I have a great "Usinger's Sausage" hat that I wear anytime I play north of Kenosha. It gets TONS of oohs and aaahs. 
Now that brings up an entirely different vein here... great logoes to wear playing golf that have nothing to do with any golf course.
I must say I proudly wear the following quite often, in fact at GCA gatherings:
1. SCU hat - gotta support the alma mater
2. Belhaven's Best hat - sent by Martin Bonnar - a very proud possession. Benham has a great pic of me, him, Pieracci all sporting these.
3. NCGA logoed shirts, hats. I am proud to be a part of the organization.
4. LA Dodger hat - in the right crowd - usually a foursome of me and three Giant fans.
Best I've seen though is Mr. Huntley wearing a John Deere hat. There's something so inherently wrong about that, it's oh so right.
TH