360 vs 383

Other than size and weight which I don't think either is that good of a reason to discount a 383, the main advantage over 360 obviously is bore size, factory stroke with steel crank gives you the ability to turn just about any rpm you want, Vs a 408 an overbore 383 is fairly close to the 408 in size and add a stroker crank to a 383 will eclipse a 408 in size. Plus it's not hard to get heads with enough port volume for the larger displacements. 383 suffers the same fate as a 318 even though there's nothing wrong with it, other than Chrysler also produced a lot of 400/440 making it the least desirable choice of the 3.

And for the 360 it obviously can make the power most require out of them 300-450 hp and with stroker cranks can go 450-600 hp without crazy rpms, it is smaller and lighter most already have invested in a decent amount in parts for the small block platform for a lot it doesn't make sense to switch.