DARREN: I collect memorabilia, too. I’ve got each year’s Harvard team pennant going back to 1927 … It’s all over the walls at the rec room.
LORELAI: See, see, lots of paraphernalia.
Lorelai is crowing because Rory felt upset when she was told that having Harvard paraphernalia on her walls was a sign of being immature and desperate. Now she can see that Darren, a real Harvard graduate, has masses of Harvard memorabilia all over the walls of his recreation room. She had the real Harvard spirit all along!
Of course, Darren waited to graduate before he started collecting Harvard memorabilia – Rory has been putting it on her bedroom walls since she was a young girl. I’m not sure you can say she and Darren are exactly the same, although he is clearly a bit of a Harvard tragic as well.