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

Horizon West Fest - 2026

 Sat, 07 Mar at 11:00 am 14111 Shoreside Way, Winter Garden, FL 34787-5611, United States

GIW Orlando / Passes June 4–8, 2026

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

St. Patrick’s Day Block Party at Hamlin (FREE )

 Sun, 15 Mar at 04:00 pm 14111 Shoreside Way, Winter Garden, FL 34787-5611, United States

3rd Annual Hamlin Craft Beer Festival - Presented by Legacy Events for Education

 Sat, 28 Mar at 03:00 pm 14111 Shoreside Way, Winter Garden, FL 34787-5611, United States

Homegrown BARK-ET DAY!

Sun, 01 Mar at 09:00 am 16016 New Independence Pkwy, Winter Garden, FL, United States, Florida 34787

Lucky Charm 5K & 10K at Home State Brewing Company

 Sun, 15 Mar at 08:00 am Home State Brewing Co.

Dream Finders Homes Hippity Hop 5K

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

Celtic Angels Ireland 🍀🇮🇪

 Thu, 12 Mar at 07:00 pm Garden Theatre

The Good Friday Musical with Twinkie and Friends

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

Paddles for the Past: Inaugural Pickleball Tournament @ Roper YMCA

 Sat, 28 Feb at 09:00 am Roper YMCA

Evening at the Pops

 Sat, 28 Mar at 07:00 pm 29 Garden Ave, Winter Garden, FL, United States, Florida 34787

March Of The Muses

 Fri, 06 Mar at 06:30 pm Winter Garden Pavilion

Dream Finders Home Mother's Day 5K

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

FREE YOGA FLOW AT POPSTROKE HAMLIN

 Sat, 21 Mar at 08:00 am PopStroke Free

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

Homegrown in Horizon West Market

 Sun, 15 Mar at 09:00 am 16016 New Independence Pkwy, Winter Garden, FL, United States, Florida 34787

5th Annual Cornhole Tournament

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

Parent's Night Out!

 Fri, 27 Mar at 06:30 pm 13175 West Colonial Drive, Winter Garden, FL, United States, Florida 34787

Pours at the Preserve

 Sat, 07 Mar at 05:30 pm Oakland Nature Preserve

Meditative Hike & Yoga at the Lake

 Sun, 08 Mar at 09:00 am Oakland Nature Preserve

Yoga & Beer

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

Horizon West Home Expo - From House to Home

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

Valentine’s Cherry Paint Pop Up

 Sat, 28 Feb at 11:00 am Home State Brewing Co. USD 19

MomCo Winter Garden meetup #10 Audacious Faith (Horizon West)

 Thu, 05 Mar at 06:30 pm 15304 Tilden Rd, Winter Garden, FL 34787-5317, United States

Meditative Hike & Yoga at the Lake

 Sun, 22 Mar at 09:00 am Oakland Nature Preserve

FREE Saturday Camp

 Sat, 07 Mar at 07:15 am 15512 West Colonial Dr, Winter Garden, FL

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

MTG TMNT Prerelease

 Sat, 28 Feb at 11:00 am 13750 W Colonial Dr Ste 290, Winter Garden, FL, United States, Florida 34787

Easter Egg Hunt at Crossline Park

 Sat, 04 Apr at 01:00 pm Crossline Park

IIOSHEM 2026 Foundations Year 1 Class 1 Enrollment

 Thu, 26 Feb at 09:00 am Divine Energy Healing

Dragon Fest 2026

 Sat, 07 Mar at 12:00 pm 311 N. Dillard, Winter Garden, FL, United States, Florida 34787

Beam Queen Bootcamp

 Fri, 08 May at 03:00 pm Gymnastics USA

Journey into the Uplands Guided Hike

Sat, 28 Mar at 09:00 am Oakland Nature Preserve

Boozy Book Fair at Homestate Brewing with Authors, Trivia, and Crafts

 Sat, 28 Feb at 01:00 pm Home State Brewing Co. USD 0 to 12

Screening for Free Dental Clinic

 Fri, 06 Mar at 09:00 am 1136 East Plant St., Winter Garden, FL, United States, Florida 34787

Dessert Trio for Any Occasion - Winter Garden

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

PopStroke Hamlin X CARVE Pilates PopUp Event

 Sat, 28 Feb at 08:00 am PopStroke Hamlin Free

Love at the Lake - Valentine's Gala Dinner

 Sat, 28 Feb at 06:00 pm Stoneybrook West Golf Club USD 109

Free Homebuyer Education Seminar (8 hours)

 Sat, 07 Mar at 08:00 am Maxey Community Center Free

Open Gym!

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

Central Florida Watercolor Workshop!

