I am not a logo expert, but from the above ones I would chose the second. But do I find it ideal? No. It has the focus on Windy and Town and a bit of Music. But at the end you want to sell music stuff and not wind or towns.
I would create a 4th version focusing on music elements with a bit of wind and town.
These images look cool, I am not a graphic designer but the designer who does my logos always tells me a logo should tell your story, and if it contains words, if you were to remove the words would what is left sell your brand? I do not know if Windy Town means something over in USA? But I showed my wife who’s impartial and asked her what is this company selling and her first response was “Wind Turbines” or “Storm fences”.
My suggestions to go back to basics, you sell music in different formats so you logo needs to suggest that. If Windy City is your brand and you want to include that in logo put “by Windy City under logo.
looking at your logo is still having the core issue (from my point of view) that the words “Windy Town” does not tell people that you are selling music. I understand after your explanations that the curves should show a waveform and after the explanation I understood it
I thought a bit about that and came to the conclusion that you need an extra Tagline saying explicit what you are doing. I made a short example.