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Arts + Entertainment | Things to Do

    By
  • Michael Eng
  • February 19, 2026
Car show rolls into Ocoee this weekend

Cars and Coffee Orlando will host its monthly event from 8 to 10 a.m. Saturday, Feb. 21, at House Blend Cafe, 10730 W. Colonial Drive, Ocoee.

  • Arts + Entertainment
  • Things to Do
    By
  • Liz Ramos
  • February 18, 2026
Annual Winter Garden Musical Fest returns

It takes about 40 city employees and 260 volunteers to pull off Winter Garden’s annual Music Fest. The 12-hour concert festival returns Saturday, Feb. 21.

  • West Orange Times & Observer
  • News
    By
  • Michael Eng
  • February 12, 2026
County builds community with free movie night

Orange County Parks and Recreation will screen “A Minecraft Movie” at 6:35 p.m. Friday, Feb. 13, at Dr. P. Phillips Community Park, 8249 Buenavista Woods Blvd., Orlando.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • February 12, 2026
Let Gymnastics USA watch your kids for Valentine’s Day

The gym’s Valentine’s Day Parent’s Night Out takes place from 6:30 to 11 p.m. Friday, Feb. 13, at the gym, 13175 W. Colonial Drive, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • February 12, 2026
Burn some Valentine’s calories at this 5K

The Dream Finders Homes For the Love of Chocolate 5K takes place at 8 a.m. Saturday, Feb. 14, at Southern Hill Farms, 16651 Schofield Road, Clermont.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • February 12, 2026
Windermere rolls out red carpet for Night to Shine

Night to Shine 2026 will take place from 6 to 9 p.m. Friday, Feb. 13, at the church’s Windermere campus, 300 Main St., Windermere.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • February 12, 2026
Fall in love at Ocoee’s Valentine’s soiree

The event takes place from 6 to 9 p.m. Friday, Feb. 13, at Ocoee Lakeshore Center, 125 N. Lakeshore Drive, Ocoee.

  • Arts + Entertainment
  • Things to Do
    By
  • Liz Ramos
  • February 10, 2026
Nonprofits to host inaugural Boots and Salutes in Windermere

Proceeds from the event will go toward sponsoring the travel for local first responders and veterans to go to the ranch for Healing Warriors Week at Wind River Ranch in Estes, Colorado.

  • Southwest Orange
  • Neighborhood
    By
  • Michael Eng
  • February 5, 2026
Home State to celebrate anniversary

The Renaissance Faire Birthday Bash takes place from 4 to 8 p.m. Saturday, Feb. 7, at Home State, 16016 New Independence Parkway, Suite 100, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • February 5, 2026
Central Florida Chili Cookoff heats up this weekend

This year’s event takes place from noon to 4 p.m. Saturday, Feb. 7, in the Hamlin Green Space, 14111 Shoreside Way, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Leticia Silva
  • February 4, 2026
Abracadabra Café to host K-Pop experience

The event will take place from 4 to 6 p.m. Saturday, Feb. 7, at 5736 Hamlin Groves Trail, Suite 150, Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Liz Ramos
  • February 4, 2026
Get ready to step to Motown at St. Luke's

The Men of Motown will hit the stage at St. Luke’s United Methodist Church to pay homage to Motown music.

  • Arts + Entertainment
    By
  • Leticia Silva
  • February 3, 2026
Orlando Magic Guard to make appearance at Planet Fitness

The event will take place from 6 to 7 p.m. Tuesday, Feb. 10, at Planet Fitness Ocoee, 10908 W. Colonial Drive, Ocoee.

  • West Orange Times & Observer
  • News
    By
  • Leticia Silva
  • January 29, 2026
Lost Bros to host tattoo pop-up at Home State Brewing Co.

The event will take place from 11 a.m. to 11 p.m. Saturday, Jan. 31, at 16016 New Independence Pkwy, Suite 100, Winter Garden.

  • Arts + Entertainment
  • Things to Do
  • By Observer Staff
  • January 29, 2026
Opera Orlando to present 'Silent Night'

'Silent Night' recounts a miraculous moment of peace during one of the bloodiest wars in human history — the Christmas Truce of 1914.

  • Arts + Entertainment
  • Things to Do
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