Upcoming & Past events.

2026 Terrific Tomato Contest
Aug
26

2026 Terrific Tomato Contest

TERRIFIC TOMATO CONTEST - Wednesday, August 26th, 2026
The summer growing season is underway and the Highwood Historical Society is again thrilled to hold its Annual Terrific Tomato Contest.

All residents of Highwood and all members of the Historical Society are eligible to submit their tomato to win the title of “Most Terrific Tomato in Town” and a cash prize of $100.00. Tomatoes will be weighed, calibrated, and judged at Celebrate Highwood’s GarlicFest on Wednesday, August 26th. We invite all gardeners of any age with any experience, to participate. It only takes one!

Join us as we celebrate the art of gardening in Highwood and add information to our ongoing Highwood Homes Project. Register using the link below, in person at any Highwood Wednesday Night Market in Everts park, via email: highwoodhistory@gmail.com, or via phone, 847-682-9039.

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Epic Tales with Adria Bernardi
Feb
22

Epic Tales with Adria Bernardi

Please join us to welcome Adria Bernardi as she reads from her oral history, Houses with Names: The Italian Immigrants of Highwood, Illinois (1990). She will also share excerpts from writings that grew out of Houses with Names, including her novel, Openwork (2007), and her recent novel, Benefit Street (2022). Like Houses with Names, these novels continue her investigation of emigration, the building of new lives in a new country, and how the generativeness of the elders allows one to find a way to make things that are broken whole again. She’ll discuss her journey as a writer and as a translator from Italian.  Please click on the link below to register.

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North Shore Line & Highwood
Sep
1

North Shore Line & Highwood

All aboard. Special presentation on the North Shore Railway. Highwood was the administrative and work center for this railroad which operated from the early 1900’s and shut down in 1963. Joe Stupar and Norm Krentel from the Illinois Railway Museum in Union, IL will share photos and stories of this important railway which was a major transportation connection for all communities along the North Shore from Milwaukee to Chicago. Free program. Everyone welcome. Share your memories and share your stories.

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Last Chance to Dance with Mary Mazzetta
Aug
9

Last Chance to Dance with Mary Mazzetta

Help us pay tribute to Mary Mazzetta, Highwood’s legendary Dance Instructor. Who could forget those Saturday morning classes . . . shuffle, shuffle, step, step? And the endless rehearsals for the spine-tingling, full-costume recitals at the Highwood Rec Center where our parents, grandparents, and friends sat in awe. Join us in celebrating with Mary the remarkable impact she had on a generation (or two or three) of Highwood children.

Please pass the word to your friends and families. Join the event on the Highwood Historical Society Facebook page, call 847-682-9039, or email highwoodhistory@gmail.com to R.S.V.P. Sunday, August 9th, 1:00 to 4:00 pm, St. James Parish Hall. Refreshments will be served.

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