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By Amy Quesinberry Price |
October 21, 2024

Win prizes in Halloween contest

How do your decorations compare to your neighbors?

West Orange Times & Observer
News

By Annabelle Sikes |
October 18, 2024

PHOTOS: 2024 Halloween Spooktacular Preschool Holiday Program

The city of Winter Garden’s Parks & Recreation Department hosted local preschoolers for a morning full of Halloween-themed activities.

West Orange Times & Observer
News

By Amy Quesinberry Price |
November 7, 2024

PHOTOS: Dr. Phillips Rotary hosts A Taste of Dr. Phillips

The annual Rotary-sponsored event gave Southwest Orange residents an opportunity to sample food and drink from the area's top restaurants.

West Orange Times & Observer
News

By Amy Quesinberry Price |
May 5, 2023

County hosting Vision 2050 town hall meetings

The first of several Orange County Vision 2050 meetings is Tuesday, May 9, in Winter Garden.

West Orange Times & Observer
News

By Annabelle Sikes |
July 14, 2023

Kiddie Academy of Oakland to host grand opening

The event will take place from 1 to 3 p.m. Saturday, July 15.

West Orange Times & Observer
News

By Andrea Mujica |
March 27, 2023

OCPS Top Talent Live 2023 finalists announced

The OCPS Top Talent competition showcases students within the performing arts departments from the elementary, middle and high school levels.

Arts + Entertainment
Arts + Culture

By Annabelle Sikes |
February 22, 2023

Windermere Fine Arts Show searching for high school artists

The event is also looking for a high school student to sing the national anthem.

Observer School Zone
News

By Annabelle Sikes |
February 6, 2023

OCPS earns national recognition for magnet programs

The eleven programs that earned excellence or distinction awards included three from West Orange and Southwest Orange County.

Observer School Zone
News

By Danielle Hendrix |
August 9, 2016

Plant-Based Table to offer cooking, nutrition class in Winter Garden

Claire Brown, a Winter Garden resident and owner of The Plant-Based Table, is hosting a plant-based cooking and nutrition class Thursday.

West Orange Times & Observer
Neighborhood

By Ellen Schellhause |
July 24, 2014

Maitland City Talk

Maitland Public Library provides many programs that emphasize access to reading materials.

Winter Park - Maitland Observer
Opinion

By Tony Judnich |
September 2, 2014

Town considers expansion of Sunday alcohol sales rule

West Orange Times & Observer
News

By Danielle Hendrix |
June 25, 2019

OCPS school board to vote on 2019-20 compensation package

The school board will vote on approval of the offer that was accepted by the CTA, and teachers will then have the opportunity to vote on ratifying the changes.

West Orange Times & Observer
News

By Danielle Hendrix |
March 13, 2020

Garden Theatre suspends performances, events throughout March

The Winter Garden theater will suspend or reschedule events such as plays and its fundraising gala.

West Orange Times & Observer
News

By Annabelle Sikes |
September 29, 2021

Horizon West Theater Company hosting auditions for Halloween show

The Great Fright Way, A Halloween Cabaret, will feature a spooktacular song list for the frightfully fabulous.

West Orange Times & Observer
News

By Annabelle Sikes |
October 4, 2021

OUC joins Orange County to support energy efficiency

The two organizations came together to proclaim Wednesday, Oct. 6 as Energy Efficiency Day.

West Orange Times & Observer
News

By Annabelle Sikes |
October 12, 2021

Town of Windermere announces Duke Tree Trimming

Crews will be pruning trees along electric lines located within Windermere through the fourth quarter of 2021.

West Orange Times & Observer
News

By Amy Quesinberry Price |
January 11, 2017

Obituary: Mary Redman Carpenter

Ms. Carpenter, 82, died Sunday, Jan. 1, 2017.

West Orange Times & Observer
Obituaries

By Michael Eng |
September 11, 2025

Pinstripes closes Southwest Orange location

The bowling, bocce and bistro venue opened in April 2024.

Southwest Orange
News

By Liz Ramos |
November 20, 2025

Drumming up Fusion Core in Central Florida

Windermere residents bring Fusion Core Drum Corps, an all-ages group, to Central Florida. The corps was based previously in New Jersey.

Southwest Orange
Neighborhood

By Andrea Mujica |
September 28, 2022

ATHLETE OF THE WEEK: Maddie Heald

Olympia High School junior and cross country athlete Maddie Heald recently placed third at the Lake Buena Vista Invitational.

West Orange Times & Observer
News

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