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Arts + Entertainment

    By
  • Michael Eng
  • January 6, 2026
Olympia High returns with second annual Turkey Trot

The event will take place at 9 a.m. Saturday, Jan. 24, at Bill Frederick Park, 3401 S. Hiawassee Road, Orlando.

  • Arts + Entertainment
  • Things to Do
  • By None
  • December 16, 2025
Gymnastics USA’s Christmas Spectacular tumbles into town

The Winter Garden gym will host the free event from 6 to 9 p.m. Friday, Dec. 19, at 13175 W. Colonial Drive, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • December 16, 2025
Centre for Dance and the Performing Arts returns with ‘In His Name, We Dance’

There are six opportunities to take in the Centre for Dance and the Performing Arts annual Christmas show, ‘In His Name, We Dance.’

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • December 16, 2025
White Swan Academy to present annual ‘The Nutcracker Story’ performance

The one-hour show will take place at 11 a.m. Saturday, Dec. 20, at Family Church — Windermere Campus, 300 Main St., Windermere.

  • Arts + Entertainment
  • Things to Do
    By
  • Leticia Silva
  • December 16, 2025
“All Is Calm” performance to benefit Winter Garden Heritage Foundation

Opera Orlando will perform the show Dec. 20, and Sunday, Dec. 21, at the Garden Theatre.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • December 16, 2025
Orlando Choral Society to present Christmas concert

The concert will take place at 7 p.m. Saturday, Dec. 20, at West Orange High School, 1625 Beulah Road, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • December 16, 2025
Florida Running Co. celebrates season with 12Ks of Christmas

This year’s 12K and 5K run takes place at 6:15 a.m. Saturday, Dec. 20, Hamlin Town Center, 14111 Shoreside Way, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • December 16, 2025
‘A Christmas Carol’ to take Garden Theatre stage

There will be two performances of the Christmas classic — at 2 and 8 p.m. Monday, Dec. 22.

  • Arts + Entertainment
  • Things to Do
    By
  • Liz Ramos
  • December 11, 2025
PHOTOS: St. Luke's United Methodist Church's Sounds of the Season 2025

The church is bringing together a community choir, dancers, community youth choir and orchestra for its annual Sounds of the Season Thursday, Dec. 11 through Saturday, Dec. 13.

  • Arts + Entertainment
  • Things to Do
  • By Observer Staff
  • December 10, 2025
St. Luke's United Methodist Church’s ‘Sounds of the Season’ Christmas concert returns

Performances will take place at 7 p.m. Thursday, Dec. 11, Friday, Dec. 12, and Saturday, Dec. 13; and 2:30 p.m. Sunday, Dec. 14.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • December 10, 2025
Nehrling Gardens to celebrate 14th Holiday Amaryllis Festival

The event takes place from 9 a.m. to 3 p.m. Saturday, Dec. 13, at the gardens, 2267 Hempel Ave., Gotha.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • December 10, 2025
Chabad of South Orlando to host Chanukah Grand Community Festival

The event takes place beginning at 4:30 p.m. Sunday, Dec. 14, at Chabad of South Orlando, 7347 W. Sand Lake Road.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • December 10, 2025
Chabad of Winter Garden to host Chanukah celebration

The Jewish organization will bring its celebration to downtown Winter Garden at 5 p.m. Sunday, Dec. 14.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • December 10, 2025
Ocoee to host full day of holiday cheer

The city’s Jolly Jamboree and Tree Lighting takes place from 1 to 7 p.m. Saturday, Dec. 13, at Ocoee Lakeshore Center, 125 N. Lakeshore Drive.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • December 4, 2025
Southern Hill Farms celebrates season with Christmas on the Farm

The farm will be open for festive fun Dec. 6, 7, 12, 13 and 14.

  • Arts + Entertainment
  • Things to Do
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