Upcoming Calendar

We hope you can join us

October

November

Farmer's Market // Central Park – West Meadow
every saturday 8:00 am - 1:00 pm

Lady Track Shack 5K // park avenue
oct. 5 7:30 AM – 11:30 AM

Pink Week on Park // park avenue
oct. 5 - 11 10:00 AM - 5:00 PM

Holiday Open House // GInny's orchids
October 6 5:00 pm - 7:00 pm

Popcorn Flicks // central park - main stage
oct. 10 8:00 pm

Sidewalk Sale // park avenue
oct. 11 - 13 10:00 AM – 5:00 PM

Autumn Art Festival // central park
oct. 12 - 13 9:00 AM – 5:00 PM

Winter Park High School Homecoming Parade // central park
October 16 5:00 - 7:00

Park Avenue District Meeting // fannie hillman park avenue office
oct. 17 9:00 AM - 10:00 AM 

Winter Park Pumpkin Party // Central Park – West Meadow
Oct. 19 8:00 AM – 1:00 PM 

Trick or Treat at the Market // Central Park – West Meadow
oct. 26 8:00 AM – 1:00 PM 

Trick or Treat on the Avenue // Park avenue
Oct. 26 10:00 AM – 12:00 PM

Great American Big Band Boo // Central Park – Main Stage
Oct. 26 7:00 – 8:00 PM 



Farmer's Market // Central Park – West Meadow
every saturday 8:00 am - 1:00 pm

Fall into Art 3rd Annual Street Painting Festival // central park
Nov. 2 9:00 AM – 5:00 PM

Popcorn Flicks // Central Park – Main Stage
Nov. 7 7:30 PM

Cows N’ Cabs // Central Park – West Meadow
Nov. 9 6:00 PM

Light Up Park // Winter Park Country Club
Nov. 14 6:00 PM - 9:00 PM 

Park Avenue District Meeting // Fannie Hillman's Park Avenue Office
Nov. 21 9:00 AM - 10:00 AM


Farmer's Market // Central Park – West Meadow
every saturday 8:00 am - 1:00 pm 

Christmas in the park // Central Park – Main Stage
Dec. 5 6:15 – 8:15 PM

Winter on the Avenue // Central Park 
Dec. 6 5:00 – 9:00 PM 

Leadership Winter Park Pancake Breakfast // Park Avenue
Dec. 7 7:00 AM – 10:00 AM

Ye Olde Hometown Christmas Parade // Park Avenue
dec. 7 9:00 AM – 10:30 AM

Orlando Philharmonic Orchestra Holiday Pops // Central Park – Main Stage
dec. 8 6:00 PM

Great American Big Band, White Christmas // Park Avenue
Dec. 14 8:00 PM

Merry Tuba Christmas // Winter Park 
dec. 21 1:00 PM 

Pop-Tart Bowl Parade of Bands // Central Park 
dec. 26 11:00 AM

Chanukah in the Park // Central Park 
dec. 25 5:00 – 7:00 PM 


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December

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Planning Ahead

Featured events

Plated // Park avenue
Feb. 27

66th Winter Park Sidewalk Art festival  // Park avenue
March 21 - 23


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