Entertainment events in Winter Garden

Check out happening entertainment events 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

Hamlin All-American Flag Parade & Celebration (FREE)

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

Boxer Engine FL present Park and chill

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

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

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

Tacos & Tequila Tuesdays | The Whole Enchilada Winter Garden

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

Tea Party- WG

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

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

Wizard of Oz Experience - Winter Garden

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