Friday, March 01, 2024


Winners Announced for Windows Painting Contest

Westport CT Halloween Window Painting Winners 2020
Halloween Window Painting Contest winning entries. (CLICK TO ENLARGE) Matthew Mandell for

The Westport Weston Chamber of Commerce (WWCC) today announced the winners of this year’s annual Halloween Window Painting Contest held Saturday.

About 100 children, the highest participation to date, painted 55 commercial windows for the contest, the announcement said.

“We are so pleased to have pulled this off, in spite of the pandemic,” said Matthew Mandell, WWCC executive director. “The effort was truly worthwhile, and we thank every merchant who offered a window, to ensure every child entered had a canvas to paint.”

This year’s judges were Ruth Mannes, MoCA of Westport executive director and Anne Greenberg, MoCA’s education director.

“This was a fierce competition,” Greenberg said. “It was clear that all the kids who participated really put their all into their artwork.

“We were so impressed by the sheer volume of participants and the high quality of their submissions,” she added.

Ribbons were placed on the winning windows, and the children received an award certificate and a gift card to Donut Crazy.

Among the elementary school contestants, Perri Schleef, a Weston Elementary School fifth grader, won the scariest window competition for the artwork at Baker Graphics.

First grader Calvin Carreras of Westport’s Long Lots Elementary School won the “Best Halloween Theme” competition, with help from Julian Carreras and Aaron Slomich, for the window painting at 1st Nail Spa.

The “Most Original” competition was tie between Saugatuck Elementary School second grader Caroline Hammond who painted the windows at Stiles Market and Chloe Robbin, a second grader at Long Lots Elementary School who painted the Fleet Fleet window.

Among the middle school participants, Sophie Jacques, a Housatonic Valley Waldorf School sixth grader won the scariest competition for the painting at Stephen Kempson.

The “Best Halloween Theme” in this category was won by Sally Nathan, a sixth grader at Bedford Middle School for her painting at Cycleology.

Hailey Kiperman, who is in the sixth grade at The Southport School, won “Most Original” for the painting at Restore Hyper Wellness + Cryotherapy.

In the high school competition, Ella Schweizer, a freshman at Brien McMahon High School in Norwalk, won “Most Original” for her artwork on the windows of the Greens Farms Spirit Shop.

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