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By Troy Herring |
March 8, 2018

Duck Derby floats into Mead garden

Mead Garden will celebrate the ninth running of The Great Duck Derby this weekend.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
October 25, 2023

Dare to be scared: Killer Carnival arrives in Winter Garden

This weekend’s 45-minute Killer Carnival show, hosted in Winter Garden by theme park professionals, offers a horror sideshow, scares, stage illusions and magic, and a suspenseful escape.

West Orange Times & Observer
News

By Megan Bruinsma |
June 25, 2025

Twins place seventh in nationals for OARS

Anna and Maija Andert brought back an A Final seventh place at the USRowing’s Youth National Championship.

Sports

By Josh Garrick |
August 25, 2016

Restaurant review: Chuy's Tex-Mex

Chuy’s is all that it’s supposed to be. When the food is good (and fresh) why not let it be fun too.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
September 1, 2016

Calendar

The Popcorn Flicks in the Park series continues on Thursday, Sept. 8, at 8 p.m. with a free screening of “Cool Hand Luke” in Winter Park’s Central Park.

Winter Park - Maitland Observer
Neighborhood

By Colin Bell |
July 28, 2014

Sanford top seed as Florida league playoffs start

Sanford clinched the regular season title in the Florida League's final weekend, the playoffs begin on Tuesday.

Winter Park - Maitland Observer
Sports

By Colin Bell |
July 30, 2014

Dawgs, Rats batter up for FCSL playoffs

The FCSL regular season concluded over the weekend. The Sanford River Rats ended the regular season with the league’s best record, edging out the Winter Park Diamond Dawgs by just one game.

Winter Park - Maitland Observer
Sports

By Troy Herring |
January 22, 2020

Local cheer squads conquer regional

Ocoee High, Foundation Academy and West Orange High will travel to Gainesville to participate in the FHSAA state championships.

Sports

By Chris Martucci |
September 30, 2021

Worth The Squeeze: Dr. Phillips and West Orange set to do battle for the Ol Orange Crate

The Ol’ Orange Crate rivalry between West Orange and Dr. Phillips dates back to 1987 with the crate being awarded since 1988.

West Orange Times & Observer
News

By Danielle Hendrix |
February 11, 2019

BLACK TIE: Florida Watercolor Society Traveling Exhibition Opening Reception

More than 40 pieces were on display during the opening reception, hosted by the Winter Garden Art Association at SOBO Gallery.

Black Tie

By Annabelle Sikes |
February 29, 2024

Evermore Orlando Resort opens in Lake Buena Vista

The $1.5 billion resort on 1,100 acres has become Orlando's "first-of-its-kind" beach paradise.

Southwest Orange
News

By Harry Sayer |
August 24, 2018

Rollins demolishes Fred Stone Theatre

The college is in the beginning stages of replacing the building.

Winter Park - Maitland Observer
News

By Amy Quesinberry Price |
May 3, 2023

Eddie and Chystal Gaunt, new owners of Matthew’s Steakhouse

The new owners of Matthew's Steakhouse have introduced a new menu and have increased the staff to allow more customers to experience the downtown Winter Garden restaurant.

West Orange Times & Observer
News

By Amy Quesinberry Price |
June 1, 2022

Residents oppose Avalon-Seidel apartment project

Orange County held a community meeting to update Horizon West citizens on the 17-acre development that will bring 324 multi-family dwelling units to the area.