at Pilars

Sat, 06 Dec at 08:00 pm Pilars Loft

Live Magic Show!

 Fri, 21 Nov at 07:00 pm 16112 Marsh Rd., Winter Garden, FL

Desde Crédito a Cierre: Seminario Gratuito para Compradores

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

The Nutcracker Ballet

 Sat, 20 Dec at 06:00 pm Horizon High School USD 29 to 50

Orlando Dads Group: Dads Night Out at Crooked Can Brewery

 Tue, 18 Nov at 07:00 pm Crooked Can Brewing Company Free

Christmas at Hamlin - A Festival of Traditions

 Sat, 06 Dec at 05:00 pm 14111 Shoreside Way, Winter Garden, FL 34787-5611, United States

Faith RXD

 Fri, 21 Nov at 06:15 pm Rise Athletics, 1232 Winter Garden Vineland Road #116, Winter Garden, FL 34787, Winter Garden, FL, United States, Florida 34787

Arabella's Angels @ Macy's Winter Garden!

 Sat, 06 Dec at 10:00 am Macy's Free

Sweat at the Crooked Can

 Sun, 23 Nov at 10:00 am Crooked Can Brewing Company Free

UCP WO Holidays Around the World Performance

 Sat, 13 Dec at 06:30 pm West Orange Church of Christ

Christmas Golf Cart Parade 2025

 Sat, 06 Dec at 05:00 pm Downtown Winter Garden

Paint & Sip Friendsgiving at UNO Winter Garden

 Sat, 22 Nov at 03:00 pm UNO Pizzeria & Grill USD 48

Oranges & Ornaments: A Festival of Trees (Saturday)

 Sat, 22 Nov at 11:30 am 21 E Plant St USD 18

Writing to Art Workshop with instructor Elaine Person

 Sat, 22 Nov at 01:00 pm 127 S Boyd St, Winter Garden, FL, United States, Florida 34787

CFFC Night Out - Winter Garden

 Wed, 19 Nov at 06:30 pm Plant St. Market

Polka Dogz 10 year celebration at Polka Dotz

 Sat, 15 Nov at 02:00 pm Polka Dotz at Winter Garden

SMALL BUSINESS SATURDAY SIDEWALK SALE & LIVE MUSIC

 Sat, 29 Nov at 10:00 am Winter Garden Downtown Historic District

5 Year Rise-aversary! Bring a friend day 💪

 Sat, 22 Nov at 08:00 am Rise Athletics, 1232 Winter Garden Vineland Road #116, Winter Garden, FL 34787, Winter Garden, FL, United States, Florida 34787

INSPIJOY CHRISTMAS MINIS

 Sat, 15 Nov at 09:00 am Inspijoy Photography by Letty Williams

Marvel Trivia : Phase Two

 Tue, 18 Nov at 07:00 pm 16112 Marsh Rd., Winter Garden, FL

INSPIJOY CHRISTMAS MINIS

 Sat, 22 Nov at 09:00 am Inspijoy Photography by Letty Williams

West Coast Swing in Winter Garden on Tuesday nights

 Tue, 18 Nov at 07:00 pm American Legion, Hugh T. Gregory Post 63 Winter Garden, Florida

Open Gym!

 Fri, 05 Dec at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

Homegrown in Horizon West Market

Sun, 16 Nov at 09:00 am 16016 New Independence Pkwy, Winter Garden, FL, United States, Florida 34787

Puzzles' Trivia @ Crooked Can Brewing

 Tue, 18 Nov at 07:00 pm Crooked Can Brewing Company

Christ is King - Abortion is Murder WINTER GARDEN

 Sat, 15 Nov at 10:00 am Winter Garden Farmers Market

Meditative Hike & Yoga at the Lake

 Sun, 16 Nov at 09:00 am Oakland Nature Preserve

Weekly WOD & Ruck

 Thu, 20 Nov at 06:30 pm Newton Park

Homegrown in Horizon West Market

 Sun, 07 Dec at 09:00 am 16016 New Independence Pkwy, Winter Garden, FL, United States, Florida 34787

Movie At The Trails - Chapin Station & Blanchard Park

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

Dreams Emopwered Foundation @ Popstroke Hamlin

 Wed, 19 Nov at 06:00 pm PopStroke USD 66

Two Girls & A Market

Sat, 22 Nov at 05:00 pm 16016 New Independence Pkwy #100, Winter Garden, FL

Jazz Night!

