Started my quest this year and knocked off 11/100.
In order I played:
The Golf Club at Black Rock - About as fun as golf gets
Blackwolf Run - Similar to above, but much more crowded
Whistling Straits - Expensive, but worth it to do it once
Medinah #3 - HARD. Grounds are amazing, course wasn't my favorite
Arcadia Bluffs - Probably my favorite of all top 100 so far
Oakland Hills - Liked it more than I thought I would, almost had hole in ones on both 3 and...