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Leticia Silva
October 13, 2025

Windermere to experience various road closures

The town announced multiple road closures will be in effect from Monday, Oct. 13 to Friday, Oct. 17.

Southwest Orange
News

Leticia Silva
October 12, 2025

Descent into Madness with Winter Garden Masonic Lodge No. 165

The event will start at 7 p.m. Friday, Oct. 17, and Saturday, Oct. 18 at 230 West Bay Street, Winter Garden.

Arts + Entertainment
Things to Do

Leticia Silva
October 12, 2025

Oakland Avenue Charter School designated as School of Excellence

The OACS received the School of Excellence designation for the second year in a row.

West Orange Times & Observer
News

Megan Bruinsma
October 10, 2025

Tragedy near Oak Ridge postpones football game against Windermere High

The game originally scheduled for Friday, Oct. 10 will be pushed back to Monday, Nov. 3 because of a tragic event in the area.

Sports
High Schools

Leticia Silva
October 10, 2025

Carlo’s Diner to host first classic car show

The Ocoee diner will host a car show extravaganza from 7 to 10 a.m., Saturday, Oct. 18 at 1500 Wurst Road, Ocoee.

West Orange Times & Observer
News

Liz Ramos
October 10, 2025

Ocoee band director a semifinalist for 2026 Grammy

Bernard “Bernie” Hendricks Jr. is one of 25 semifinalists for the 2026 Grammy Music Educator Award.

Observer School Zone
News

Liz Ramos
October 10, 2025

Halloween Light Show returns to Winter Garden

Although Halloween Fest will not be happening this year, a spirited lights show will be projected on City Hall.

West Orange Times & Observer
News

Leticia Silva
October 9, 2025

Winter Garden's NYPD Pizza to be renovated

The location is renovating its dining room for a "nostalgic New York feel."

West Orange Times & Observer
News

Liz Ramos
October 9, 2025

Winter Garden named a top performer in 2025 Best in Governance Awards

The city was one of five top performers to receive the Community Connection Award.

West Orange Times & Observer
News

Leticia Silva
October 9, 2025

Horizon West's Abbott’s Frozen Custard asks for help to keep doors open

The frozen custard spot is asking residents to come by and support the business.

Southwest Orange
News

Liz Ramos
October 9, 2025

Disney mariachi director receives Walt Disney Legacy Award

Esteban Carrillo is the co-founder and director of the world-renowned Mariachi Cobre, which performs in the Mexico pavilion at EPCOT.

Southwest Orange
News

Liz Ramos
October 9, 2025

American Legion Post 63 to host Adopt-A-Highway clean-up

JROTC programs are invited to participate in the event 8 to 11 a.m. Saturday, Oct. 11, on West Colonial Drive.

West Orange Times & Observer
News

Leticia Silva
October 8, 2025

E-bikes & motorized scooters: Here's what you need to know

With an increased amount of e-bikes and scooters on the roads, it's important to know the safety guidelines and laws when it comes to riding.

Observer School Zone

Leticia Silva
October 8, 2025

Windermere teen launches business nonprofit

Gustavo Campos, 16, launched a nonprofit dedicated to empowering the next generation by teaching the fundamentals of business.

Southwest Orange
News

Leticia Silva
October 8, 2025

The maps are in: Orange County to finalize district lines

The Orange County Commission is scheduled to select one of two options for a new districting map at its Oct. 14 meeting.

West Orange Times & Observer
News

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