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Galleries

  • By Leticia Silva
  • February 22, 2026
PHOTOS: Young Star Musical Theatre presents ‘In the Heights’
  • By Liz Ramos
  • February 21, 2026
PHOTOS: 2026 Winter Garden Music Fest
  • By Leticia Silva
  • February 21, 2026
Winter Garden Little League celebrates largest season opener
  • By Megan Bruinsma
  • February 17, 2026
Girls wrestling looks towards regionals after success in districts
  • By Amy Quesinberry Price
  • February 16, 2026
PHOTOS: Rotary Club of Winter Garden's 100th anniversary exhibit
  • By Megan Bruinsma
  • February 16, 2026
PHOTOS: West Orange boys soccer advances to regional finals
  • By Justice Covert
  • February 16, 2026
PHOTOS: Boots and Salutes
  • By Megan Bruinsma
  • February 14, 2026
PHOTOS: 2026 Night to Shine
  • By Michael Eng
  • February 12, 2026
PHOTOS: Tildenville Elementary School Family Science Night
  • By Amy Quesinberry Price
  • February 12, 2026
1931-2026: Anne Bailey built community through local newspaper
  • By Liz Ramos
  • February 11, 2026
Frigid temperatures hit Southern Hill Farms hard
  • By Megan Bruinsma
  • February 8, 2026
PHOTOS: Legacy Events for Education’s Central Florida Chili Cookoff 2026
  • By Leticia Silva
  • February 2, 2026
PHOTOS: Oakland Heritage Day 2026
  • By Liz Ramos
  • January 31, 2026
PHOTOS: Windermere Wine & Dine 2026
  • By Megan Bruinsma
  • January 29, 2026
PHOTOS: Whispering Oak's Read, White & Blue Literacy Night
  • By Liz Ramos
  • January 26, 2026
PHOTOS: The Bridge Theatre presents "Anne & Emmett"
  • By Leticia Silva
  • January 20, 2026
PHOTOS: Winter Garden's MLK Celebration 2026
  • By Megan Bruinsma
  • January 19, 2026
PHOTOS: Ocoee's 18th annual MLK parade
  • By Megan Bruinsma
  • January 13, 2026
PHOTOS: Ocoee girls basketball tops Horizon
  • By Megan Bruinsma
  • January 12, 2026
PHOTOS: Windermere finishes second in Metro West Conference tournament
  • By Leticia Silva
  • January 11, 2026
PHOTOS: Horizon West Theater Company grooves through the decades
  • By Observer Staff
  • January 5, 2026
2025 Year in Photos
  • By Observer Staff
  • January 2, 2026
2025 Year in Photos: December
  • By Observer Staff
  • January 1, 2026
2025 Year in Photos: November
1 2 3 4 5 »

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Latest News Galleries

1
  • February 22, 2026
PHOTOS: Young Star Musical Theatre presents ‘In the Heights’
2
  • February 21, 2026
PHOTOS: 2026 Winter Garden Music Fest
3
  • February 21, 2026
Winter Garden Little League celebrates largest season opener
4
  • February 17, 2026
Girls wrestling looks towards regionals after success in districts
5
  • February 16, 2026
PHOTOS: Rotary Club of Winter Garden's 100th anniversary exhibit

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