@den748 I made a trip to Pinehurst back in 2017 and it was a GREAT experience; you are in for a treat. We played #2, #4, #7, Tobacco Road and Dormie Club.
Here's my 2 cents.... I HIGHLY suggest a caddie on #2. I grew up playing TPC Southwind so I was used to PGA Tour courses but had never played a major championship track. #2 gave me a whole new respect for major championship greens. Without a caddie I quite possibly would have had 54+ putts; they were that hard to read. Glad we played #2, but was a downright brutal test (the massive hangover and 5th course in 3 days didn't help either!!)
We did not have caddies on the other courses and do not remember thinking we would have scored much better with one.
Tobacco Road is what I consider "goofy golf". Lots of blind shots and tricks. I remember it well, as I shot a personal best that day but am strangely not dying to go back for more. All that said- it is worth playing to see if it fits your eye.
I know Dormie Club has gone private now but if you can find a connection to get you on, it is an absolute must. Dormie was the hands down favorite course we played that week.
Good luck and have fun!