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News | All

    By
  • Liz Ramos
  • November 6, 2025
Winter Garden Police Athletic League hosts annual Holiday Gift for Kids program

The athletic league is accepting registrations and donations for the program, which provides children presents.

  • West Orange Times & Observer
  • News
    By
  • Michael Eng
  • November 6, 2025
SAVE THE DATE: Ocoee Music Fest returns Nov. 14 and 15

This year’s festival includes performances by The Romantics, John Cafferty and the Beaver Brown Band, Brothers Osborne Dillon Carmichael and more.

  • Arts + Entertainment
  • Things to Do
    By
  • Leticia Silva
  • November 5, 2025
Olympia High’s Visual Arts Department awarded 2025 Teacher Impact Grant

The award was presented by Foundation OCPS, supported by Universal Orlando Foundation Arts & Culture.

  • Observer School Zone
  • News
    By
  • Leticia Silva
  • November 5, 2025
Murder-suicide in Winter Garden

A murder-suicide took place Saturday. Nov. 1 in Winter Garden.

  • West Orange Times & Observer
  • News
    By
  • Liz Ramos
  • November 5, 2025
Windermere light display will be brighter this year

Windermere Town Council approved a contract with Humbug Holiday Lights for this year.

  • Southwest Orange
  • News
    By
  • Leticia Silva
  • November 4, 2025
Road closures in Windermere continue

The town of Windermere announced road closures for the week of Nov. 3 to Nov. 7 at West 2nd Avenue and Butler Street and 7th Avenue.

  • Southwest Orange
  • News
    By
  • Leticia Silva
  • November 4, 2025
Winter Garden Hypnosis to host Power of Connection weekend

The event will take place from 9 a.m. to 5 p.m. Friday, Nov. 7 to Sunday, Nov. 9 at Flamingo Crossings, 13295 Hartzog Road, Winter Garden.

  • Southwest Orange
  • News
    By
  • Leticia Silva
  • November 4, 2025
New shops coming to Winter Garden

Winter Garden is getting new shops in the spring of 2026 at 186 S. Main Street.

  • West Orange Times & Observer
  • News
    By
  • Liz Ramos
  • November 3, 2025
Orange County mayor to run for governor

Mayor Jerry Demings has filed to run for the governor of Florida.

  • Southwest Orange
  • News
    By
  • Liz Ramos
  • November 3, 2025
Winter Garden Chick-fil-A to re-open

After being closed for repairs, Chick-fil-A Winter Garden will welcome guests once again Tuesday, Nov. 4.

  • West Orange Times & Observer
  • Business
    By
  • Michael Eng
  • November 2, 2025
West Orange, Southwest Orange bands perform at Florida Bandmasters Association 2025 District 8 MPA

All public school marching bands from West Orange and Southwest Orange showcased their 2025 field shows at the event.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • October 31, 2025
Eight Waves collecting food items

The nonprofit organization is asking for food donations to support families affected by the government shutdown.

  • West Orange Times & Observer
  • News
    By
  • Liz Ramos
  • October 31, 2025
Pickleball coming to Zanders Park in Winter Garden

Winter Garden’s Community Redevelopment Agency approved the conversion of a basketball court into pickleball courts after receiving community feedback.

  • West Orange Times & Observer
  • News
    By
  • Liz Ramos
  • October 31, 2025
Tucker Ranch Park & Nature Preserve to close for construction

The park and nature preserve will be closed Monday, Nov. 3 through Friday, Nov. 21.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • October 30, 2025
Windermere Prep to donate candy to U.S. troops

The school’s Parent Volunteer Association and the Wounded Warrior club organized Treats for Troops to gift U.S. Troops.

  • Southwest Orange
  • News
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