In response to jamesjazzguitar:

Hepburn said that she liked living an independent life. She said that she didn't want to be married to anyone because that would require her to fulfill the role of a wife (including having children) with all that requires. She also said that one of the great appeals of the relationship with Tracy was that he was available while not being available. It seems pretty clear that the relationship with Tracy suited her quite well. If they had been married, could she have gone off to Australia for six months to do a Shakespeare tour and spends months away from him while touring in plays? Would she have instead, as a married woman, been restrained by her responsibilities? I think so. She really did have it both ways and she had, what she described, as a delightful companion. What you want to do is apply your conventional ideas about what makes people happy to Katharine Hepburn. Your ideas about what makes someone happy are irrelevant in this case.

As for Louise Tracy, ask yourself why knowing, as she must have, that he was rampantly unfaithful to her and that he wasn't living with her for years, why did she not divorce him? The answer isn't because of their son or the Clinic. She would have got most of Tracy's assets in a divorce. She wasn't going to lose out financially and there was certainly no religious prohibition from her end. So what was Louise thinking?

I have my own theory, about Holiday as the title implies, he met her on vacation. Didn't he even go to the back door thinking she worked there? Maybe while she was away from her family's influence she was a different person. As in the movies of that era Having Wonderful Time Ginger Roger's character acted rich.People sometimes behave differently while on vacation, than they normally do.

I really love Holiday because I find it quite charming in its message and simplicity. However one negative thing I can say about it is I found the sister and father somewhat one dimensional. It's probably the sweetest of the three films.

Phila Story I love except for Kate's father telling her it is her fault he had an affair. That scene always bothered me. Of course the classic scene with Grant & a drunk Stewart is hilarious. I also think the film has the best dialog of the three. And I just love sophisticated romantic comedies, the type we really no longer have.

As for Bringing up Baby yes it isn't moving necessarily but I don't consider that a fault. It makes me laugh which is what it sets out to do. Mind you BUB seems to be a very polarizing where many people think it is too zany or Katharine's character too over the top but I adore that aspect of it. For me pretty much every scene gets a laugh and I love that all the characters are a bit loony. Just thinking about the movie makes me laugh.

Holiday is my favorite but because it has a message about live and it really moved me when I first saw it just starting out in the business world. At the time I was all business and thus making good but I also was missing out on life. This movie helped me balance. I also find it the most romantic.

Phily Story is the most well constructed of the three but Kate is a turn off since her character is so cold. I find it interesting that that booze is key to the story; Grant needs to stay off of it and Kate needs to have a drink or two to become a human being!

Baby is screwball all the way. Funny of course but lacking in terms of being moving like the other two.

Yes, that clearly looks like a make up call to me, but his role is a strange one since I assume he had just as much if not more screen time than Grant but the movie centers around the Grant \ Hepburn relationship. Thus Stewart's role is a lead role but the movie isn't a Stewart movie.

I think Stewart's Oscar proves that the Academy was trying to make it up to him for not giving him the Oscar for MR. SMITH the previous year.

Your right about that but Kate isn't very romantic in that one (well expect at the very end or when she is drunk!).

Also Steward is really more of the lead in that one in many ways (and he has a oscar to prove it!).