City of Winter Garden, FL

Home | Resident | Business | Visitor | City Hall | Public Safety

A charming little city with a juicy past

Special Events

City of Winter Garden
300 West Plant Street
Winter Garden, FL 34787
407.656.4111



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

http://www.wintergardenfarmersmarket.com/




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)