Things to Do | Arts + Entertainment

Arts + Entertainment | Things to Do

Michael Eng
October 2, 2025

Help build 100 beds at Windermere’s 2025 Community Bunk Bed Build

The community service event takes place from 8 a.m. to noon Saturday, Oct. 18, at 520 Main St., Windermere.

Arts + Entertainment
Things to Do

Michael Eng
October 2, 2025

St. Luke’s to harvest plenty of fun at Fall Family Fun Night

The event takes place from 5:30 to 7:30 p.m. Wednesday, Oct. 22, at the St. Luke’s soccer fields, 4851 S. Apopka-Vineland Road, Orlando.

Arts + Entertainment
Things to Do

Michael Eng
October 2, 2025

West Orange Chamber’s Celebrating Extraordinary Women to celebrate local leaders

The event will take place from 3 to 5 p.m. Wednesday, Oct. 15, at Southern Hill Farms, 16651 Schofield Road, Clermont.

Arts + Entertainment
Things to Do

Michael Eng
October 2, 2025

Horizon West Pet Fest returns to Hamlin

Horizon West Happenings will host the popular event from 9 a.m. to 1 p.m. Saturday, Oct. 11, in the Hamlin green space, 14111 Shoreside Way, Winter Garden.

Arts + Entertainment
Things to Do

Michael Eng
October 2, 2025

Windermere laces up for 2025 Run Among the Lakes

This year’s event takes place Saturday, Oct. 11, beginning at Town Hall, 520 Main St., Windermere.

Arts + Entertainment
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Leticia Silva
October 2, 2025

Trick-or-Treat Market Crawl returns to Home State Brewing Co.

The event will take place from 6 to 9 p.m. Friday, Oct. 10, at Home State Brewing Co.,16016 New Independence Parkway Suite 100, Winter Garden.

Arts + Entertainment
Things to Do

Leticia Silva
October 2, 2025

Oakland to host Music Under the Oaks event

The town of Oakland will host an '80s and '90s themed event from 6 to 8 p.m. Saturday, Oct. 11, at VanderLey Park, 117 E. Gulley Ave., Oakland.

Arts + Entertainment
Things to Do

Michael Eng
October 2, 2025

Bloom and Grow Garden Society’s Flora’s Fiesta takes flight Oct. 8

The event celebrates Floria’s fifth birthday.

Arts + Entertainment
Things to Do

Michael Eng
October 2, 2025

Orlando International Dragon Boat Festival soars into town this weekend

The festival takes place Saturday, Oct. 4, on Turkey Lake in Bill Frederick Park, 3401 S. Hiawassee Road, Orlando.

Arts + Entertainment
Things to Do

Michael Eng
October 2, 2025

This is the last weekend to catch Theatre South’s ‘Stranger Sings’

Performances take place at 7:30 p.m. Friday, Oct. 3; 2 and 7:30 p.m. Saturday, Oct. 4; and 2 p.m. Sunday, Oct. 5, at the playhouse, 7601 Della Drive, Suite 15, Orlando, in The M

Arts + Entertainment
Things to Do

Michael Eng
October 2, 2025

Want to be part of the Orlando Valkyries Hype Squad?

The local Major League Volleyball team will host tryouts for its Hype Squad from 10 a.m. to 2 p.m. Friday, Oct. 3, at the Dr. P. Phillips YMCA Family Center, 7000 Dr. Phillips Blvd., Orlando.

Arts + Entertainment
Things to Do

Michael Eng
October 2, 2025

Windermere Brewing Company to celebrate Oktoberfest

The event takes place Oct. 3-5 at the brewery, 111 W. Fifth Ave., Windermere.

Arts + Entertainment
Things to Do

Leticia Silva
October 2, 2025

Major League Baseball's Brad Miller coming to Winter Garden Heritage Foundation

The WGHF will host the grand opening of its new athletic exhibit from 5 to 7 p.m. Wednesday, Oct. 1, at Heller Hall, 21 E. Plant St.

Arts + Entertainment
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Megan Bruinsma
October 1, 2025

Crooked Can teaming up with the Orlando Magic for kickoff party

Crooked Can Brewing Company is hosting an Orlando Magic season kickoff party with a DJ, trivia and special guests.

Arts + Entertainment
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Michael Eng
September 30, 2025

Homeowners: The Horizon West Home Expo is this weekend

Horizon West Happenings’ first home expo takes place from 9 a.m. to 1 p.m. Saturday, Oct. 4, at Toole's Ace Hardware of Hamlin, 5175 Hamlin Groves Trail, Winter Garden.

Arts + Entertainment
Things to Do

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