Past Events

Doors Open:  Illinois

On August 25th and 26th, we celebrated the Bicentennial of Illinois by offering free tours of the landmarked 1857 Old Courthouse and Sheriff’s House.  About 150 people got a sneak peek at the currently closed upstairs courtroom and jail cells.  Thank you all for coming!   (Pictures by Woodstock Chamber of Commerce)

Let’s Square Dance 2018

Beautiful weather and great music in front of the majestic Old Courthouse = Let’s Square Dance 2018 on August 11th.  Mark your calendar for next year:  August 10, 2019!

Wizarding World of Woodstock 2018

Friends of the Old Courthouse sponsored the photo op, “Cupboard Under the Courthouse Stairs” and made a lot of little wizards and muggles smile on August 9th!   Thanks to volunteer Tony Romano for constructing our cupboard and see you next year!!


Gingerbread House Walk

It’s truly the most wonderful time of the year – Christmas in Woodstock, IL!  The holiday season begins the day after Thanksgiving with the annual Lighting of the Square from 5:00 – 9:00 PM.

Visitors to our 2017 Gingerbread House Walk:

Shops are open, free horse and carriage rides are available, as well as the Christmas Tree Walk at the Opera House and the newest event, our Gingerbread House Walk at the Old Courthouse.  We have four categories for entry:  Children Under 10, Family, Civic Groups, and Business.  The lines are long, but it moves quickly and the Houses delight the young and old.  And if you’re lucky, maybe you’ll catch a glimpse of the Gingerbread Man while visiting!

2017 Winners and Judges

The People’s Choice Winner (voting took place the night of the Lighting of the Square) was Woodstock’s Community Choir with their “Bandstand” entry pictured above in the upper left.

2016 Winners and Judges

The People’s Choice Winner (voting took place the night of the Lighting of the Square) was the “Rockin’ K Farm” entry pictured above in the upper left.

Dick Tracy Day 2016

Chester Gould created the Dick Tracy comic strip in 1938 and lived in Woodstock for most of his life.  Dick Tracy Days were a much anticipated summer event for almost 20 years on the Woodstock Square and the Dick Tracy Museum was housed in the Old Courthouse until it closed.

Our very first fundraiser was Dick Tracy Day 2016 and included Villains being captured on the Square, Chalk Contest, Green Screen fun, and so much more!

We are working on breaking the Guinness World Record for the Longest Cartoon Strip by a team and had approximately a half mile of it displayed throughout the Square.

We were honored to have Chester Gould’s family join us for the day.  Pictured is Jean Gould O’Connell, Chester’s daughter, with our Dick Tracy for the day, Sgt. Josh Fourdyce.

jean gould and tracy smiling