Worst I can think of was SOCOM, GT from PS3 to PS4, MGS from PS2 to PS3. And I know I’m in the minority but Mario from 2D to 3D has been meh as fuck imho.
Best, probably GTA from PS1 to PS2. Madden from PS1 to PS2 was a great transition too.
I’m listing consoles because I forget what gens these all were.