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By Danielle Hendrix |
March 26, 2018

PHOTOS: St. Luke’s United Methodist Church’s Easterfest

Kids indulged in sweet treats, pony rides, games and activities, egg hunts and more to celebrate Easter.

Southwest Orange
Neighborhood

By Danielle Hendrix |
April 20, 2018

BLACK TIE: Garden Choir’s Spring 2018 Winter Garden Wine Walk

The Garden Choir’s semiannual wine walk throughout downtown Winter Garden serves as one of its biggest fundraisers.

Black Tie

By Steven Ryzewski |
September 30, 2017

PHOTOS: Windermere Prep football hosts Legacy Charter in rainy affair -- Observer Preps

The constant drizzle Friday afternoon did little to slow the Lakers as they topped the Eagles 43-0 to remain undefeated.

Sports

By Amy Quesinberry Price |
October 24, 2017

Obituary: Virginia Conlon

Ms. Conlon, 98, of Ocoee, died Saturday, Oct. 14, 2017.

West Orange Times & Observer
Obituaries

By Danielle Hendrix |
November 5, 2017

BLACK TIE: Garden Choir’s Fall Winter Garden Wine Walk

More than 400 participants, equipped with wine glasses, roamed Winter Garden and sampled wines during the Garden Choir fundraiser.

Black Tie

By Amy Quesinberry Price |
January 17, 2024

Garden club giving walking tour of heritage trees

The Bloom & Grow Garden Society will share the history of 56 Winter Garden trees in this two-mile walk.

West Orange Times & Observer
News

By Amy Quesinberry Price |
December 14, 2023

Cycling club collecting for bike drive

The Central Florida Cyclist group is raising funds to provide bicycles to children in Winter Garden.

West Orange Times & Observer
News

By Michael Eng |
December 9, 2024

PHOTOS: 2024 Winter Garden Christmas Parade

The city of Winter Garden celebrated the beginning of the holiday season with the 2024 Winter Garden Christmas Parade, held Saturday, Dec. 7, on Dillard and Plant streets.

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
December 9, 2024

PHOTOS: Light Up Winter Garden

The city of Winter Garden celebrated the beginning of the holiday season with the lighting of the downtown trees and buildings and a telling of the Christmas story.

West Orange Times & Observer
News

By Amy Quesinberry Price |
March 10, 2025

Ocoee to host St. Patrick’s Day celebration

Don your green and party with the city Friday night on downtown McKey Street.

West Orange Times & Observer
News

By Amy Quesinberry Price |
March 21, 2025

Massey scholarship accepting applications

The legacy program is open to all graduating seniors who live in Winter Garden.

West Orange Times & Observer
News

By Amy Quesinberry Price |
November 3, 2023

Dream Center holding Dream Big fundraising dinner

The event is Saturday, Nov. 4, and includes dinner and music at the Dream Center.

West Orange Times & Observer
News

By Observer Staff |
May 27, 2025

PHOTOS: West Orange High School graduation 2025

West Orange High School celebrated its Class of 2025 with an inspired commencement ceremony at 2 p.m. Friday, May 23, at Addition Financial Arena at the University of Central Florida.