Depends. There's no universal right answer. Are the games you would play again backwards compatible? Are your favorite old games innovative contemporary games without so much replay value, probably heavily storyline based, or are they well designed ageless games that focus on replayability? Remember that a lot of old classics will (And possibly have) come out on some sort of virtual console for cheap: Then again, classic consoles can also be found very cheap, and give you even less for trade in, makeing the pay off for getting rid of an old system minimal (Though also consider issues of space, storage, and dealing with all those wires.) Do you play PC games, allowing you to rebuy the classics you care about when they come to Steam or Good Old Games? And lastly, remember that realistically, even if someone refuses to take of their Nostalgia glasses, it's probably more satisfying to play a fresh, new, innovative game, then to play Zelda, Metroid, and Super Mario Brothers for the 300th time in a row. Figure out what games, realistically, you will play in the long run, and figure out your options for playing them. And remember that your not betraying a game by leaving all of your praises in past tense. Gallileo was wrong about a lot of things that would be mistakes of basic astronomy today, but he was still an excellent scientist, and modern astronomers owe him a great debt. The best way to pay this debt it by following the new innovations like that game once did, rather then rely on the standard, already been done formula.