It depends on the specific situation and what you are trying to detect. And the nature of the detector.
In some situations there can be overlap of multiple photons. One example is, some kinds of detectors have a brief "dead time" after they detect a photon. Ionization in the detector has to relax and give up its energy, and the detector has to "reset" so to speak. This means that, if you have a monochromatic photon source of variable intensity, the signal from the detector will saturate as you increase the intensity. Eventually, extra photons coming in will only see the dead time for the detector. This was a keen lab in 4th year undergrad. There was some lovely math to calculate the dead time based on the relationship between distance to the source and detector signal.
For other kinds of detectors, the signal is proportional to some such thing as total energy deposited, and this relationship holds over a very wide range of signal strengths. But it's only weakly dependent on the energy of the photon producing the signal. For such detectors you might not be able to distinguish between a photon of 5MeV and two photons of 2.5MeV each. Actually, it's a bit more complicated than that. The 5MeV photon might penetrate much deeper, possibly a larger fraction of its energy going right through the detector. Where the lower energy photon might have a larger cross section to get absorbed outright. Or to scatter multiple times instead of one time only. Or, the high energy photon might scatter and produce multiple lower energy photons that then deposit a lot of energy, so making the higher energy photon look very "bright." So, in the case of such a detector, it is very difficult to be confident exactly what produced the signal.
Some detectors operate more along the lines of a photographic plate. They can detect where a photon impacted, and give some energy information about the impact. So they can tell red from green, for example. Or 1MeV from 5MeV. Sometimes such detectors are based on something similar to a photographic emulsion, so can detect only one photon per pixel, then need a hard reset. Sometimes they have an array of scintillation crystals, and can reset. Then you get back into dead times per pixel, which could be a function of the energy of the crystal.
https://en.wikipedia.org/wiki/Wire_chamber
There is a lovely thing called a drift chamber that has many fine wires. These will detect the particle moving by, and give a variety of information about energy and direction. Analyzing the results of such things is quite the complicated task.
One method of understanding the signal from a given detector is the Monte Carlo method. You model the behavior of the detector. Then you randomly generate particles to match the source you expect to put the detector next to. The you predict the kind of signal you will see. If you get something similar to real measurements, then you have some confidence you have a handle on the specific nature of the physics.