Entertainment events in Winter Garden

Check out happening entertainment events all around Winter Garden, FL

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.

March Of The Muses

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

Homegrown in Horizon West Market

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

Parent's Night Out!

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

Parent's Night Out!

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

Dragon Fest 2026

 Sat, 07 Mar at 12:00 pm 311 N. Dillard, 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

Love at the Lake - Valentine's Gala Dinner

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

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

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

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

PURIM IN THE STADIUM! With Chabad of Winter Garden

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

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

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

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

 Thu, 30 Oct at 08:00 pm 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