Neighborhood | Orange Observer

Orange Observer | Neighborhood

Liz Ramos
October 23, 2025

Sleep in Heavenly Peace built community while building beds in Windermere

Nearly 400 residents, Lone Sailor Division cadets, church congregants and more gathered for the annual bunk bed build in Windermere.

Southwest Orange
Neighborhood

Liz Ramos
October 21, 2025

Southern Hill Farms creates a-maze-ing corn maze

The farm is celebrating 10 years of its Fall Festival with a corn maze that pays homage to owner David Hill’s baseball history.

Southwest Orange
Neighborhood

Leticia Silva
October 20, 2025

PHOTOS: 'Oans, zwoa, drei, g’suffa!’ Crooked Can celebrates Oktoberfest

Crooked Can Brewing Co. held its popular Oktoberfest event from Friday, Oct. 17 to Sunday, Oct. 19.

West Orange Times & Observer
Neighborhood

Leticia Silva
October 19, 2025

PHOTOS: OCOM holds Fall festival

The Orlando College of Osteopathic Medicine held a Fall festival Saturday, Oct. 18 to raise funds for its students.

Southwest Orange
Neighborhood

Leticia Silva
October 18, 2025

PHOTOS: Sunset Park Elementary holds evening of fun with trunk-or-treat

Sunset Park Elementary held its annual trunk-or-treat event for students and their families Friday, Oct. 17.

Southwest Orange
Neighborhood

Leticia Silva
October 18, 2025

PHOTOS: Windermere Prep celebrates with homecoming parade and pep rally

Windermere Preparatory School held a parade and pep rally on the morning of Friday, Oct. 17 to celebrate homecoming.

Southwest Orange
Neighborhood

Leticia Silva
October 16, 2025

Haunted house becomes tradition in Bay Hill

For 17 years, Matthew and Amy Allen have turned their home into a haunted house that has become a community tradition while raising money for causes like a kindness campaign.

Southwest Orange

Leticia Silva
October 15, 2025

Run, don't walk to sign up for the Pumpkin Patch Dash 5K

The West Orange Junior Service League is hosting its 16th annual 5K run starting at 6 p.m. Saturday, Oct. 18 at Oakland Park.

West Orange Times & Observer

Liz Ramos
October 12, 2025

PHOTOS: Horizon West Pet Fest Observer Photo Booth

You and your furry friends joined us for a fun, fall photo! Take a look!

Southwest Orange
Neighborhood

Leticia Silva
October 12, 2025

PHOTOS: Oakland goes back to the '80s with Music Under the Oaks

The town of Oakland hosted the band Switch, to transport attendees back to the ‘80s and into the ‘90s with its music.

West Orange Times & Observer
Neighborhood

Megan Bruinsma
October 12, 2025

PHOTOS: Horizon West Pet Fest

Horizon West Pet Fest was a blast for people and their furry friends.

Southwest Orange
Neighborhood

Liz Ramos
October 11, 2025

PHOTOS: 2025 Windermere Run Among the Lakes

Runners finished the races with personal bests and cherished memories.

Southwest Orange
Neighborhood

Leticia Silva
October 9, 2025

PHOTOS: Bloom and Grow Garden Society celebrates Flora’s Fiesta

The society held its fifth annual Flora’s Fiesta event, celebrating pollinators like monarch butterflies and bees.

West Orange Times & Observer
Neighborhood

Leticia Silva
October 8, 2025

PHOTOS: Ocoee celebrates National Night Out

The Ocoee Police Department held the annual event Tuesday, Oct. 7 to connect with the community in a non-emergency situation.

West Orange Times & Observer
Neighborhood

Liz Ramos
October 8, 2025

PHOTOS: Winter Garden National Night Out

Winter Garden Police Department connected with the community during National Night Out.

West Orange Times & Observer
Neighborhood

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