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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Plated // Park avenue
Feb. 27
66th Winter Park Sidewalk Art festival // Park avenue
March 21 - 23
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