 Sat, 15 Nov at 06:00 pm 16112 Marsh Rd., Winter Garden, FL

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

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

Unfiltered: The Christmas Festival

 Sat, 20 Dec at 07:00 pm West Orange High School - OCPS

Oranges and Ornaments

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

Plant Propagation Class

 Mon, 24 Nov at 06:00 pm Home State Brewing Co. USD 27 to 107

Arabella's Angels @ Macy's Winter Garden!

 Sat, 22 Nov at 10:00 am Macy's Free

Give Back Parent's Night Out Bash!

 Fri, 21 Nov at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

Challenge 22 Ruck Walk 2025

 Sat, 15 Nov at 09:00 am Winter Garden Downtown Historic District

Florida Bicycle Summit 2025

 Fri, 14 Nov at 09:00 am Tanner Hall

Sip & Glow - An Evening of Beauty, Bubbly, and Self-Care

 Sat, 15 Nov at 01:00 pm Sol Bonita Med Spa Free

Parent's Night Out!

 Fri, 23 Jan at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

Johns Lake Annual Boat Parade!

 Sat, 13 Dec at 06:15 pm John's Lake

Holiday Snacks & Sweets Cooking Class

 Sun, 23 Nov at 05:15 pm The Ancient Olive Gourmet of Winter Garden USD 82

Christmas Pet and Family Photo Event

 Thu, 20 Nov at 10:00 am Woof Gang Bakery & Grooming Hamlin USD 35 to 115

Renderglow at Pilar’s Loft

 Fri, 21 Nov at 08:00 pm Pilars Loft

Light Up the Lodge!

 Fri, 21 Nov at 06:00 pm 700 9th St, Winter Garden, FL

Guacamole Making Class Family Fun Little chef

 Sat, 15 Nov at 10:30 am 153 Sugar Belle Dr USD 8

Imersão INVICTAS com Pra. Ruth Catala em Orlando

 Fri, 28 Nov at 06:00 pm 17800 Bali Blvd USD 185

All Is Calm: The Christmas Truce of 1914

 Sat, 20 Dec at 07:30 pm The Garden Theatre on Plant

🎄❄️ A Special Christmas Breakfast with Anna & Olaf! ❄️🎄

 Sat, 06 Dec at 09:00 am 3167 Daniels Rd, Winter Garden, FL 34787

Eleven Eleven Custom Jewelry @ Macy's Winter Garden!

 Sun, 16 Nov at 11:00 am Macy's Free

Christmas in the Garden

 Fri, 05 Dec at 06:30 pm 125 E Plant St, Winter Garden, FL, United States, Florida 34787

Christmas story

Sun, 14 Dec at 07:00 pm Winter Garden Downtown Historic District

HOLIDAY FLIX AT THE GARDEN

 Sun, 07 Dec at 02:00 pm 160 W Plant St, Winter Garden, FL 34787-3143, United States

A Very Whoville Market

 Sat, 13 Dec at 03:00 pm 16016 New Independence Pkwy #100, Winter Garden, FL

November 2025 IronMen of God Coffee

 Fri, 21 Nov at 07:00 am Pilars Loft

Eat Drink & Be MURDERED! An Immersive Christmas M**der Mystery Dinner Show

 Tue, 09 Dec at 06:30 pm Two Bridges Pub USD 67

Orange and Ornaments: A Festival of the Trees

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

All is Calm: The Christmas Truce of 1914

 Sun, 21 Dec at 02:00 pm 160 W Plant St, Winter Garden, FL 34787-3143, United States

Impressions in Paint with instructor Nicora Gangi

 Sat, 15 Nov at 09:30 am 127 S Boyd St, Winter Garden, FL, United States, Florida 34787

Every Sunday Gravel Ride

 Sun, 16 Nov at 07:30 am 101 W Plant St, Winter Garden, FL, United States, Florida 34787

Stevi Ann Designs @ Macy's Winter Garden!

