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By Eric Gutierrez |
August 28, 2019

Winter Garden sponsoring diaper drive

The city will be collecting diaper donations throughout September.

West Orange Times & Observer
News

By Troy Herring |
June 29, 2019

Windermere LL 9-11 All-Star softball team defeats Lake Mary in 20-4 win

A big weekend on the diamond leads the Windermere LL 9-11 All-Star softball team to a Florida Section 5 title.

Sports

By Eric Gutierrez |
March 13, 2020

PHOTOS: WHS, BMS Color Guard demonstrations

Varsity and junior varsity members of the Windermere High color guard and the Bridgewater Middle School cadet guard joined for a demonstration performance on Friday, March 13.

Southwest Orange
News

By Troy Herring |
June 29, 2018

PHOTOS: Winter Park's 23rd Annual Fourth of July Celebration

From watermelon to a children's bicycle parade, Winter Parkers enjoyed a patriotic morning to celebrate America's birthday.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
December 6, 2017

Fallen tree to become natural art

The live oak in Oakland Park is getting new life as an art piece in the neighborhood.

West Orange Times & Observer
Neighborhood

By Harry Sayer |
October 20, 2017

BLACK TIE: The Art of Medicine Gala

The colorful gala, held at the Orlando Museum of Art, auctioned artwork to fund traumatic brain injury research.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
June 19, 2024

Take us with you: Observer revives travel feature

Are you going on vacation? Pack your paper!

West Orange Times & Observer
News

By Michael Eng |
April 2, 2025

Matthew’s Hope set to tee off for 2025 Giving on the Green

The annual golf tournament will take place from noon to 6 p.m. Monday, April 7, at West Orange Country Club, 3300 W. Orange Country Club Drive, Winter Garden.

Arts + Entertainment
Things to Do

By Annabelle Sikes |
April 22, 2024

PHOTOS: 2024 Maxey Community Center senior prom

The annual event for east Winter Garden residents included an afternoon of laughter, dancing and fellowship.

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 31, 2025

Ocoee plans Valentine’s Day Celebration

The family event will take place Feb. 14 and includes mother-son and father-daughter dances.

Arts + Entertainment
Things to Do

By Sam Albuquerque |
March 13, 2025

Olympia High boys basketball to host youth basketball camp

Led by the Titans coaching staff, this camp for fifth- to eighth-graders is a great opportunity for young athletes to develop fundamental basketball skills.