Things to Do | Arts + Entertainment

Arts + Entertainment | Things to Do

Michael Eng
June 23, 2026

Winter Garden Squeeze tees off with PopStroke Golf Tournament

This event takes place from 9:30 to 11:30 a.m. Saturday, June 27, at PopStroke Hamlin, 5487 Hamlin Groves Trail, Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
June 23, 2026

Spectrum Glow Collection to host Back-to-School Community Event

This event takes place from 11 a.m. to 3 p.m. Sunday, June 28, at 4 S. Tubb St., Oakland.

Arts + Entertainment
Things to Do

Michael Eng
June 23, 2026

Toll Road Brewing to celebrate anniversary

The Ocoee brewery will host an anniversary party beginning at 1 p.m. Saturday, June 27, at 101 W. McKey St., Ocoee.

Arts + Entertainment
Things to Do

Leticia Silva
June 22, 2026

Windermere Branch Library celebrates America's birthday with watercolor display

The art exhibit will run through Saturday, Aug. 8, and is located at 530 Main St., Windermere.

Arts + Entertainment
Things to Do

Leticia Silva
June 19, 2026

Winter Garden Art Association calls for artists for "Florida Roots: Land, Light & Life" exhibit

Submissions will be accepted from Wednesday, July 1, through Wednesday, July 8.

Arts + Entertainment
Things to Do

Liz Ramos
June 18, 2026

Ambassadors for Christ Ministries to host free outdoor concert

The concert will be from 7 to 9:30 p.m. Friday, July 3, at 1136 E. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
June 17, 2026

City of Winter Garden to celebrate Juneteenth

The annual Juneteenth Celebration will take place from 10 a.m. to 1 p.m. Saturday, June 20, at Charlie Mae Wilder Park, 1203 E. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
June 17, 2026

Summer Flix series continues with two classics at Garden Theatre

“Lilo & Stitch” and “Jaws” will take the silver screen next week.

Arts + Entertainment
Things to Do

Leticia Silva
June 17, 2026

USAF Band of the West to perform at Disney Springs

The performances will take place from 7:15 to 10 p.m., Friday, July 3, and Saturday, July 4, at Disney Springs' Waterside Stage.

Southwest Orange
News

Michael Eng
June 15, 2026

Horizon West to celebrate America 250 with Hamlin All-American Flag Parade

This free event takes place from 9 a.m. to 1 p.m. Saturday, June 20, in the Hamlin Green Space, 14111 Shoreside Way, Winter Garden.

Arts + Entertainment
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Leticia Silva
June 10, 2026

Phase 1B of Horizon West Regional Park to break ground

The groundbreaking will take place from 11 a.m. to noon Thursday, June 18, at Horizon West Regional Park.

Southwest Orange
News

Michael Eng
June 10, 2026

Winter Garden Heritage Foundation to present American Revolution Lunch & Learn

The event will take place from 11:30 a.m. to 1 p.m. Tuesday, June 16, at Heller Hall, 21 E. Plant St., Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
June 10, 2026

Summer Flix series continues at Garden Theatre

“A Minecraft Movie” and “The Lost Boys” will take the silver screen next week.

Arts + Entertainment
Things to Do

Michael Eng
June 10, 2026

Jimmy Crabtree Cancer Fund to host fourth annual Dream Charity Dinner

The event takes place from 5:30 to 10 p.m. Saturday, June 13, at Tanner Hall, 30 W. Garden Ave., Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
June 10, 2026

Project Right to Sight to sort glasses this weekend

High-schoolers needing community-service hours can volunteer at this event.

Arts + Entertainment
Things to Do

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