Mon, 02 Mar at 09:00 am Winter Garden Art Association

2026 Dream Big Classic

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

Full Moon 🌕 Lunar Eclipse Sound Journey

 Tue, 03 Mar at 07:00 pm Divine Energy Healing

TLE Windermere Spirit Night at Blaze Pizza

 Mon, 09 Mar at 05:00 pm Blaze Pizza Free

Film Making Day at the Florida Film & STEM Academy

 Fri, 27 Mar at 09:00 am Florida Film & STEM Academy

Everyday Cuban Food - Winter Garden

 Sun, 29 Mar at 05:15 pm The Ancient Olive Gourmet of Winter Garden USD 82

AdventHealth Clinical Hiring Event

 Wed, 11 Mar at 09:00 am 2000 Fowler Grove Blvd, Winter Garden, FL 34787-5050, United States

Winter Garden Art Association 2026 Gala “March of the Muses”

Fri, 06 Mar at 06:30 pm 127 S Boyd St, Winter Garden, FL

Rib Cook-Off

 Sat, 28 Feb at 07:00 am 700 9th St, Winter Garden, FL

Retiro da Quaresma com Padre Fábio Marinho - Resurrection Catholic Church

 Sat, 21 Mar at 09:30 am 1211 Winter Garden Vineland Rd USD 13 to 25

Chaos Store Championship Sealed 2.0

 Sat, 07 Mar at 11:00 am 13750 W Colonial Dr Ste 290, Winter Garden, FL, United States, Florida 34787

Native Heart Drum Journey

Sat, 07 Mar at 11:45 am Oakland Nature Preserve

CFFC Night Out - Winter Garden

 Wed, 18 Mar at 06:30 pm Plant St. Market

Giving On the Green

 Mon, 30 Mar at 12:00 pm West Orange Country Club

PURIM IN THE STADIUM! With Chabad of Winter Garden

 Tue, 03 Mar at 05:30 pm Winter Garden, Florida

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

Live Drawing with Job Narvaez

 Sat, 28 Feb at 09:00 am Filigree Coffee Free

Foundations Year 1 ~ IIOSHEM Practitioner Training

Thu, 26 Feb at 09:00 am Divine Energy Healing

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

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

Ladies Spring Pottery Painting Winter Garden

 Thu, 23 Apr at 06:00 pm Color Me Mine (Winter Garden, FL)

Story Time at the Preserve

 Mon, 30 Mar at 10:00 pm Oakland Nature Preserve

Open Gym!

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

Open Gym!

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

CFWS March General Meeting

Sun, 01 Mar at 01:30 pm Winter Garden Art Association

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

Self Care Sunday-2 Mile Walk

 Sun, 08 Mar at 12:30 pm West Orange Trail USD 7

Spring Fling!

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

OCPN City Gathering | March 2026

 Wed, 11 Mar at 12:00 pm Mosaic Church Free

2026 SCSD Golf Tournament

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

Liquidation Sale

 Thu, 26 Feb at 01:05 pm Winter Garden Downtown Historic District

Nature Walk + Social at the Oakland Nature Preserve

 Thu, 26 Mar at 06:00 pm Oakland Nature Preserve

Mere Christians

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

Glow Bingo for Books and PTA Meeting

 Wed, 04 Mar at 05:00 pm 602 E. Story Rd, Winter Garden, FL, United States, Florida 34787

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

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

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

OCPN City Gathering | April 2026

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

Common Read - Session IV: Collage and Connection

 Wed, 11 Mar at 11:30 am Healthy West Orange Free

SNAP Ed Nutrition Education | Winter Garden

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

Florida Bike Month!

 Wed, 04 Mar at 05:00 pm 101 W Plant St, Winter Garden, FL, United States, Florida 34787

March Mahjong Open Play at LiveTrends Boutique

 Tue, 24 Mar at 06:00 pm LiveTrends Boutique USD 25

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

Homeschool class- earth day

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

Winter Garden, Florida

 Fri, 08 May at 01:00 pm Gymnastics USA

Winter Garden Spring Scrapbooking & Cards with Creative Memories

 Thu, 05 Mar at 06:30 pm Starbucks Avalon Rd & Marsh Rd, 16123 Marsh Rd Winter Garden, FL 34787 United States

Shamrock Scavenger Hunt

 Fri, 13 Mar at 03:00 pm 5795 Citrus Village Blvd, Winter Garden, FL

SHOW ME THE MONEY 💸 VFW POST 4305

 Tue, 03 Mar at 07:00 pm 1170 E Plant St, 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

VFW POST 4305 Saturday Bingo

 Sat, 28 Feb at 12:00 pm 1170 E Plant St, Winter Garden, FL

FA Spirit Night at Longhorn

Tue, 10 Mar at 04:00 pm LongHorn Steakhouse (Winter Garden)

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

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

Fall Prevention Education Class for Caregivers | WG

 Thu, 05 Mar at 01:00 pm AdventHealth Well 65+ Winter Garden Free

Copy of Deep Dish Pizza Cooking Class - Winter Garden, FL

 Sat, 10 Jan at 12:00 pm UNO Pizzeria & Grill USD 69

Workshop: Brain Games: Mental Health Fitness

Tue, 10 Mar at 01:30 pm 100 Windermere Rd, Winter Garden, FL

March Dillard Street Elementary PTA Meeting

Thu, 05 Mar at 05:30 pm 311 N. Dillard, Winter Garden, FL, United States, Florida 34787

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

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

"THE SHIFT IS NOW!!"

 Sat, 28 Mar at 12:00 pm 1114 E Plant St Free
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