A true generation ship would likely be so technologically advanced that pressure issues would be negligible; and geometric issues would be based on artistic and culture preferences, throughout the ship.
Pretty much as it is on Earth. Small round portholes here would stand up better to high winds, would be less likely to be broken by debris, easier to clean, etc. But I've seen seaside houses with 8' tall and 30' wide rectangular windows facing square to the sea to take the wind head on. They are just overbuilt to handle a hurricane, in order to create a visually pleasing aesthetic experience.
We do the same thing with houses. Mathematically speaking, a circle encloses the most area with the least material, it is the most efficient shape, and the lack of flat surfaces and corners make it more resilient to wind. That's important for huts and stone where material may be in short supply. But it isn't easy to arrange space inside a circular dwelling. We could go triangular, but that has similar problems, so square gives us the most usable square feet of floor space. Yet for aesthetic reasons, nearly all our buildings and houses are built as connected rectangles, not a big square space. (some skyscrapers have a pretty square footprint though.)
I would imagine any culture capable of building a generation ship would have the technology to make it look like whatever they wanted, and their aesthetics would override any differences in cost or efficiency.
They are building something they intend for people to spend their entire lives in, birth to death in old age. Wouldn't they make it as pleasing and comfortable as possible?