Castor Hat by Brixton
A classic straw hat with gold silk lining. It's available in blue and yellow, as well. However, I believe Chuck Bass wore something similar to this one.
This "tiny billed" hats, as i like to call them, were all over the place years ago and have now died down. But this one is great and easily worth your attention. Herringbone twill with a satin lining.
A non traditional (probably vintage) style shape. This hat is a navy/natural pinstripe with a navy bill. Plus, it sports a genuine leather sweatband. It's definitely different. So, if that's your thing...