Neighborhood | West Orange Times & Observer

West Orange Times & Observer | Neighborhood

Leticia Silva
March 1, 2026

PHOTOS: Big Orange Awards 2026

The West Orange Chamber of Commerce held its most anticipated night of the year, the Big Orange Awards.

West Orange Times & Observer

Liz Ramos
February 28, 2026

PHOTOS: Winter Garden Heritage Foundation's Paddles for the Past

Competitive and recreational picklers gathered at Roper and Dr. P. Phillips YMCAs for the inaugural Paddles for the Past pickleball tournament.

West Orange Times & Observer
Neighborhood

Leticia Silva
February 27, 2026

Matthew's Hope in need of volunteers

The ministry asks for volunteers to help sort and separate donations on Mondays, Wednesdays and Fridays, as well as a helping hand for its Laundry Team on Tuesdays.

West Orange Times & Observer
Neighborhood

Leticia Silva
February 22, 2026

PHOTOS: Young Star Musical Theatre presents ‘In the Heights’

The children’s theater in Winter Garden presented the “In the Heights” musical for three nights in a row.

West Orange Times & Observer
Neighborhood

Liz Ramos, Michael Eng
February 21, 2026

PHOTOS: 2026 Winter Garden Music Fest

Residents enjoyed sunshine, good eats and plenty of music during the 2026 Winter Garden Music Fest, held Saturday, Feb. 21, downtown.

West Orange Times & Observer
Neighborhood

Leticia Silva
February 21, 2026

Winter Garden Little League celebrates largest season opener

The Winter Garden Little League celebrated its season opener Friday, Feb. 20, with more than 600 players.

Sports
Youth Sports

Amy Quesinberry Price
February 16, 2026

PHOTOS: Rotary Club of Winter Garden's 100th anniversary exhibit

A new exhibition at the Winter Garden Heritage Foundation pays tribute to the Rotary club’s dedication to its mission of Service Above Self and making a difference in Winter Garden.

West Orange Times & Observer
Neighborhood

Michael Eng
February 12, 2026

PHOTOS: Tildenville Elementary School Family Science Night

From computer programming and meteorology to biology and chemistry, Tildenville Elementary School made science come alive at its Family Science Night Thursday, Feb. 12, at the school.

Observer School Zone

Megan Bruinsma
February 11, 2026

Winter Garden Heritage Foundation serves up community through pickleball

WGHF will host the inaugural Paddles for the Past pickleball tournament Saturday, Feb. 28.

West Orange Times & Observer
Neighborhood

Megan Bruinsma
February 8, 2026

PHOTOS: Legacy Events for Education’s Central Florida Chili Cookoff 2026

The community tested its spice levels in the Legacy Events for Education’s Central Florida Chili Cookoff Saturday, Feb. 7.

Southwest Orange
Neighborhood

Amy Quesinberry Price
February 7, 2026

FAMILIAR FACES: Jim Crescitelli is West Orange's history buff

Crescitelli, director of education with the Winter Garden Heritage Foundation, has long had a fascination with documenting history.

West Orange Times & Observer
News

Leticia Silva
February 2, 2026

PHOTOS: Oakland Heritage Day 2026

The town of Oakland held its 26th Heritage Day celebration Saturday, Jan. 31, at Speer Park.

West Orange Times & Observer
Neighborhood

Liz Ramos
January 28, 2026

Boyd Street Radio keeps Winter Garden rockin’

West Orange resident Thorp Thomas, an encyclopedia of rock music, uses his love for the genre to create Boyd Street Radio.

West Orange Times & Observer
Neighborhood

Leticia Silva
January 27, 2026

Former Oakland Avenue Charter teacher to perform at Oakland Heritage Day

Kyle Zavada was an Oakland Avenue Charter School music teacher for eight years. This week, he is performing as the opening act at Oakland Heritage Day for the second year.

Arts + Entertainment
Things to Do

Leticia Silva
January 21, 2026

Sidewalk improvements coming to Ocoee neighborhoods

The city of Ocoee announced sidewalk improvements are underway from Wednesday, Jan. 28 to Thursday, Feb. 19.

West Orange Times & Observer
News

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