T-Shirt for Annual Community events that occur in the City

This is what a business in United States was looking for in their t-shirt design

The name of the town is DeFuniak Springs. I have a website I am working on at times located at defuniaksprings.com and more information can be found about the town at defuniaksprings.net.

It is a historic Victorian town located in northwest Florida. One of the big attractions is a natural spring fed lake in the middle that is pretty much round. They also have a historical meeting building on the circle called the Chautauqua Building. What I am trying to do is come up with a design that incorporates the historic elements of area as well as the various events that we have throughout the year. My though was that there was be some element to represent each event along with the date of the event, this gives me reason to change the shirt annually as it is updated.
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