Winter Garden Live Music Events

GIW aka Girls in Wonderland- Orlando 2026 - Tickets Only

SPRINGHILL SUITES and TOWNEPLACE SUITES 4 Jun 2026

WINTER GARDEN CELEBRATES AMERICA 250

Winter Garden Downtown Historic District 3 Jul 2026

Dead Radio - Winter Garden 4th of July Festival

Newton Park 4 Jul 2026

V Encontro da Fé Reformada '26

Mosaic Church | Winter Garden 28 Aug 2026

Hamlin All-American Flag Parade & Celebration (FREE)

14111 Shoreside Way, Winter Garden, FL 34787-5611, United States 20 Jun 2026

Join us in downtown Winter Garden for the 4th of July!

Winter Garden Downtown Historic District 4 Jul 2026

WINTER GARDEN JUNETEENTH COMMUNITY CELEBRATION

300 W. Plant Street, Winter Garden, FL, United States, Florida 34787 20 Jun 2026

Too Hip to be Square - 1986 All Over Again!

146 W Plant St Suite 210, Winter Garden, FL, United States, Florida 34787 1 Jul 2026

Saturday: Patriotism on Plant: A Musical Journey Celebrating America’s 250th

Garden Theatre 25 Jul 2026

Boxer Engine FL present Park and chill

14180 W Colonial Dr, Winter Garden, FL 34787 27 Jun 2026

Sunday: Patriotism on Plant: A Musical Journey Celebrating America's 250th

Garden Theatre 26 Jul 2026

America 250 - Art and Identity Exhibit Opening

127 S Boyd St, Winter Garden, FL, United States, Florida 34787 4 Jun 2026

Live music Thursdays!

16112 Marsh Rd., Winter Garden, FL 28 May 2026