I don't really see the logo reflecting "vibrant culture, art, history and adaptive re-use" at all. The logo, right now, really could be for any street anywhere.

I'd also look for alternatives to Mistral. It's a face that has been overused to the point where it's suffers the same stigma as Comic Sans or Papyrus.

First small idea.

I guess the type 'grand avenue festival' could be an avenue by itself. No need for a fancy clipart skyline in the back.

First design a good logo composition in b and w. No need for strokes and colors yet.

Also, you should never use outlines unless the design specifically calls for it and you are using an actual outlined font.

As for the leaf… Though that's a bit of a cliché nowadays, if you still wish to keep it in the design, there's definitely margin for improvement there, too.