To be honest, playing any Legend of Zelda game can make me nostalgic for the most part. I usually associate them with the time of year I first got to play them, and the events that happened in my life around then. So, for optimum nostalgia, I'd play them when certain parts of the year make me crave a certain game. x) That usually works with most games I play, so it's not just limited to the Legend of Zelda. I hold a pretty strong bond to the past, so I can get nostalgic fairly easily with certain games, music, environments, etc.
Though, the most nostalgic for me would have to be A Link to the Past. Not only is it my first and favorite Legend of Zelda game of all time, but it's one that I would pick up and put down all the time when I was young, so there's not really a specific time of year I associate it with. For some reason, the part of the game that really gets me feeling nostalgic and stuff is right after beating Desert Palace and my boomerang upgrade is more powerful than my sword. I'm not sure why, but it always is right around there. Maybe it's because that's where the game starts picking up and stuffs, but there's not really another feeling like it, haha. Theives' Town is probably one of my favorite dungeons in the game, and usually being in that environment also makes me feel pretty happy, too. Every aspect of A Link to the Past is perfect, and it just, well... is a link to my past, I guess... *shot*