My wife is a medievalist and has been an attendee and session organizer at Kalamazoo multiple times. She has always enjoyed the variety at the conference, with academic topics during the day, and more "fun" topics in the evenings (constructing a medieval sextant, discussions on the language of Elvish etc).
I spoke at Kalamazoo 10 years ago. Medievalists are a quirky bunch, and having them all together in one place makes for a fabulously quirky conference. There are plenty of folks there for whom Kalamazoo is the highlight of the year.
While I've never been, I was close friends with a professor of English who used to go to Kalamazoo every year. I love history myself so I enjoyed hearing about his work when I would visit him.