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By Michael Eng |
May 19, 2025

Jag Cantina nears Windermere opening

The Mexican restaurants and tequila bar will open in the building formerly occupied by Black Rock Bar & Grill, 8965 Conroy Windermere Road, Orlando.

Arts + Entertainment
Eat + Drink

By Megan Bruinsma |
November 17, 2025

Windermere High swimmer beats National High School record

Windermere’s junior Rylee Erisman defeated the 100 free National High School time.

Sports
High Schools

By Observer Staff |
May 23, 2012

Inaugural Winter Park Dog Walk

More than 500 people and 225 dogs participated in the WinterParkLostPets.com’s inaugural Winter Park Dog Walk on Saturday, May 19, at Cady Way Trail in Winter Park. There was also one adoption and numerous dogs were taken in by foster families. All the proceeds — $6,500 and counting — benefit The Lost Pets Foundation. Visit www.winterparklostpets.com

Winter Park - Maitland Observer
Business

By Amy Quesinberry Price |
December 5, 2022

PHOTOS: Oakland opens Santa’s Lane

The afternoon included photo opportunities, holiday music, visits with Santa Claus, and fun and games.

West Orange Times & Observer
News

By Steven Ryzewski |
September 12, 2018

PHOTOS: Edgewater girls volleyball vs. Ocoee | Observer Preps

The visiting Edgewater High Eagles varsity volleyball team rallied to win three consecutive sets after losing the first set to the host Ocoee High School Knights Sept. 11.

Winter Park - Maitland Observer
Sports

By Observer Staff |
September 10, 2014

Calendar

Come out to enjoy this month’s Popcorn Flick in the Park, “Napoleon Dynamite,” starting at 8 p.m. on Thursday, Sept. 11, at the Central Park Main Stage in Winter Park.

Winter Park - Maitland Observer
Neighborhood

By Clyde Moore |
July 11, 2012

Clyde Moore: Sweet success

Sassafras Sweet Shoppe is no longer just a local success story anymore — it's a national one.

Winter Park - Maitland Observer
Opinion

By Observer Staff |
November 12, 2015

Calendar

Featuring original art and artist-prepared lighting in all tents, the evenings in Maitland’s Lake Lily Park literally sparkle with nighttime magic.

Winter Park - Maitland Observer
Neighborhood

By Observer Staff |
September 14, 2011

Calendar of events

Louis Armstrong comes back to life in the world premiere of “Satchmo at the Waldorf.”

Winter Park - Maitland Observer
Neighborhood

By Josh Garrick |
August 14, 2013

Josh Garrick: Culture Worthy of Your Calendar

Check out some free Third Thursday events at Jai Gallery.

Winter Park - Maitland Observer
Neighborhood

By Randy Knight |
February 26, 2014

Winter Park City Talk

The city of Winter Park, in partnership with Amtrak, the Federal Transit Administration and Florida Department of Transportation will celebrate the grand opening of the city’s new train station Monday, March 3.