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

 Thu, 04 Jun at 10:00 am SPRINGHILL SUITES & TOWNEPLACE SUITES USD 29 to 333

Easter Egg Hunt at Crossline Park

 Sat, 04 Apr at 01:00 pm Crossline Park

V Encontro da Fé Reformada '26

 Fri, 28 Aug at 05:30 pm Mosaic Church | Winter Garden USD 15 to 61

The Devil Wears Prada 2 Premiere – The Fashion Film Night | Orlando

 Thu, 30 Apr at 06:00 pm Cinépolis Luxury Cinemas Hamlin USD 76 to 88

The Good Friday Musical with Twinkie and Friends

 Fri, 03 Apr at 07:00 pm West Orlando Christian Center COGIC USD 45 to 87

Horizon West Kids Expo 2026 - Summer Camps & More! 🎉

 Wed, 01 Apr at 04:00 pm Urban Air Adventure Park (Hamlin)

Dream Finders Home Mother's Day 5K

 Sun, 10 May at 08:00 am Orlando Health Horizon West Hospital

Dream Finders Homes Hippity Hop 5K

 Sat, 04 Apr at 08:00 am Winter Garden/Windermere

SHOP, DINE & STROLL RAFFLE MAY-NIA & LIVE MUSIC

 Sat, 02 May at 09:00 am Winter Garden Downtown Historic District

Earth Day Celebration at Oakland Nature Preserve

 Sat, 18 Apr at 10:00 am Oakland Nature Preserve

N.O.W. Matters More Celebrity Golf

 Mon, 20 Apr at 08:00 am Orange County National Golf Center and Lodge USD 429 to 1,282

5th Annual Cornhole Tournament

 Sat, 11 Apr at 09:00 am Cornerstone Community Church

Cheese and Charcuterie Board 101: A Toast to Mom

 Sun, 03 May at 05:30 pm The Ancient Olive Gourmet of Winter Garden USD 25 to 99

Horizon West Home Expo - From House to Home

 Sat, 18 Apr at 10:00 am Toole's Ace Hardware (Hamlin)

Hop Around Easter Fest

 Sat, 04 Apr at 11:00 am 5758 Hamlin Groves Tr, Winter Garden, FL 34787

Spring Fever in the Garden Winter Garden 10 am - 4 pm

 Sun, 12 Apr at 10:00 am Downtown Winter Garden

BEAUTY BODY SPIRIT 2026

 Tue, 28 Apr at 09:00 am Winter Park Events

Spanish-Style Tapas - Winter Garden

 Sun, 26 Apr at 05:15 pm The Ancient Olive Gourmet of Winter Garden USD 82

Parent's Night Out!

 Fri, 17 Apr at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

UNO Winter Garden- National Deep Dish Day Pizza Cooking Class and Lunch

 Sat, 04 Apr at 12:00 pm UNO Pizzeria & Grill USD 69

Painting at the Preserve featuring Fireflies

Sun, 19 Apr at 06:00 pm Oakland Nature Preserve

Dessert Trio for Any Occasion - Winter Garden

 Sun, 12 Apr at 05:15 pm The Ancient Olive Gourmet of Winter Garden USD 82

Life Skills and 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

Firefly Self Guided Hike

Sat, 04 Apr at 07:00 pm 747 Machete Trl, Oakland, FL

Easter at Hope Church

 Sun, 05 Apr at 09:00 am 100 Windermere Rd, Winter Garden, FL, United States, Florida 34787

