I attended OOPSLA this year in Portland. Probably the thing of interest to my typical readership was the dynamic languages symposium. I didn't stay for the whole session (took place on my birthday and I had places I needed to be), but what I did see was good.
The presented talks were fine (two of which were about Python). The last talk had to do with adding typing at the module level in mzScheme. This led to a drawn-out discussion amongst some big names in the typing world that was interesting to listen to but began to border on bickering.
Audrey Tang gave the second invited talk (and the last one I listened to) on Perl 6. While it has everything, it does include some rather cool features like gradual typing through annotations and hyper operators. Looks like they are building in some rather advanced features into the language.