Is it possible to display something like this in Splunk with CherryPy?
Yes You Can...
http://wiki.splunk.com/Community:40GUIDevelopment
Implement your logic to get the list of directories and create an html to display your content
The Wiki examples didn't work for me in 6.5.2.
Where would you want it to do that? In an app?
They do it on the add data page here:
https://localhost:8000/en-US/manager/search/adddata/selectsource?input_mode=0
Oh sorry... they did that in 5.x on the similar page.