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Arts + Entertainment

    By
  • Michael Eng
  • May 21, 2026
Winter Garden's Memorial Day Community Celebration set for Monday

The event takes place from 8:30 to 9:30 a.m. Monday, May 25, at Veterans Memorial Park, 420 S. Park Ave., Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • May 21, 2026
Ocoee to host Memorial Day Ceremony

Retired U.S. Army Lieutenant Elizabeth Bledsoe will speak at the ceremony, which begins at 11 a.m. at Ocoee Lakeshore Center.

  • Arts + Entertainment
  • Things to Do
    By
  • Megan Bruinsma
  • May 20, 2026
Winter Garden Squeeze announces 2026 schedule

The Squeeze is returning for the 2026 season at 6:30 p.m. Friday, May 29.

  • Arts + Entertainment
  • Things to Do
    By
  • Justice Covert
  • May 20, 2026
Comedian Brad Stine to perform in Windermere

Three men’s ministries are trading their annual picnic for a night of stand-up comedy, bringing in the conservative Christian comedian Friday, May 29, at Family Church.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • May 19, 2026
Woodlawn to honor fallen heroes at 76th Memorial Day Service

This year’s service takes place at 10 a.m. Monday, May 25, at the cemetery, 400 Woodlawn Cemetery Road, Gotha.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • May 19, 2026
Winter Garden to remember fallen heroes

Winter Garden will host its Memorial Day Community Celebration 2026 from 8:30 to 9:30 a.m. Monday, May 25, at Veterans Memorial Park, 420 S. Park Ave., Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • May 19, 2026
Ocoee’s Memorial Day Ceremony set for May 21

The event begins at 11 a.m. at Ocoee Lakeshore Center, 125 N. Lakeshore Drive, Ocoee.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • May 19, 2026
Town of Windermere, Rotary to honor war dead

The Windermere Memorial Day Observance will take place at 10 a.m. Monday, May 25, at Town Hall, 520 Main St. Windermere.

  • Arts + Entertainment
  • Things to Do
    By
  • Leticia Silva
  • May 13, 2026
West Orange ready to celebrate America's 250th anniversary

As the United States turns 250, cities and towns around the nation are celebrating this milestone. Winter Garden and Hamlin are getting ready for the celebrations with lots of festivities already planned.

  • Arts + Entertainment
  • Things to Do
  • By Observer Staff
  • May 12, 2026
Oakland Nature Preserve to offer Meditative Hike and Yoga at the Lake

This event takes place from 9 to 11 a.m. Sunday, May 17, at the preserve 747 Machete Trail, Oakland.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • May 12, 2026
State Rep. Eskamani to host supply drive for former Spirit Airlines employees

The drive takes place from 9 a.m. to 5 p.m. Friday, May 15, at Eskamini’s office, 1507 E. Concord St., Orlando.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • May 12, 2026
Town of Windermere to host Armed Forces Day 2026

The event will take place at 10 a.m. Saturday, May 16, at Town Hall, 520 Main St., Windermere.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • May 12, 2026
Ocoee to host 2026 Asian Cultural Festival this weekend

This year’s event will take place from 3 to 8 p.m. Sunday, May 17, at the Ocoee Lakeshore Center, 125 N. Lakeshore Drive.

  • Arts + Entertainment
  • Things to Do
    By
  • Leticia Silva
  • May 8, 2026
Young Star Musical Theatre presents 'Joseph and the Amazing Technicolor Dreamcoat'

The musical performance will take place Friday, May 8, Saturday, May 9, Friday, May 15, and Saturday, May 16.

  • Arts + Entertainment
  • Things to Do
  • By Observer Staff
  • May 6, 2026
Winter Garden Heritage Foundation to host Heritage Happy Hour

The event will take place from 5 to 7:30 p.m. Wednesday, May 13, at Heller Hall, 21 E. Plant St., Winter Garden.

  • Arts + Entertainment
  • Things to Do
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