How does one inquire about possibly hosting a small outdoor festival?

It's also called Wendy Park the area behind the bar that still might be a cleveland park so check with parks and rec in Cleveland it could be a county or state park then you would have to check with one of those places

Hi Liz, please contact our events coordinator, Kym here: http://www.whiskeyislandevents.net/contact.html

I honestly don't know