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By Danielle Hendrix |
April 1, 2016

GALLERY: Rosen JCC Poker Night

Participants enjoyed an evening of drinks, blackjack and poker with professional dealers from All In Poker Series.

Southwest Orange
Neighborhood

By Amy Quesinberry Price |
April 4, 2016

Windermere hosts annual 5K

Windermere's dirt roads were packed with more than 600 runners Saturday, April 2.

Southwest Orange
Neighborhood

By Steven Ryzewski |
October 15, 2015

SIDELINES: 10.15.15

Sports

By Steven Ryzewski |
February 26, 2015

Local water polo team shines on national stage

Sports

By Observer Staff |
April 2, 2015

From the WGHF Archives 04.02.15

West Orange Times & Observer
Neighborhood

By Amy Quesinberry Price |
June 29, 2020

Winter Garden cancels July 4 kids parade

The city of Winter Garden's annual All-American Kids Parade will not be held this year because of COVID-19.

West Orange Times & Observer
News

By Danielle Hendrix |
April 11, 2021

PHOTOS: Matthew's Hope Giving on the Green Sip & Stroll Fundraiser 2021

Matthew’s Hope’s Giving on the Green Sip & Stroll fundraiser was a hit with the dozens of supporters in attendance.

West Orange Times & Observer
Neighborhood

By Danielle Hendrix |
May 2, 2021

PHOTOS: West Orange Junior Service League's 11th annual Run for the Roses

The much-anticipated West Orange Junior Service League’s Run for the Roses fundraising event returned after a year off due to COVID-19.

West Orange Times & Observer
Neighborhood

By Tim Freed |
August 30, 2019

Your weekend's best bets

Here's a sampling of this weekend's activities in West Orange County.

West Orange Times & Observer
News

By Eric Gutierrez |
February 29, 2020

PHOTOS: Fifth annual Windermere Fine Arts Show

The annual art show took over downtown Windermere Feb. 29 to March 1.

Southwest Orange
News

By Troy Herring |
October 26, 2019

PHOTOS: Halloween Spooky Sprint 5K

There were smiles and costumes galore during the Florida Running Company's Saturday morning event.

West Orange Times & Observer
News

By Danielle Hendrix |
February 4, 2019

PHOTOS: Rosen JCC’s ‘I Love the ‘90s’ Decades Party

Flannels, Forrest Gump and Moon Pies were all the rage as dozens of people paid homage to the ‘90s.

Southwest Orange
Neighborhood

By Danielle Hendrix |
March 17, 2019

PHOTOS: 2019 Windermere St. Patrick's Day Celebration

The town of Windermere celebrated St. Patrick’s Day with family-friendly festivities while raising money for its police foundation.

Southwest Orange
Neighborhood

By Harry Sayer |
February 18, 2018

BLACK TIE: Orlando Ballet’s Lovers Ball

The Orlando Ballet put on a romantic event full of drinking, dining and flash dancing.

Winter Park - Maitland Observer
News

By Danielle Hendrix |
March 4, 2018

PHOTOS: Windermere High Lip Sync Battle 2018

Three teachers and dozens of students battled it out in an epic lip-syncing and dance performance, which benefited the school’s dance program.

Southwest Orange
Neighborhood

By Danielle Hendrix |
October 14, 2018

BLACK TIE: Central Florida Navy League’s 243rd Navy Birthday Ball

League members, supporters, veterans and more celebrated the U.S. Navy’s 243rd birthday with a gala at Rosen Shingle Creek.

Black Tie

By Amy Quesinberry Price |
March 10, 2025

Ocoee to host St. Patrick’s Day celebration

Don your green and party with the city Friday night on downtown McKey Street.

West Orange Times & Observer
News

By Michael Eng |
October 15, 2023

PHOTOS: Windermere High marching band competes at FFCC Outdoor competition

The Windermere High School marching band brought home several pieces of hardware from the FFCC Outdoor competition, held Saturday, Oct. 14, at Boone High School, in Orlando.

Observer School Zone

By Observer Staff |
May 27, 2025

PHOTOS: West Orange High School graduation 2025

West Orange High School celebrated its Class of 2025 with an inspired commencement ceremony at 2 p.m. Friday, May 23, at Addition Financial Arena at the University of Central Florida.

Observer School Zone

By Michael Eng |
June 3, 2025

Dr. P. Phillips YMCA to host Summer Safety Splash

The event takes place from 11 a.m. to 2 p.m. Saturday, June 7, at the Y, 7000 Dr. Phillips Blvd., Orlando.

Arts + Entertainment
Things to Do

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