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Arts + Entertainment

    By
  • Michael Eng
  • April 23, 2026
Help Second Harvest Food Bank at Windermere’s Food Truck Night

The event will take place from 5:30 to 9:30 p.m. Friday, April 24, at 520 Main St., Windermere.

  • Arts + Entertainment
  • Things to Do
    By
  • Liz Ramos
  • April 23, 2026
Free beginner pickleball clinic available in Winter Garden

Winter Garden Go Pickleball Volunteers and the city of Winter Garden is sponsoring a free clinic at Veterans Memorial Park.

  • Arts + Entertainment
  • Things to Do
    By
  • Leticia Silva
  • April 20, 2026
West Orange Foundation to host Industry Exploration Expo for children

The event will take place from 9 a.m. to noon Thursday, April 23, at Southern Hill Farms, 16615 Schofield Road, Clermont.

  • Southwest Orange
  • News
    By
  • Michael Eng
  • April 15, 2026
Windermere Rotary’s Lobster and Laughs promises to be a ‘shell’ of a good time

The event will take place at 6:30 p.m. Saturday, April 18, at The Pines at Windermere.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • April 15, 2026
Windermere to roll out red carpet for fathers, daughters

The town’s Daddy Daughter Dance will take place from 6 to 9 p.m. Friday, April 17, at Windermere Town Hall, 520 Main St., Windermere.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • April 15, 2026
Roper YMCA to host Healthy Kids Day

The free event will take place from 10 a.m. to 1 p.m Saturday, April 18, at the YMCA, 100 Windermere Road, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Leticia Silva
  • April 14, 2026
Local art nonprofit partners with Vibrant West Orange

The partnership between the Winter Garden Art Association and Vibrant West Orange brings the arts to maturing adults.

  • West Orange Times & Observer
    By
  • Liz Ramos
  • April 14, 2026
Windermere High seniors to bring barbershop quartet to Top Talent LIVE

A Good Old Barbershop Quartet is keeping the tradition of barbershop alive.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • April 14, 2026
West Orange Chamber of Commerce to serve up annual Best Fest

The 21st annual Best Fest — The Taste of West Orange — takes place from 5 to 8 p.m. Thursday, April 16, at Bill Breeze Park, 125 N. Lakeshore Drive, Ocoee.

  • Arts + Entertainment
  • Things to Do
    By
  • Leticia Silva
  • April 13, 2026
Ocoee High to perform 'Hadestown: Teen Editon'

Performances will take place from Wednesday, April 15, to Saturday, April 18.

  • Observer School Zone
  • News
    By
  • Michael Eng
  • April 9, 2026
Oakland Nature Preserve illuminates the night with Firefly Hike

The event will take place at7 p.m. Friday, April 10, at ONP, 747 Machete Trail, Oakland.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • April 9, 2026
SAVE THE DATE: Arts at the J to present Comedy For Peace

This event will feature Christian, Jewish and Muslim comedians together on one stage.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • April 9, 2026
Flamingo Crossings block party set for Friday

The party will take place from 6 to 9 p.m. Friday, April 10, on Sugar Belle Drive in Flamingo Crossings Town Center.

  • Arts + Entertainment
  • Things to Do
    By
  • Liz Ramos
  • April 8, 2026
Spring Fever to return to Winter Garden

More than 150 Bloom and Grow Society members will volunteer for a total of more than 650 hours during Spring Fever in the Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Leticia Silva
  • April 8, 2026
Horizon West Middle to present ‘The Lightning Thief: The Percy Jackson Musical'

The musical will be performed from Thursday, April 9, to Saturday, April 11.

  • Observer School Zone
  • News
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