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By Liz Ramos |
January 13, 2026

Winter Garden expands Golf Cart District

The city also approved an ordinance regulating the operation of electric bicycles, motorized scooters and wheeled devices on the city’s streets, trails and sidewalks.

West Orange Times & Observer
News

By Liz Ramos |
February 10, 2026

Nonprofits to host inaugural Boots and Salutes in Windermere

Proceeds from the event will go toward sponsoring the travel for local first responders and veterans to go to the ranch for Healing Warriors Week at Wind River Ranch in Estes, Colorado.

Southwest Orange
Neighborhood

By Andrea Mujica |
February 10, 2023

Horizon, Windermere, West Orange and Foundation snag soccer district championship titles

Four West Orange — and Southwest Orange — area teams were crowned district champions last week. Now, their quests on the pitch continue in regional play.

Sports

By Observer Staff |
November 14, 2012

Letters to the editor

There is a source of money that should now be tapped to help prepare for the next big storms that will inevitably hit the Eastern Seaboard in future years.

Winter Park - Maitland Observer
Opinion

By Sam Albuquerque |
June 27, 2024

Meet the Squeeze Squad, the Winter Garden Squeeze’s bat boys

Led by Bat Boy George, the Squeeze Squad has evolved into more than just a group of kids running around with bats. These days, everyone involved with the team is now part of the squad.

Sports
Youth Sports

By Michael Eng |
August 25, 2016

MEET THE CANDIDATE: Robert "Bobby" Olszewski

Robert "Bobby" Olszewski is one of four candidates for Orange County Commission District 1.

West Orange Times & Observer
News

By Observer Staff |
January 25, 2012

Letters to the Editor: Elections

Citizen input belongs at regular meetings

Winter Park - Maitland Observer
Opinion

By Josh Garrick |
September 1, 2016

Josh Garrick: Culture for your Calendar

Even if you have champagne tastes, and a beer-bottle budget, we can all afford to indulge our palates in this glorious, month-long celebration of Orlando’s sophisticated dining universe.

Winter Park - Maitland Observer
Neighborhood

By Jeff Lawrence | Between Faith & Reason |
September 17, 2025

MY VIEW: How then shall we live?

This is a version of the script for the Sept. 12 episode of Between Faith & Reason in response to the assassination of Charlie Kirk.

West Orange Times & Observer
Opinion

By Observer Staff |
March 14, 2013

Calendar: Winter Park art festival

The 54th Winter Park Sidewalk Art Festival will take place from Friday, March 15 to Sunday, March 17.

Winter Park - Maitland Observer
Neighborhood

By Amy Quesinberry Price |
January 29, 2025

Is Tommy Zeigler innocent?

New DNA analysis could exonerate the Winter Garden furniture store owner who has been on Florida’s death row for nearly 49 years, convicted of killing his wife, in-laws and a customer.

West Orange Times & Observer
News

By Observer Staff |
November 6, 2013

Veterans Day Calendar

The city of Winter Park’s third annual Veterans Day Celebration is at 10 a.m. Nov. 8.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
June 3, 2015

Senior Calendar

Find out about the month's best senior events happening throughout Central Florida this month.

Winter Park - Maitland Observer
Neighborhood

By Clyde Moore |
October 19, 2012

Local & Oh So Fashionable.

Wow. All I can say is WOW. For a community of this size, it is AMAZING what there is to experience . . . . . that surely includes this weekend's Park Avenue Fashion Show.

Winter Park - Maitland Observer
Opinion

By Observer Staff |
November 2, 2011

Senior Community Bulletin

Senior events and news for November 2011

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
March 29, 2023

1938-2022: Tom Garrison brought magic to Disney, family

Tom Garrison’s decades-long career with Disney started in the mailroom. He was among the company’s California executives who relocated to Florida to open Walt Disney World.

Southwest Orange
News

By Andrea Mujica |
May 5, 2022

RECRUITMENT AND COMMITMENT: How local athletes are navigating college athletics

The ‘business’ of college sports is changing opportunities available for high school athletes.

West Orange Times & Observer
News

By Annabelle Sikes |
July 15, 2022

Photographer captures everlasting moments

For photographer and Hamlin resident, Johanna Oakes, her passion for capturing life’s most precious moments is the foundation of what she does.

West Orange Times & Observer
News

By Annabelle Sikes |
February 5, 2022

Tres Amigos gives locals something to taco ’bout

The family-owned restaurant in Winter Garden has become a local staple for residents and visitors alike.

West Orange Times & Observer
News

By Annabelle Sikes |
February 19, 2022

Wendell Coates Jr. is setting the standard

Global Not Local organizer Wendell Coates Jr. is bringing the community together through his personal experiences to build a better life for local children.

West Orange Times & Observer
News

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