The electrons do not lose momentum on their way from one place to another. What they lose is electrical potential energy, and due to conservation of energy, that energy is transferred to whatever the electron encounters along its journey.
Say you have a 9V battery powering a resistor and an LED in series. Each electron starts its journey at the negative terminal of the battery, having 9eV (nine electron-volts) of electrical potential energy. It's rather like an object being released from 9m height, and that will begin to fall under gravity, accelerating towards the ground. In this case, electrons will "fall" towards battery positive.
If permitted to "fall" the entire way from the negative terminal, through the resistor and LED, all the way to the battery positive terminal, an electron will arrive with 0eV of potential energy, having donated all 9eV to the various elements it encountered on the way.
The battery imposes 9V of potential difference between the two ends of the resistor/LED chain. That's another way of saying that charges at one end of the battery have 9 electron-volts (9eV) more energy than charges at the other terminal. This establishes an electric field along that chain. It is this field that imparts a force on every electron present within that field, causing them to accelerate, gaining kinetic energy, and propelling them towards the battery positive.
As it travels, an electron encounters different obstacles that hinder its acceleration. Sometimes it's atomic nuclei in the way, which will take kinetic energy from the electron (due to electrostatic forces between them), and cause heating. That's what happens in the resistor.
Sometimes the electron will pass through a magnetic field from some source outside the circuit. Its own magnetic field (due to charge motion) will interact with that field, causing the external source to experience a force, and accelerate. This is what happens for electric motors, and it will take away the electron's kinetic energy.
When the electron encounters the LED's PN junction, it must make a rather sudden leap to a place where it would have several electron-volts lower potential energy. This is like jumping off a cliff, but the extra kinetic energy possessed by the electron when it arrives at the bottom is released as light as it re-combines with "holes". Again, that's kinetic energy that the electron had momentarily gained, but has now lost to the environment.
All this means that the electron is never permitted to accelerate freely, and the kinetic energy it arrives with at the battery positive terminal is negligible. Therefore, the falling object analogy is flawed. Perhaps it's better to imagine a ball rolling down a hill, never able to gain much speed, instead donating any kinetic energy it acquires to bending grass, and thumping trees.
It starts its journey with negligible kinetic energy, and 9eV of potential energy, and it ends its journey with negligible kinetic energy and 0eV of potential energy. All 9eV was delivered to the environment along that journey, the electron never really got very fast, and we can ignore the kinetic energy (mass and momentum) of the electron.
That story is not necessarily true, because it's possible for any individual electron to do something absolutely out of character at any time, do its own thing, and completely fail to follow the rules I just described. However, we are talking about trillions of electrons, and on average they will appear to have behaved exactly as described.
Also, the electron isn't something you can pin-point and say what it's doing. It's a quantum object, with only probabilities describing where its likely to be found, and where its likely to be going (and how fast). As such, everything I just said about individual electrons is rubbish. I stress that this behaviour is only average behaviour when many, many electrons are involved.
In reality what's going on is far more complex, but relatively easy to describe. When there are electrons bunched together more densely in one place, and less densely in another, all electrons will experience a force accelerating them in a direction which corrects this imbalance. The imbalance is what we call "potential difference", and what you described as "pressure". It is this imbalance which endows an electron with potential energy, and which gives rise to different "voltages" (potentials) around the circuit. This doesn't mean the imbalance is huge, it generally isn't, unless we are talking about thunder-clouds or other extreme conditions.
When you measure a potential difference of 10V, this means that electrons are slightly more densely packed at near the lower potential end, and they all experience a force pushing them towards the higher potential end. However, as I said before, this is an "average" state of affairs. In reality what happens is that charge migration occurs in waves, rather like sound propagates through the air in waves of compression and rarefaction.
These waves travel through the medium (the "sea" of electrons) very fast, something like half the speed of light, and energy is carried on these waves. This is the actual mechanism of electrical energy delivery in the circuit, and even though the individual electrons have very little average velocity (millimetres per second, perhaps), when any single electron moves, it has a knock-on effect on the next electron, and that electron pushes on another, and so on, carrying energy at near-light-speed.
Strictly speaking, a physicist would argue that all charges in the system interact by exchanging photons, giving rise to "coulomb forces" repelling and attracting them. They would say that all these waves are electro-magnetic (light waves), since the electric field and all the forces on charges within it are mediated by photons of light. At an even deeper level, it's not even appropriate to refer to individual charges. Speaking in quantum terms, everything going on in there is probabilistic, there's no such thing as an electron, only a "cloud of something" that behaves as if it were lots of classical electrons. How you understand all this depends on how far down the rabbit hole you want to go.
The waves reflect, diffract and refract in the same way sound waves, or water waves do. The conditions at any point in any conductor in the circuit are the superposition of waves which are travelling through that point at any instant, waves that have reflected off boundaries where electrical impedance suddenly changes (like sound waves reflecting off a wall), for example.
It sounds like a mess, but it's not. On average, the result is very ordered. We may predict with great precision the average velocity of electrons passing any point, any we can predict exactly the average electrical potential energy of electrons (the voltage) at any point in the circuit. Even though the individual waves contributing to conditions at some point seem chaotic and even random, they are well choreographed, and their superposition is highly predictable.
As for your point about fluid circuits, that's what hydraulic systems are. They function on the same principle of waves of compression and rarefaction that travel through the fluid at the speed of sound, reflecting, refracting and diffracting, and superimposing on other waves to produce very predictable pressure gradients (analogous to electric fields) and fluid flow (analogous to electron flow). When dealing with trillions of molecules, hydraulic systems obey very similar mathematical relationships, like power = flow × pressure difference, and suffer very similar problems such as reflections at the ends of long fluid lines, requiring proper damping (transmission line termination).
Pumps are like batteries, valves are like variable resistors and switches, fluid lines can "balloon", like electrical capacitance, pistons have momentum, like electrical inductance, and so on. And the mathematics is very similar between the two fields.