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By Brittany Gaines |
January 8, 2018

FORECAST 2018: Bobby Olszewski

Since elected as the House Representative for District 44, Bobby Olszewski has filed five bills, three appropriations and plans to run for re-election in 2018.

West Orange Times & Observer
News

By Amy Quesinberry Price |
May 14, 2025

This is NOT goodbye

Community Editor Amy Quesinberry Price reflects on 35 years of writing for The West Orange Times and Observer Media Group as she “retires” from the newspaper.

West Orange Times & Observer
Opinion

By Annabelle Sikes |
April 26, 2024

Chris Chan launches new Winter Garden brand

Longtime Winter Garden resident Chris Chan, of Chris Chan Media, has launched his newest brand: Winter Garden Vibes.

West Orange Times & Observer
News

By Liz Ramos |
August 20, 2025

Could the Williams Holiday House be closed for the holidays?

After a complaint against the Williams Holiday House was made, owner Annie Williams said the future of the popular holiday displays are uncertain.

West Orange Times & Observer
News

By Annabelle Sikes |
October 10, 2024

Garden Theatre's closure shocks community

The Winter Garden theater has announced it is closing due to insurmountable financial challenges.

West Orange Times & Observer
News

By Megan Bruinsma |
September 11, 2025

West Orange's first football team made history 50 years ago

How fusing two schools together ended up producing a playoff contending football team.

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 Megan Bruinsma |
December 16, 2025

Special Olympics Florida team thrives in Winter Garden

Winter Garden’s CrossFit allows Special Olympics athletes to train year-round, and its environment has brought them back for years.

Sports

By Leticia Silva |
February 25, 2026

41 rooms in 24 hours: Local escape room enthusiasts break world record

Five Central Florida escape room enthusiasts break the world record of escape rooms completed in 24 hours.

Southwest Orange

By Clyde Moore |
October 9, 2012

Art Behind, Art Ahead!

The Rotary Maitland Arts Festival was WONDERFUL . . . and the Winter Park Autumn Arts Festival is just ahead . . . AS WELL AS SO MUCH MORE!

Winter Park - Maitland Observer
Opinion

By Annabelle Sikes |
July 16, 2023

Police warn locals of emerging drug trend

An emerging drug trend of a veterinarian medication xylazine, which does not respond to Narcan, is being cut into fentanyl.

West Orange Times & Observer
News

By Observer Staff |
November 3, 2010

Calendar and Family Calendar

Orlando Science Center’s Annual Neanderthal Ball will be Saturday, Nov 6

Winter Park - Maitland Observer
Neighborhood

By Annabelle Sikes |
March 17, 2023

City moves horse farm discussion to April

The Winter Garden City Commission heard passionate input from residents and the applicant.

West Orange Times & Observer
News

By Annabelle Sikes |
February 9, 2023

Local music scene heats up at Playa Pizza

Playa Pizza owner Stephen Facella and local musician Benjamin Neil are partnering to host a new event called “Fortune Finds,” a weekly songwriters showcase and open jam.

Southwest Orange
News

By Josh Garrick |
December 23, 2015

Josh Garrick: Culture for Your Calendar

This beloved musical adventure teaches us that what makes us different can be what makes us special.

Winter Park - Maitland Observer
Neighborhood

By Josh Garrick |
January 7, 2016

Josh Garrick: Culture for Your Calendar

The Maitland Historical Society was founded in 1970 as a result of a Women’s Club initiative to preserve Maitland’s history.

Winter Park - Maitland Observer
Neighborhood

By Josh Garrick |
April 30, 2015

Josh Garrick: Culture for Your Calendar

Hey, “it’s 5 o’clock somewhere” as this fundraiser for Winter Park Lost Pets and A Cause 4 Paws Rescue offers a (hilarious) race as well as music, food and drink specials.

Winter Park - Maitland Observer
Neighborhood

By Tim Freed |
May 28, 2014

Winter Park Boy Scout to erect fountain for fallen friend

A 13-year-old girl’s spirit will live on in Winter Park’s Central Park if an old friend’s endeavor succeeds: placing a peacock fountain at the center of the park’s tranquil rose garden.

Winter Park - Maitland Observer
Neighborhood

By Gabby Baquero |
June 18, 2018

Windermere artist makes a name for himself with ‘creepy beautiful’ paintings

Mark Hadley creates acrylic paintings of dark and disturbing scenes featuring fairies, grim reapers, teddy bears and zombies juxtaposed with bright colors.

Arts + Entertainment
Arts + Culture

By Josh Garrick |
March 3, 2016

Josh Garrick: Culture for Your Calendar

Broadway, television and recording star Karen Mason brings to life favorite tunes by Judy Garland.

Winter Park - Maitland Observer
Neighborhood

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Results for:

FORECAST 2018: Bobby Olszewski

This is NOT goodbye

Chris Chan launches new Winter Garden brand

Could the Williams Holiday House be closed for the holidays?

Garden Theatre's closure shocks community

West Orange's first football team made history 50 years ago

INFLUENCER OF THE WEEK: Alyson Hupp, Windermere Elementary School

Special Olympics Florida team thrives in Winter Garden

41 rooms in 24 hours: Local escape room enthusiasts break world record

Art Behind, Art Ahead!

Police warn locals of emerging drug trend

Calendar and Family Calendar

City moves horse farm discussion to April

Local music scene heats up at Playa Pizza

Josh Garrick: Culture for Your Calendar

Josh Garrick: Culture for Your Calendar

Josh Garrick: Culture for Your Calendar

Winter Park Boy Scout to erect fountain for fallen friend

Windermere artist makes a name for himself with ‘creepy beautiful’ paintings

Josh Garrick: Culture for Your Calendar

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