Some I actually paid to use... because I just had to have them. But more than anything, I love the font for West Side Story for its name: Dirty Ego. Fabulous name. I'm also very keen on the font used for The Ballad of Frankie Silver -- Maiden Orange. In some of the graphics, the font gets scratched to match the effect of the poster. A haunting story needs a creepy looking poster and what better way to convey that than with scratches. Scratches = Creepy in today's graphic sensibilities, right? The font is weighted/thick enough to be seen from a distance, yet can handle a little "destroying" and still read well.
The most difficult title to find a font for this year was You Can't Take It with You. The first difficulty was its length. To make it readable, yet fit on one line to match the other plays, proved impossible. Also, it's a comedy, so most poster designs by other theatres used a cartoony font to convey that... a sophisticated font doesn't present the right impression. However, too childish a font doesn't present the theatre in the right light either. Also, look at the capitalization in the title: poor "with" is the only word left out... and it just looks goofy, especially if "It with You" is on a line by itself. So, an all caps Quota saved the day. I had played with using two different fonts to show the difference between the two families, but it just didn't read well.
For a sneak peak at the preliminary posters, you can check out Parkway Playhouse's Blog.