City of Winter Garden, FL

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A charming little city with a juicy past

Special Events

City of Winter Garden
300 West Plant Street
Winter Garden, FL 34787

Party in the Park

Event Date: Tuesday, July 4th, 2017
Event Time: 5 pm
Event Location: Newton Park, 29 West Garden Avenue

Bring a chair, blanket or have a seat in the grass for this annual Winter Garden tradition! Keep your eyes on the sky for one of the best firework displays in West Orange County. Live music, family activities, food and more keep the evening fun for all ages! Festivities begin at 5:00pm. Fireworks show at 9:15pm. Parking is available at Health Central Park and Dillard Street Elementary. If you are interested in becoming a vendor please click here.

Ongoing Events:

Winter Garden Farmers Market

Event Time: Saturdays 9am - 2pm
Event Location: City Pavilion, Tremaine Street

The Winter Garden Farmers Market is your hometown market open every Saturday from 9:00am to 2pm in beautiful Historic Winter Garden. 

The Market has quickly grown into a community staple and offers a large selection of vendors from locally grown produce and baked goods, to homemade soaps and fresh flowers, and even live entertainment each week! 

Bring the whole family (even your four-legged friends) and experience what makes the Winter Garden Farmers Market so special. 

Enjoy LIVE MUSIC every Saturday from 10:00am to 2:00pm

Cruz N Car Show

Event Time: 4pm - 8pm
Event Location: Downtown Winter Garden






The Cruz N Car show is held quarterly in Downtown Winter Garden on the third Saturday in January, April, June, and September from 4 to 8 pm.

  • January 21
  • April 15
  • June 17
  • September 16

Friday’s on the Plaza

Event Time: 7 - 9 pm
Event Location: Downtown Winter Garden

Come enjoy live music every Friday night on the Plaza

  • May 26 - Good Times Jazz Band (Jazz)
  • June 2 - Layla Brisbois (Acoustic)
  • June 9 - Keith Eaton (Soul)
  • June 16 - Grimes Alley (Country, Blues, Acoustic)
  • June 23 - Good Times Jazz Band (Jazz)
  • June 30 - Jay McMullan (Americana with harmonica)
  • July 7 - Amy Robbins (American Folk, Country, Acoustic)
  • July 14 - Tree Frogs (60s & 70s)
  • July 21 - Jade Frances (Pop, Acoustic)
  • July 28 - Good Times Jazz Band (Jazz)
  • August 4 - Retro Ramblers (Pop, Oldies)
  • August 11 - Jay MC & Mountain River Band (Country)
  • August 18 - String Theory (Motown)
  • August 25 - Good Times Jazz Band (Jazz)
  • September 1 - Layla Brisbois (Acoustic)
  • September 8 - Da Capo Jazz Trio (Jazz)
  • September 15 - Porchdogs (Cajun, Zydeco)
  • September 22 - Good Times Jazz Band (Jazz)
  • September 29 - Patchwork Quilt (Folk, Country)