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Mary Roberts, of Highland Park, won Best in Show in our annual The Great Pumpkin Contest with her entry of Jack and Sally from “The Nightmare Before Christmas.” Photo submitted
Eric DeGrechie, Managing Editor
3:13 am CST November 6, 2019

Though we’re not sure if The Great Pumpkin visited Linus this year, we do know that the North Shore is filled with some talented carvers. 

Entries to the annual Halloween contest came in fast and furiously once the calendar neared Oct. 31 as many entrants wait until the last minute to dust off their special carving tools. 

We’re sure many of you wonder how we go about deciding which creation is the best so I’m going to take you behind the scenes for the first time this year. When our deadline for entries concluded on Friday, Nov. 1, the editors printed up photos of each submission and we began lining them up along the floor in the middle of our office. With so many entries, they took up some space. We then started walking around the pile and commenting on the ones we liked best. We even brought in our sales team and the publisher to help narrow things down. 

In the end, though it was admittedly difficult, we made choices of our favorite pumpkin carving for three different categories: Best in Show, Most Scary and Most Funny. Here are the winners:

Best in Show

Mary Roberts, of Highland Park. In this ode to “The Nightmare Before Christmas,” Roberts carved characters Jack Skellington on one side and Sally on the other. For her win, Roberts will receive (2) tickets to see the Blue Man Group. 

Most Scary

Karen Graves, of Glenview. Speaking of nightmares, this entry of what appears to be a cannibalistic clown definitely scared us and that’s worth something. In this case, the winner will receive some brownies from our friends at Gail’s Brownies, featuring decadent desserts. Find out more at www.gailsbrownies.com. 

Most Funny

Andrew Attea, of Glenview. Just one look at the toothy grin on this jack-o’-lantern and you can tell the creator had some fun carving it. The winner will also receive some brownies from Gail’s Brownies. 

Thanks again for all your entries. Keep an eye out for our next contest — Holiday Greeting Card Contest.