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By Observer Staff |
January 29, 2018

BLACK TIE: Big Orange Awards 2018

Hundreds of West Orange community leaders and business owners celebrated the West Orange Chamber of Commerce’s Big Orange Awards.

Black Tie

By Amy Quesinberry Price |
August 29, 2018

Rosen JCC hosts Taste of the J

Rosen JCC offered a good time and tables full of delicious meals and treats for guests at the annual Taste of the J event in Dr. Phillips.

Southwest Orange
Neighborhood

By Danielle Hendrix |
May 29, 2017

GALLERY: City of Ocoee Memorial Day Ceremony 2017

Army First Sgt. Daniel Kalagian, commander of the West Orange VFW Post 4305 in Winter Garden, was the keynote speaker.

West Orange Times & Observer
News

By Megan Bruinsma |
November 3, 2025

Foundation Academy seventh grader becomes the first to make states

Foundation’s Connor Lucas was the first Lion to compete in the Middle School State Cross-Country Championship.

Sports
Youth Sports

By Brittni Larson |
September 18, 2013

A dance studio that feels like home

Florida Tribal Dance in Orlando offers unique tribal belly dancing classes in a welcoming, inclusive atmosphere.

Winter Park - Maitland Observer
Business

By Observer Staff |
July 22, 2015

Calendar

Enjoy family, fun, and food at the Winter Park Community Center Pool for a Poolside Picnic Party.

Winter Park - Maitland Observer
Neighborhood

By Tim Freed |
April 6, 2018

Winter Park sells former bowling alley property, comes closer to library campus name

The parcel at 1111 W. Fairbanks Ave. is set to be a mixed-use medical and business office.

Winter Park - Maitland Observer
News

By Observer Staff |
August 22, 2012

Calendar

The Sixth Annual Dog Days of Summer Wine and Beer Tasting is 5:30-8:30 p.m. Friday, Aug. 24, at The Doggie Door/Unleashed.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
December 24, 2014

The city of Winter Park will proudly host the eighth annual Russell Athletic Bowl Parade of Bands, featuring school bands from the University of Oklahoma and Clemson University, on Monday, Dec. 29, at 11 a.m.

Winter Park - Maitland Observer
Neighborhood

By Gabby Baquero |
October 26, 2018

Windermere High choir to perform at Carnegie Hall

The choir will take the stage at the legendary venue next April.

Southwest Orange
News

By Observer Staff |
October 2, 2012

Family Calendar

“The Mayors’ Sole Challenge,” a 30-minute fun walk through Winter Park, will be Saturday, Oct. 6 at 8 a.m. in Central Park.

Winter Park - Maitland Observer
Neighborhood

By Donna Erickson |
October 20, 2016

A new take on Halloween pumpkins

Try something new this year, and decorate and "dress" some of your pumpkins and gourds instead of carving them.

Winter Park - Maitland Observer
Opinion

By Randy Knight |
February 5, 2015

Winter Park City Talk

On Sunday, Feb. 8, the Park Avenue Merchants Association will host The Sweetest Sounds: A Valentine Concert in Central Park.

Winter Park - Maitland Observer
Opinion

By Observer Staff |
September 11, 2013

Community Bulletin

Dr. Phillips Charities, a Central Florida philanthropic organization, continues its COOL FIT program.

Winter Park - Maitland Observer
News

By Michael Eng |
June 5, 2020

Windermere Club estate sells for $1.6 million

A home in the Windermere Club community in Windermere topped all West Orange-area residential real-estate transactions from May 21 to 28.

West Orange Times & Observer
Real Estate

By Amy Quesinberry Price |
May 8, 2025

WG Heritage debuts exhibition on storms

The latest display, “Tempests and Tornadoes,” takes a look at how weather has affected West Orange County.

West Orange Times & Observer
History

By Annabelle Sikes |
September 27, 2021

West Orange High School Best Buddies to host Spirit Night

The event will be held at Rita's in Winter Garden.

West Orange Times & Observer
News

By Josh Garrick |
December 17, 2014

Josh Garrick: Culture for Your Calendar

These are all highly recommended, and in most cases we still have about two weeks to take in the performances.

Winter Park - Maitland Observer
Neighborhood

By Michael Eng |
May 13, 2025

PHOTOS: City of Ocoee Time Capsule Ceremony

The city of Ocoee continued its centennial celebrations with a special Time Capsule Ceremony, held May 13 on the Withers-Maguire House lawn.

West Orange Times & Observer
Neighborhood

By Observer Staff |
August 8, 2012

Back to School Calendar

Here's a listing of back-to-school drives and events to help you and your community prepare for the new school year.

Winter Park - Maitland Observer
Neighborhood

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Results for:

BLACK TIE: Big Orange Awards 2018

Rosen JCC hosts Taste of the J

GALLERY: City of Ocoee Memorial Day Ceremony 2017

Foundation Academy seventh grader becomes the first to make states

A dance studio that feels like home

Calendar

Winter Park sells former bowling alley property, comes closer to library campus name

Calendar

Calendar

Windermere High choir to perform at Carnegie Hall

Family Calendar

A new take on Halloween pumpkins

Winter Park City Talk

Community Bulletin

Windermere Club estate sells for $1.6 million

WG Heritage debuts exhibition on storms

West Orange High School Best Buddies to host Spirit Night

Josh Garrick: Culture for Your Calendar

PHOTOS: City of Ocoee Time Capsule Ceremony

Back to School Calendar

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