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Arts + Entertainment | Things to Do

    By
  • Michael Eng
  • May 7, 2025
Matthew’s Hope to host Spring Festival

The festival takes place from 2 to 6 p.m. Sunday, May 11, at Stoneybrook West Golf Club, 15501 Towne Commons Blvd., Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • May 7, 2025
Plant Street Market, Crooked Can to celebrate 10 years

Crooked Can Brewing Company will host a weekend full of celebrations at the market, 426 W Plant St., Winter Garden.

  • Arts + Entertainment
  • Things to Do
    By
  • Liz Ramos
  • May 7, 2025
Young Star Musical Theatre to present "Les Misérables School Edition" in Winter Garden

The cast of at least 60 students will have performances May 8-17.

  • Arts + Entertainment
  • Things to Do
    By
  • Amy Quesinberry Price
  • May 7, 2025
Ocoee to bury centennial time capsule

Residents are invited to see what items will be included during a special ceremony.

  • Ocoee Centennial
    By
  • Amy Quesinberry Price
  • May 7, 2025
Ocoee to host Centennial Celebration

The Friday night festivities to commemorate Ocoee's 100-year anniversary will include music, rides, vendors and historic tours.

  • Ocoee Centennial
    By
  • Liz Ramos
  • May 1, 2025
Winter Garden's Shop, Dine & Stroll set for Saturday, May 3

Win Raffle MAY-nia prizes and enjoy a live outdoor concert and merchant promotions.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • April 30, 2025
Natyatharu Performing Arts to present 2025 Dance Recital

The recital takes place at 4:30 p.m. Sunday, May 4, at Windermere High School’s Performing Arts Center, 5523 Winter Garden-Vineland Road, Windermere.

  • Arts + Entertainment
  • Things to Do
    By
  • Michael Eng
  • April 30, 2025
Rosen JCC to bring Israel to Southwest Orange

The community center’s Israel North to South event will take place from 3:30 to 6:30 p.m. Sunday, May 4, at the center, 11184 S. Apopka-Vineland Road, Orlando.

  • Arts + Entertainment
  • Things to Do
    By
  • Amy Quesinberry Price
  • April 30, 2025
Wildlife drive celebrates 10 years

The Orange Audubon Society will be at the Lake Apopka Wildlife Drive Sunday, May 4, to join the celebration.

  • Arts + Entertainment
  • Things to Do
    By
  • Amy Quesinberry Price
  • April 30, 2025
Jump into May with daylong Shop, Dine & Stroll

The city of Winter Garden and the downtown merchants are hosting a day of shopping, raffles live music and dining Saturday, May 3.

  • Arts + Entertainment
  • Things to Do
    By
  • Amy Quesinberry Price
  • April 30, 2025
West Orange Junior Service League saddles up for annual Run for the Roses

The excitement of the Kentucky Derby will come to West Orange County May 3.

  • Arts + Entertainment
  • Things to Do
    By
  • Amy Quesinberry Price
  • April 30, 2025
Discover dramatic history of local storms in WGHF exhibition

The Winter Garden Heritage Foundation is holding a special reception to debut "Tempests and Tornadoes."

  • Arts + Entertainment
  • Things to Do
    By
  • Amy Quesinberry Price
  • April 30, 2025
West Orange High School theater to present 'Guys & Dolls'

West Orange thespians are staging the spring show May 1 through 4.

  • Arts + Entertainment
  • Things to Do
    By
  • Sam Albuquerque
  • April 28, 2025
Get Shorti: Grand opening for Ocoee Wawa set for May 1

The new gas station and convenience store on the corner of West Colonial Drive and Clarke Road will hold a ribbon-cutting ceremony with free coffee and T-shirts for first 100 customers.

  • West Orange Times & Observer
  • News
    By
  • Liz Ramos
  • April 24, 2025
Healthy West Orange to host salsa dance event

The event will feature a performance by two professional salsa dancers before the floor becomes open to everyone.

  • Arts + Entertainment
  • Things to Do
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