One way to think about conditional expectation is as a projection onto the $\sigma$-algebra $\mathscr{G}$.
(from Wikimedia commons)
This is actually rigorously true when talking about square-integrable random variables; in this case $\mathbb{E}[\xi|\mathscr{G}]$ is actually the orthogonal projection of the random variable $\xi$ onto the subspace of $L^2(\Omega)$ consisting of random variables measurable with respect to $\mathscr{G}$. And in fact this even turns out to be true in some sense for $L^1$ random variables via approximation by $L^2$ random variables.
(See the comments for references.)
If one considers $\sigma-$algebras as representing how much information we have available (an interpretation which is de rigueur in the theory of stochastic processes), then larger $\sigma-$algebras mean more possible events and thus more information about possible outcomes, while smaller $\sigma-$algebras mean fewer possible events and thus less information about possible outcomes.
Therefore, projecting the $\mathscr{F}$-measurable random variable $\xi$ onto the smaller $\sigma-$algebra $\mathscr{G}$ means taking our best guess for the value of $\xi$ given the more limited information available from $\mathscr{G}$.
In other words, given only the information from $\mathscr{G}$, and not the whole of information from $\mathscr{F}$, $\mathbb{E}[\xi|\mathscr{G}]$ is in a rigorous sense our best possible guess for what the random variable $\xi$ is.
With regards to your example, I think you might be confusing random variables and their values. A random variable $X$ is a function whose domain is the event space; it is not a number. In other words, $X: \Omega \to \mathbb{R}$, $X \in \{f\ |\ f: \Omega \to \mathbb{R} \}$ whereas for an $\omega \in \Omega$, $X(\omega)\in\mathbb{R}$.
The notation for conditional expectation, in my opinion, is really bad, because it is a random variable itself, i.e. also a function. In contrast, the (regular) expectation of a random variable is a number. The conditional expectation of a random variable is an entirely different quantity from the expectation of the same random variable, i.e., $\mathbb{E}[\xi|\mathscr{G}]$ doesn't even "type-check" with $\mathbb{E}[\xi]$.
In other words, using the symbol $\mathbb{E}$ to denote both regular and conditional expectation is a very big abuse of notation, which leads to much unnecessary confusion.
All of that being said, note that $\mathbb{E}[\xi|\mathscr{G}](\omega)$ is a number (the value of the random variable $\mathbb{E}[\xi|\mathscr{G}]$ evaluated at the value $\omega$), but $\mathbb{E}[\xi|\Omega]$ is a random variable, but it turns out to be a constant random variable (i.e. trivial degenerate), because the $\sigma$-algebra generated by $\Omega$, $\{ \emptyset, \Omega\}$ is trivial/degenerate, and then technically speaking the constant value of this constant random variable, is $\mathbb{E}[\xi]$, where here $\mathbb{E}$ denotes regular expectation and thus a number, not conditional expectation and thus not a random variable.
Also you seem to be confused about what the notation $\mathbb{E}[\xi|A]$ means; technically speaking it is only possible to condition on $\sigma-$algebras, not on individual events, since probability measures are only defined on complete $\sigma-$algebras, not on individual events. Thus, $\mathbb{E}[\xi|A]$ is just (lazy) shorthand for $\mathbb{E}[\xi|\sigma(A)]$, where $\sigma(A)$ stands for the $\sigma-$algebra generated by the event $A$, which is $\{ \emptyset, A, A^c, \Omega\}$. Note that $\sigma(A) = \mathscr{G} = \sigma(A^c)$; in other words, $\mathbb{E}[\xi|A]$, $\mathbb{E}[\xi|\mathscr{G}]$, and $\mathbb{E}[\xi|A^c]$ are all different ways to denote the exact same object.
Finally I just want to add that the intuitive explanation I gave above explains why the constant value of the random variable $\mathbb{E}[\xi|\Omega]=\mathbb{E}[\xi|\sigma(\Omega)]= \mathbb{E}[\xi| \{ \emptyset, \Omega\}]$ is just the number $\mathbb{E}[\xi]$ -- the $\sigma-$algebra $\{ \emptyset, \Omega\}$ represents the least possible amount of information we could have, in fact essentially no information, so under this extreme circumstance the best possible guess we could have for which random variable $\xi$ is is the constant random variable whose constant value is $\mathbb{E}[\xi]$.
Note that all constant random variables are $L^2$ random variables, and they are all measurable with respect to the trivial $\sigma$-algebra $\{\emptyset, \Omega\}$, so indeed we do have that the constant random $\mathbb{E}[\xi]$ is the orthogonal projection of $\xi$ onto the subspace of $L^2(\Omega)$ consisting of random variables measurable with respect to $\{\emptyset, \Omega\}$, as was claimed.