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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 2, 2025

PHOTOS: Windermere High School graduation 2025

Windermere High School celebrated its Class of 2025 with a energetic graduation ceremony at 8 a.m. Wednesday, May 28, at Kia Center.

Observer School Zone

By Michael Eng |
June 3, 2025

Third Galactic Comics and Toy Show set for June 7

The event will take place from 10 a.m. to 3 p.m. Saturday, June 7, at The Crossings Church, 13105 W. Colonial Drive, Winter Garden.

Arts + Entertainment
Things to Do

By Leticia Silva |
August 20, 2025

Nature Fest coming to Oakland

The Oakland Nature Preserve will host its Nature Fest from 9 a.m. to 2 p.m. Saturday, Sept. 20, at 747 Machete Trail, Oakland.

Arts + Entertainment
Things to Do

By Michael Eng |
October 22, 2024

Winter Garden to host Health & Harvest Festival

The free event will take place from 8 a.m. to 1 p.m. Saturday, Nov. 2, at the Downtown Pavilion, 104 S. Lakeview Ave., Winter Garden.

Arts + Entertainment
Things to Do

By Liz Ramos |
September 29, 2025

Crooked Cat to reopen at Orange County National

The course will reopen Friday, Oct. 10 after being closed since May for renovations.

Southwest Orange
News

By Michael Eng |
December 4, 2025

Ocoee welcomes Santa this Friday

The city’s Evening with Santa takes place from 6:15 to 8:30 p.m. Friday, Dec. 5, at Ocoee Lakeshore Center, 125 N. Lakeshore Drive, Ocoee.

Arts + Entertainment
Things to Do

By Megan Bruinsma |
October 20, 2025

Windermere High hosting annual powderpuff game

The Wolverines’ girls will take on the field to play flag football and compete by grade as the guys cheer them on.

Sports
High Schools

By Leticia Silva |
November 6, 2025

City of Ocoee to celebrate Veterans Day

The event will take place at 6 p.m. Tuesday, Nov. 11 at Bill Breeze Park, 125 N. Lakeshore Drive, Ocoee.

West Orange Times & Observer
News

By Liz Ramos |
September 15, 2025

Windermere Garden Club to host flower show

The free flower show will celebrate Windermere's past and present.

Southwest Orange
News

By Tim Freed |
February 11, 2015

Winter Park face Goldilocks gridlock when it comes to development

The Lakeside Crossing development set to be built on the Mt. Vernon Inn property took another step forward on Monday, but the city questions whether the project has been scaled back too much.