 Sat, 13 Dec at 10:00 am Macy's Free

Journey into the Uplands Guided Hike

Sat, 15 Nov at 09:00 am Oakland Nature Preserve

Science Saturday: Snakes

 Sat, 22 Nov at 10:00 am Oakland Nature Preserve

Kids Bike Rodeo 2025 - Winter Garden

 Sat, 15 Nov at 09:00 am Plant Street Winter Garden, Fl

Young Athlete Workshop - Relentless 90

 Sat, 22 Nov at 09:00 am 855 E. Plant Street, Suite 800, Winter Garden, FL, United States, Florida 34787

Canvas & Calm: A Yin Yoga Experience

Mon, 17 Nov at 10:30 am 127 S Boyd St, Winter Garden, FL, United States, Florida 34787

Menorah and Mimosas! Ladies Night Out

 Tue, 09 Dec at 10:30 pm Winter Garden, Orlando FL

Arabella's Angels @ Macy's Winter Garden!

 Sat, 20 Dec at 10:00 am Macy's Free

November Mahjong Open Play at LiveTrends Boutique

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

Thanksgiving Weightlifting Clinic

 Mon, 24 Nov at 01:00 pm Rise Athletics, 1232 Winter Garden Vineland Road #116, Winter Garden, FL 34787, Winter Garden, FL, United States, Florida 34787

MTG AVATAR Prerelease

 Sat, 15 Nov at 11:00 am 13750 W Colonial Dr Ste 290, Winter Garden, FL, United States, Florida 34787

🎄💚 The Grinch is Coming to UNO! 💚🎄

 Wed, 10 Dec at 05:00 pm 3167 Daniels Rd, Winter Garden, FL 34787

Veterans Benefits Fair

 Sat, 15 Nov at 09:00 am 271 W Plant St, Winter Garden, FL, United States, Florida 34787

ChristmasTrivia with Puzzles Entertainment

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

TURKEY 🦃 SHOOT!

Sun, 23 Nov at 10:00 am 1170 E. Plant Street

Kids Bike Rodeo

 Sat, 15 Nov at 09:00 am 9th St & Plant St Winter Garden, FL

Guacamole Making Class Family Fun for Little chef

 Sat, 13 Dec at 10:30 am 153 Sugar Belle Dr USD 8

Fall-Themed End of Month Party + Member Appreciation Day

 Sat, 29 Nov at 10:00 am 14150 West Colonial Drive, Winter Garden, FL 34787

Christmas Breakfast with Anna and Olaf

 Sat, 06 Dec at 09:00 am UNO Pizzeria & Grill USD 48

🎄💚 BACK BY POPULAR DEMAND… THE GRINCH IS BACK AT UNO! 💚🎄

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

Member Meeting ~ Monthly

 Tue, 18 Nov at 06:00 pm The Blake at Hamlin

Oranges & Ornaments: A Festival of the Trees with Mrs. Claus

 Sat, 22 Nov at 08:00 am The Winter Garden Heritage Foundation - Healthy West Orange Heritage and Cultural Center USD 25

Kiddie Academy Winter Festival

 Sat, 20 Dec at 10:00 am 15806 Shaddock Dr USD 16 to 19

Family Fun Day & Movie at the Trail: Madagascar - Escape 2 Africa at Chapin Station

 Sat, 15 Nov at 02:00 pm Chapin Station West Orange Trail

Challenge 22 Ruck March

 Sat, 15 Nov at 08:30 am 8 N Highland Ave, Winter Garden FL

BOOSTER BOS$ & SCF 2026

 Sat, 07 Feb at 08:00 am 17800 Bali Blvd

Gratitude Gala

 Fri, 21 Nov at 05:00 pm 5795 Citrus Village Blvd, Winter Garden, FL

Happi Parents

 Sat, 06 Dec at 11:00 am 784 Klondike St. , Winter Garden, FL, United States, Florida 34787

Rucksgiving with West Orange Ruckers

 Sun, 23 Nov at 10:00 am Chapin Station Neighborhood Park
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