I don't like Romeo and Juliet. I think it is one of his weaker plays and I feel it doesn't show Shakespeare's talent. It shows he can write and that he had his own language but shows nothing of how brilliantly talented he was.
I was not impressed by Romeo and Juliet and it really isn't a favorite of mine. I won't die if I never read it again.
Hamlet...heh, now that is a different story. I am madly in love with that play rofl. I must have read it...oh...4? times now and I watched the play performed in a theater and have seen the movie (ALL of it, not an "cut and paste" movie) twice. (Plus, I love K.B. - best Shakespearean actor).
Currently, I am reading Macbeth for the second time and I, like Hamlet, am madly in love with this play haha. I love his greatest tragedies. I don't consider Romeo and Juliet one of his greatest tragedies. People die. Big woop rofl. In plays like Hamlet, they die...and I mean, they drop cold dead in such a way that is breath taking, seriously! Okay, I get myself excited over Shakespeare...so sue me lol.
Another great play, though comedy, is Love's Labour's Lost. Though I don't recommend anyone to read it until they are older haha. In this play, he REALLY shows off his language and really uses his own. He had his own language, by the way lol.
I recommend Othello. That is another of his greatest tragedies. I love it. Plus -- definite Disney connection there...The protagonist is named Iago!

Okay, so I had to say it rofl.
Macbeth and Hamlet, though, those two are my absolute favorite of his greatest tragedies. Not Romeo and Juliet...yeah, okay, it's sad...boo who, cry me a river. Poor Romeo and Juliet. lol. Nah, it's okay, really...just, it's nothing, NOTHING compared to his better plays. Romeo and Juliet is good for those just starting out in Shakespeare. It's an excellent play to start with because it is so much easier to interpret and understand. Plus it's great to analyze (though not as great for that reason than some others of his).
The play I dislike the most is A Midsummer Night's Dream. Now THAT play is fluff and has nothing of significance. It really is a "burp" for Shakespeare that really isn't a good play to connect Shakespeare to because it doesn't show his talent at all. But it's okay to read for fun...but not for anything decent. Really. IMHO.