State And Main is a dry-humor comedy from 2000 that’s set in a small Vermont town while a struggling movie tries to get off the ground. Besides the all-star cast, there’s an extreme amount of Barbour, Woolrich, and Filson. The cast is pretty outstanding with Alec Baldwin, William H. Macy, Phillip Seymour Hoffman, Sarah Jessica Parker, and many more to round them out.
Unfortunately the movie didn’t do all that well, and to be honest I didn’t really remember it until it was available through On Demand. Anyway, here’s an incredible scene on bow-ties and cravats.