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By Liz Ramos |
November 26, 2025

Winter Garden extends Christmas Golf Cart Parade registration

Registration is extended to Sunday, Nov. 30, and the parade will be Saturday, Dec. 6.

West Orange Times & Observer
News

By None |
December 16, 2025

Gymnastics USA’s Christmas Spectacular tumbles into town

The Winter Garden gym will host the free event from 6 to 9 p.m. Friday, Dec. 19, at 13175 W. Colonial Drive, Winter Garden.

Arts + Entertainment
Things to Do

By Christina Rordam |
March 9, 2016

Christina Rordam: Is owning more affordable than renting in 2016 Orlando?

Rents are on the rise, and it’s cheaper to own than rent in Central Florida.

Winter Park - Maitland Observer
Neighborhood

By Randy Knight |
August 4, 2016

Winter Park City Talk

Since the launch of “Pokémon Go” July 6, more and more people have been venturing outside desperately looking for Pokémon to virtually appear in the real world on their phone.

Winter Park - Maitland Observer
Opinion

By Liz Ramos |
December 17, 2025

Winter Garden considers ordinance establishing e-bikes rules

The ordinance would create rules for e-bikes, motorized scooters and wheeled devices to ensure everyone's safety.

West Orange Times & Observer
News

By Annabelle Sikes |
August 31, 2023

Red Rocks Worship to perform in Winter Garden

Red Rocks Worship will kick off its ‘Ascend’ tour with a performance at Kingdom Culture Church in Winter Garden.

West Orange Times & Observer
News

By Andrea Mujica |
November 2, 2022

DOING IT ALL: Windermere Prep running back Jackson Bennett shows versatility on the football field

He’s known as Windermere Prep’s bruising running back, but senior Jackson Bennett is willing to play any position on the field. Yes, he’s even punted the ball.

Sports

By Liz Ramos |
November 3, 2025

INFLUENCER OF THE WEEK: Alyson Hupp, Windermere Elementary School

Alyson Hupp is in her first year as a board member for Windermere Elementary School’s Parent-Teacher Organization serving as the school improvements director.

Observer School Zone
Influencer

By Danielle Hendrix |
October 11, 2016

BMX rider, Ocoee native Colt Fake featured on X Games

Ocoee native and BMX rider Colt Fake was recently featured on the X Games, winning a fan-favorite award and silver medal.

Sports

By Amy Quesinberry Price |
December 17, 2015

Supermom conquers IronMan

Southwest Orange
Neighborhood

By Gabby Baquero |
October 4, 2017

Father-son duo trek 2,189-mile Appalachian trail

A father and son from Ocoee recently spent 177 days hiking the Appalachian Trail — the world’s longest continuously marked footpath that extends from Georgia to Maine.

West Orange Times & Observer
News

By Louis Roney |
January 21, 2016

Louis Roney: Opera Orlando - New kid on the block

Baritone Gabriel is the newly appointed executive and artistic director of the newly minted Opera Orlando.

Winter Park - Maitland Observer
Opinion

By Lisa McCoy |
June 18, 2015

Orlando Sobik's Subs founder passes away

John Sobik Jr., founder of Sobik's Subs, passed away peacefully on Tuesday, May 19 in Albany, New York at the age of 76.

Winter Park - Maitland Observer
Neighborhood

By Good Housekeeping |
September 8, 2016

Two fresh new recipes for your kitchen

Here's two new recipes for Chinese five-spice grilled chicken and a cherry-tomato salad with chives and lemon!

Winter Park - Maitland Observer
Neighborhood

By Gabby Baquero |
September 25, 2016

Ocoee police improves crime analysis with new software

With access to a web-based crime mapping tool, the Ocoee Police Department can improve their own patrol strategies and provide residents crime data in their area.

West Orange Times & Observer
News

By Amy Quesinberry Price |
August 11, 2016

Habitat for Humanity relocates ReStore

Habitat for Humanity's Winter Garden ReStore has twice as much space now to sell donated goods. Profits go toward building affordable housing in West Orange County.

West Orange Times & Observer
Business

By Erika Spence |
May 26, 2016

Erika Spence: Business in the Park

This summer the Chamber is gearing its programming toward making valuable connections.

Winter Park - Maitland Observer
Opinion

By Amy Quesinberry Price |
January 11, 2023

Ocoee wellness park nears completion

The city and Healthy West Orange will hold a ribbon-cutting celebration in mid-February.

West Orange Times & Observer
News

By Michael Eng |
December 13, 2022

BREAKING: Garden Theatre announces collaboration with Victory Productions

The theater has announced a season of four productions in early 2023.

West Orange Times & Observer
News

By Tony Judnich |
September 4, 2014

Community Center booming with activity

West Orange Times & Observer
News

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