Upcoming Winter Garden Events

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

GIW aka Girls in Wonderland- Orlando 2026 - Tickets Only

 Thu, 04 Jun at 01:00 pm SPRINGHILL SUITES and TOWNEPLACE SUITES USD 24 to 52

GIW Orlando / Passes June 4–8, 2026 Girls in Wonderland

 Thu, 04 Jun at 10:00 am SPRINGHILL SUITES & TOWNEPLACE SUITES USD 24 to 322

Dead Radio - Winter Garden 4th of July Festival

 Sat, 04 Jul at 06:00 pm Newton Park

V Encontro da Fé Reformada '26

 Fri, 28 Aug at 05:30 pm Mosaic Church | Winter Garden USD 15 to 66

Hamlin All-American Flag Parade & Celebration (FREE)

 Sat, 20 Jun at 09:00 am 14111 Shoreside Way, Winter Garden, FL 34787-5611, United States

4th Annual JCCF Dare to Dream Charity Dinner

Sat, 13 Jun at 05:30 pm Winter Garden Tanner Hall

ALM Sports, Education STEAM Summer Camp - 3 Locations in Orlando Area

 Mon, 01 Jun at 07:30 am Urban Air Trampoline and Adventure Park USD 55

Home Run Grand Opening | Million Dollar Model Home Broker Open

 Thu, 18 Jun at 11:00 am DFH HAMLIN MEADOWS AT HAMLIN MILLION DOLLAR MODEL Free

Kids Markets at Crooked Can

 Sat, 30 May at 10:00 am 426 W Plant St, Winter Garden, FL, United States, Florida 34787

Horizon West Pet Fest 2026

 Sat, 17 Oct at 09:00 am 14111 Shoreside Way, Winter Garden, FL 34787-5611, United States

Horizon West Kids Expo 🎉

 Wed, 15 Jul at 04:00 pm Urban Air Adventure Park (Hamlin)

Bonsai & Cheers -Home State Brewing - L&J Nursery - Dwarf Jade Bonsai

 Sat, 06 Jun at 11:30 am Home State Brewing Co. USD 12 to 75

Yoga & Beer

 Sun, 15 Mar at 10:00 am Crooked Can Brewing Company USD 13

IRON FLOW : Strenght in Motion

 Sat, 27 Jun at 08:30 am Rhein Athletic Club USD 31

UNO Winter Garden Dad and Me Detroit Style Pizza Cooking Class

 Sat, 20 Jun at 12:00 pm UNO Pizzeria & Grill USD 13 to 48

Paint Night! 🎨🖌️🍷

 Thu, 28 May at 06:30 pm Pammie's Sammies

StreetDrip Cars Coffee and Golf

Sat, 13 Jun at 09:00 am PopStroke (Hamlin-Winter Garden)

Seasonal Tasting Series: BBQ (Clermont)

 Sat, 27 Jun at 06:30 pm 4 Rivers Smokehouse USD 20

Summer Ceviche (Winter Garden)

 Sun, 26 Jul at 05:30 pm The Ancient Olive Gourmet of Winter Park USD 82

UNO Winter Garden - Deep Dish Pizza Cooking Class and Lunch

 Sat, 30 May at 12:00 pm UNO Pizzeria & Grill USD 69

CITY LIGHTS: LIGHT SEASON

 Fri, 29 May at 07:30 pm West Orange Dream Center USD 0 to 9

ABC Winter Garden Premium Wine Tasting Experience

 Wed, 03 Jun at 05:30 pm ABC Fine Wine & Spirits USD 16

Entrepreneurship, Life skills & Leadership Summer Program (9-14 yrs old)

 Tue, 26 May at 09:00 am 855 E Plant Street , Winter Garden, FL, United States, Florida 34715

7th Annual Purses for Paws event

 Sat, 06 Jun at 06:00 pm 1200 E Plant St, Winter Garden, FL

Nature Walk + Social

 Thu, 04 Jun at 06:00 pm Oakland Nature Preserve

Margarita Making Class At The Whole Enchilada Winter Garden

 Wed, 20 May at 06:00 pm The Whole Enchilada Fresh Mexican Grill & Bar Free

BBQ & Bingo

 Sun, 31 May at 12:00 pm 125 N Lakeview Ave, Winter Garden, FL, United States, Florida 34787

Entrepreneurship, Life skills & Leadership Summer Program (9-14 yrs old)

 Mon, 08 Jun at 09:00 am 855 E Plant Street , Winter Garden, FL, United States, Florida 34715

Murph Workout @ D1 Training Winter Garden

 Mon, 25 May at 08:30 am D1 Training Winter Garden Free

Coffee for the Soul Winter Garden Grand Opening & Ribbon Cutting Ceremony

 Thu, 28 May at 05:00 pm 12107 Stoneybrook W Pkwy bldg 9 suite 101 Free

Kids Healthy Cooking for Fun

 Wed, 27 May at 03:00 pm Healthy West Orange Building USD 5

VSCO — Orlando Coffee Hang

 Sat, 06 Jun at 09:00 am Filigree Coffee Free

Entrepreneurship, Life skills & Leadership Summer Program (9-14 yrs old)