Beam Queen Bootcamp

 Fri, 08 May at 03:00 pm Gymnastics USA

CHH Ballers: Orlando Showcase

 Sat, 11 Apr at 05:00 pm West Orange High School USD 23

7th Annual Purses for Paws event

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

Cheese and Charcuterie CUP 101: Spring in a CUP

 Sun, 19 Apr at 05:30 pm The Ancient Olive Gourmet of Winter Garden USD 92

Meditative Hike & Yoga at the Lake

 Sun, 26 Apr at 09:00 am Oakland Nature Preserve

2026 Dream Big Classic

 Mon, 20 Apr at 07:30 am West Orange Country Club

FREE Efficient Run Form Clinic

 Wed, 08 Apr at 06:45 pm Crooked Can Brewing Company

Downtown Winter Garden Merchant Easter Egg Trail

 Sat, 04 Apr at 02:00 pm 24 E. Joiner St., Winter Garden, FL

Tacos & Tequila Tuesdays | The Whole Enchilada Winter Garden

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

PURE BARRE + CRISP & GREEN | Hamlin, FL

 Sat, 09 May at 09:00 am Crisp and Green Free

West Orange Walkers Breakfast

 Tue, 14 Apr at 08:30 am 1200 E. Plant St., 34787

Toddlers on the Trails

 Fri, 01 May at 09:00 am Oakland Nature Preserve

Horizon West Networking Nights!

 Thu, 23 Apr at 05:30 pm Orlando Health

Birdwatching Adventure Tour

 Sun, 05 Apr at 08:00 am Oakland Nature Preserve

Two Day Business and Billing Mastermind Weekend - Orlando, FL

 Fri, 15 May at 08:30 am Homewood Suites by Hilton Orlando at FLAMINGO CROSSINGS Town Center USD 394 to 507

UCP West Orange Spring Community Market & Art Show

 Sat, 18 Apr at 10:00 am 1441 Winter Garden Vineland Road, Winter Garden, FL, United States, Florida 34787

Good Friday at Crossline Park

 Fri, 03 Apr at 06:00 pm Crossline Park

Spring Fever in the Garden Winter Garden 9 am - 5 pm

 Sat, 11 Apr at 09:00 am Downtown Winter Garden

Open Gym!

 Fri, 10 Apr at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

Ladies Spring Pottery Painting Winter Garden

 Thu, 23 Apr at 06:00 pm Color Me Mine USD 20

2026 SCSD Golf Tournament

 Mon, 27 Apr at 08:00 am W Orange Country Club Dr, Winter Garden, FL 34787, United States

Open Gym!

 Fri, 01 May at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

Matter of Balance | Winter Garden

 Mon, 06 Apr at 01:00 pm AdventHealth Well 65+ Winter Garden Free

Line Dancing Class

 Wed, 08 Apr at 06:00 pm Healthy West Orange Building USD 5

Spring Fling!

 Thu, 02 Apr at 05:00 pm 5795 Citrus Village Blvd, Winter Garden, FL

Seminario Educativo GRATUITO para Compradores de Vivienda (8 horas)

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

Salsa Dance Class

 Wed, 01 Apr at 11:30 am Healthy West Orange Building USD 5

April Mahjong Open Play at LiveTrends Boutique

 Tue, 21 Apr at 06:00 pm LiveTrends Boutique USD 25

Musical Theatre Dance Class

 Wed, 29 Apr at 06:00 pm Healthy West Orange Building USD 5

Mere Christians: On Stories

 Fri, 24 Apr at 02:00 pm Church the Messiah Episcopal USD 0 to 110

Maxey Wellness Fest

 Wed, 01 Apr at 04:30 pm 602 E. Story Rd, Winter Garden, FL, United States, Florida 34787

I Said Yes! Accountability Event - April 15, 2026 at Homestate Brewing

 Wed, 15 Apr at 12:00 pm Home State Brewing Co. USD 8

Healthy Beginnings for Moms

 Sat, 18 Apr at 09:00 am Healthy West Orange Building Free

Broadway Cardio Dance Class

 Wed, 22 Apr at 06:00 pm Healthy West Orange Building USD 3

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

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

Sweat Test Demo and Hydration Clinic

 Sat, 04 Apr at 11:00 am Winter Garden Wheel Works

MomCo Winter Garden meetup #12 Own Your Story (Horizon West)

