Owning both a .257 Wby and a .25-06 AI, I strongly would lean someone towards the .25-06 AI... The .257 Wby brass is expensive, hard to get, and factory loaded ammo costs rediculous amounts of money. Also, I've found that my .25-06 AI is more accurate, produces the SAME velocities, costs less, and uses 10-15 grians less powder to do it.
I still like the .257 Wby, but I am not afraid to admit when something else is a better option.