 Mon, 06 Jul at 09:00 am 855 E Plant Street , Winter Garden, FL, United States, Florida 34715

The Olive Oil Exposé: Discover the Truth About Olive Oil

 Sun, 31 May at 05:30 pm The Ancient Olive Gourmet of Winter Garden USD 76

Vegan Vibes in the Park (Orlando)

 Sun, 24 May at 12:00 pm Chapin Station Free

Boxer Engine FL present Park and chill

Sat, 27 Jun at 05:00 pm 14180 W Colonial Dr, Winter Garden, FL 34787

Seminario Educativo GRATUITO para Compradores de Vivienda (8 horas)

 Sat, 25 Jul at 09:00 am Maxey Community Center Free

Meditative Hike & Yoga at the Lake

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

PopStroke x Carve Pilates - 45 Minutes of Pilates & Yoga Flow

 Sat, 23 May at 08:30 am 5487 Hamlin Groves Tr USD 25

MDI EXPERIENCE

 Sat, 22 Aug at 09:00 am 17800 Bali Blvd USD 45

Sell your camera gear (free event-no ticket needed) at The Lens Pal

 Fri, 05 Jun at 09:00 am The LensPal Free

Rest & Restore Mom's Yoga

 Sat, 30 May at 10:00 am Healthy West Orange Building USD 5

Wine Down With Us | Professionals of Orange & Lake County

 Wed, 27 May at 05:30 pm 855 E Plant Street , Winter Garden, FL, United States, Florida 34715

PopStroke x YOGASIX

 Sat, 30 May at 08:30 am 5487 Hamlin Groves Tr USD 25

Tacos & Tequila Tuesdays | The Whole Enchilada Winter Garden

 Tue, 17 Mar at 11:00 am The Whole Enchilada Fresh Mexican Grill & Bar Free

May Mahjong Open Play at LiveTrends Boutique

 Tue, 19 May at 06:00 pm LiveTrends Boutique USD 25

Crystal Magic 🪄 Workshop - Unlock the power of crystals

Sat, 13 Jun at 01:30 pm 342 E. Plant Street, Winter Garden, FL

Blue Full Moon Crystal Bowl Meditation.

Sun, 31 May at 07:00 pm 342 E. Plant Street, Winter Garden, FL

2026 SCSD Golf Tournament

 Mon, 26 Oct at 08:00 am W Orange Country Club Dr, Winter Garden, FL 34787, United States

Entrepreneurship, Life skills & Leadership Summer Program (9-14 yrs old)

 Mon, 20 Jul at 09:00 am 855 E Plant Street , Winter Garden, FL, United States, Florida 34715

Free Homebuyer Education Seminar (8 hours)

 Sat, 07 Nov at 09:00 am Maxey Community Center Free

Summer Solstice Social ☀️

 Fri, 26 Jun at 05:00 pm 5795 Citrus Village Blvd, Winter Garden, FL

Create a Second Income Without Having a Second Job

 Wed, 27 May at 05:30 pm 855 E Plant St Free

Up All Night | The Whole Enchilada Winter Garden

 Fri, 20 Mar at 08:00 pm The Whole Enchilada Fresh Mexican Grill & Bar Free

From Abandoned to Never Forsaken: Book Signing Experience

 Sat, 06 Jun at 07:00 pm CC's Place USD 25

SNAP Ed Nutrition Education | Winter Garden

 Tue, 10 Mar at 11:00 am AdventHealth Well 65+ Winter Garden Free

Post 419 Member Meeting

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

IIOSHEM YR 2 - Class 1 - Enrollment

Thu, 28 May at 09:00 am Divine Energy Healing

Medicare Broker Mixer with Specialized Benefit Advisors (Winter Garden)

 Wed, 03 Jun at 03:00 pm Miller's Ale House Free

Winter Garden Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)

 Thu, 21 May at 01:00 pm Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) USD 13 to 23

Tea Party- WG

 Thu, 11 Jun at 10:00 am AdventHealth Well 65+ Winter Garden Free

Foodies + New Friends: Winter Garden | DUOS EDITION

 Thu, 09 Apr at 07:00 pm Restaurant of the Week USD 13 to 70

Veterans Bible Study at Chick-fil-A (Hamlin)

 Wed, 10 Jun at 07:00 am Chick-fil-A Hamlin (15899 New Independence Pky, Winter Garden, FL)

VENDORS NEEDED FOR NEW TALK SHOW!

 Thu, 21 Aug at 07:00 pm Winter Garden USD 29

End of Year Pool Party - MomCo Winter Garden

Sat, 30 May at 10:00 am 2999 Irish Peach Dr, Winter Garden, FL 34787-5675, United States

Resilience Network Meeting

 Wed, 27 May at 12:00 pm 1200 E Plant St suite 200 Free

Wizard of Oz Experience - Winter Garden

 Fri, 05 Dec at 08:00 am Wizard of Oz Experience - Winter Garden USD 24 to 64