Why does Miss Brill enjoy her Sundays in the park?

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The main reason why Miss Brill enjoys her Sundays in the park is because this type of distraction is the sole medium by which the expatriate English teacher, who lives alone, has a chance to feel as a part of a bigger society. Aside from her Sundays at the park, she leads an otherwise dull existence, and a very lonely one, at that.

When Miss Brill goes to the park, she does not just go to rest and enjoy the view. She has made it a habit to people watch. More than that, she actually assigns roles to the people whom she watches. Doing this, she feels as if she knows them, and that she can approach them. This is something she would not be able to do otherwise.

And then she too[...]and the others [...]would come in with a kind of accompaniment–[...]. And Miss Brill's eyes filled with tears and she looked smiling at all the other members of the company. Yes, we understand, we understand, she thought[...]

The thing is that Miss Brill has taken this habit too much to heart. She sees the people in the park as actors in a huge play. She sees herself as part of the scenery, and this is what makes her so emotional about the whole thing: she finally gets to be a part of the world, in her terms.

So strong is her attachment to the fantasy, that she does not ever realize how strange she looks like in the eyes of the world, or how odd the whole thing is. We are never told, as readers, whether Miss Brill even acknowledges herself as it is; whether she recognizes her awkwardness. So detached is she, that she even "hears something crying" when she has to rush home after hearing the young couple laugh at her and her "old smug". Especially, when they laughed at her beloved fur. 

Therefore, the Sunday trips are mental escapades for Miss Brill. In them, she gets to be whoever she wants, and feel freely accepted by the rest of the world around her. We are hinted that she is, perhaps, taking this habit too seriously, and becoming too attached to it. The crying at the end shows us that her fantasy has finally cost her a fragment of her pride and dignity, after all.

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Why does the main character in the short story "Miss Brill" go to the park on Sundays? How does she feel when she is there?

Miss Brill, a British expatriate who teaches English in France, leads quite a lonesome life in her adopted country. From what the reader learns,  Miss Brill has made a habit of going to the public gardens on Sundays to watch people. 

While she is there, she uses her imagination to give character traits to everyone that she sees there. She compares this experience to going to the theater; she makes up stories using the people whom she sees, pretends to know them, and engages in an active, imaginary storytelling with herself. 

How she enjoyed it! How she loved sitting here, watching it all! It was like a play. It was exactly like a play. Who could believe the sky at the back wasn't painted? [...]They were all on stage. [...]they were acting. Even she had a part and came every Sunday.

As you can see, Miss Brill's only connection with the mainstream of society is through her imagination. She has made small connections through her job as a teacher, as a reader, and maybe even at her boarding house. However, the big society that looms in the horizon is way too big for someone who is obviously so little prepared to deal with the real world. 

Therefore, the main reason why Miss Brill goes to the public gardens is, first of all, out of habit; she has made it her sole and most significant form of entertainment. Second, because she gets to enter the "real world" through a fantasy. Third, because it soothes what is definitely a terrible loneliness.

She feels happy and part of something real. It is, perhaps, a safe way to be "alone, together". For some people this may seem awkward. However, there are many people just like Miss Brill who fear the sacrifices and risks that come with making human connections. 

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