Flying to Fields near OSH

I'm a low time pilot too and have flown into both Sun n Fun and OSH a
few times and find OSH to be significantly less stressful...

Go ahead and fly into OSH. It's a great feeling! There are a few
things you can do to make life easier for yourself:

1) Watch the weather. If there's a crosswind you're not comfortable
with, go to Appelton or Fond du Lac instead.

2) Pick your time. Heaviest arrivals are usually around the meat of
the day. If you can get in there during the first hour (in particular)
or the last hour it tends to be easier (and less windy)

3) Take a second pair of eyes if you can - helps a lot.