It's interesting that the number of crossings is independent of whether L/W is less than or greater than 1, but the probability of crossings is equal to 2pi * L/W only in the short case. This makes sense since in the short case the noodle can at most cross a single line.
The point is that the "right" quantity to be considering for the problem is the average number crossings, since that naturally extends to curved noodles, lines of any length, and even circles. The number of crossings is also known as the Euler characteristic of the intersection, and there's a rather deep and beautiful theory of geometric probability that takes this as the jumping off point.
So taking the limit of a large number of segments converging to a circle of diameter W leads to the result that the average number of intersections must be 2L/\pi.
I think it's because only the closed polygon is totationally symmetric, so you don't get errors from the edge case at the edge of the finite sample space. But I'm not sure.
The illustration is missing the more interesting visualization of how linearity of expectation applies to all possible rotations and translations of all segments of the needle/noodle. Each noodle is equivalent to a curve of discs, like a string of pearls. And those pearls do not even need to be connected!
But for a perfect circle of diameter W, it will alway hit exactly two vertical lines.