Thu, 16 Apr at 06:30 pm 15304 Tilden Rd, Winter Garden, FL 34787-5317, United States

Real Estate Run Club by Fidelity National Title

 Thu, 02 Apr at 02:00 pm Crooked Can Brewing Company Free

Homeschool class- earth day

Mon, 27 Apr at 10:00 am Oakland Nature Preserve

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

Live Drawing with Job Narvaez

 Sat, 11 Apr at 09:00 am Foxtail Coffee - Downtown Winter Garden USD 0 to 13

Her Daily Drip

 Thu, 09 Apr at 09:30 am Rosallie Le French Cafe Free

Hip Hop Dance Class

 Wed, 15 Apr at 11:30 am Healthy West Orange Building USD 5

MomCo Winter Garden Meetup #13 Awkward Friendships (Downtown)

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

Winter Garden, Florida

 Fri, 08 May at 01:00 pm Gymnastics USA

Mahjong 101: Intro to the Game Master Class at LiveTrends Boutique

 Mon, 13 Apr at 06:00 pm LiveTrends Boutique USD 139

Greek Night

Thu, 30 Apr at 05:00 pm 5795 Citrus Village Blvd, Winter Garden, FL

MomCo Winter Garden Meetup #11 SURPRISE topic (Downtown)

 Thu, 02 Apr at 06:30 pm 125 E Plant St, Winter Garden, FL 34787-3128, United States

Easter Party - The MomCo Winter Garden

 Sat, 04 Apr at 10:00 am Irish Peach Dr, Winter Garden, FL 34787, United States

May Mahjong Open Play at LiveTrends Boutique

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

Up All Night | The Whole Enchilada Winter Garden

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

Speak Their Language: Marketing to Every Personality Style

 Fri, 10 Apr at 12:00 pm Plant Street Academy Free

Realtor Roundtable

 Wed, 08 Apr 112 S Main St Free

MomCo Winter Garden LAST Meetup #14 Praise & Pjs (Horizon West)

 Thu, 14 May at 06:30 pm 15304 Tilden Rd, Winter Garden, FL 34787-5317, United States

WORKSHOP FOR REAL ESTATE AGENTS : Leveraging Seller Concessions

 Tue, 07 Apr at 10:00 am West Orange Title Free

Homeschool class- night life

 Mon, 18 May at 10:00 am Oakland Nature Preserve

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Thu, 30 Oct at 08:00 pm Winter Garden Free

Mere Christians

 Fri, 24 Apr at 09:00 am Church of the Messiah Episcopal USD 98

Spring Craft- Crochet a Flower Bookmark to kick off spring- WG

 Wed, 15 Apr at 10:00 am AdventHealth Well 65+ Winter Garden Free

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, 02 Apr 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 10

OCPN City Gathering | April 2026

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

Protecting Legacies: Heirs Property Rights & Reducing the Risks | WG

 Thu, 21 May at 01:00 pm AdventHealth Well 65+ Winter Garden Free

Tea Party- WG

 Tue, 14 Apr at 10:00 am AdventHealth Well 65+ Winter Garden Free

VENDORS NEEDED FOR NEW TALK SHOW!

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

Fall Prevention Education Class for Patients | WG

 Thu, 04 Jun at 01:00 pm AdventHealth Well 65+ Winter Garden Free

APRIL 2026 IronMen of God Coffee

 Fri, 24 Apr at 07:00 am 146 W Plant St, Winter Garden, FL, United States, Florida 34787

Zen at Ten

 Sun, 23 Nov Home State Brewing Co. USD 10

OCPN City Gathering | May 2026

 Wed, 13 May at 12:00 pm Mosaic Church Free

Resilience Network Meeting

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

Hospice Demystified: What it is, what it isn't and why it matters | WG

 Tue, 02 Jun at 01:00 pm AdventHealth Well 65+ Winter Garden Free

Wizard of Oz Experience - Winter Garden

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