Is there anyway to add more that one headphone? I use a few and it would make sense to have more outputs. I use hardware for that, but with plugins for each headphone type I need different pluginpaths.
You can use cue channels for sending cue mixes, also known as headphone mixes, to performers in the studio during recording.
You can create up to 4 cue channels in mono or stereo for 4 discrete cue mixes. Cue channels have talkback and click functions. They allow you to monitor the main mix, external inputs, or a dedicated cue mix.
Each cue channel can have its own chain of plugin effects.
Control Room inkl. Cue Sends is a feature of the Pro version.
Cues are defined in the Control Room tab of the Audio Connections.
Cue “channels” does not integrate with listen bus functions so they are not the same. 
Intentionally 
. But sure, it depends on whether the additional headphones are intended for the recording room or the control room, which is not clear from the request.
Is it not? It is referring to have how to have more headphones outputs in control room.
You didn’t mention a control room. Cubase CR has 1 Phones (headphone for control room) channel.
It is in the header. Sorry to sound rude, it is not the intention. Tnx for the effort.
I apologize, I mistook the “control room” in the heading for the “Control Room” of Cubase (where the cues are also located). 
In short, I don’t think it’s possible to have more than one Phones output in Cubase Control Room.
I was afraid of that. Is it the same in Nuendo? I added feature-request tag to this thread.
I don’t have Nuendo here, but as far as I know and the documentation reveals, it has also only one Phones output.
So, the only option left is to try to automate a plugin switch and configuration on the only existing phone-output.
As long as Cubase doesn’t change or someone else comes up with another solution, yes.
I have headphones setup as speakers in control room if I want more (which I do)
It also have some drawbacks. They are exclusive, only one active. And you can not have different plugins per headphone.
Yes, it depends on what you want to do. If the exclusivity is a problem, sure, that’s not gonna work. But you can definitely have different plugins per headphone, you just need to sacrifice a monitor channel each and set them to the same output on your interface. I have that exact setup.
Where you put the plugins then? Have MetricAB on my “main” and there is monitor1 and monitor 2 (A and B). MetricAB applies to both.
In Cubase, each cue output can be assigned either a dedicated cue mix or the main mix (which is the same mix you hear in the Control Room). It’s also possible to insert plug-ins individually on each cue output and, of course, have dedicated lever control.
At that point, you just need to assign the physical outputs of your audio interface to each cue mix and connect a headphone amplifier to them.
This means you can have up to five outputs running simultaneously, each with its own different plug-in chain.
I hope I’ve understood the problem.
Well, each monitor channel has its own inserts section that only apply to that channel, doesn’t it? That’s were I have plugins like sonarworks or headphone correction plugins. Stuff that i like to have everywhere (like MetricAB or Supervision ) are of course in the Main insert section.
Maybe it has, but where? It seems not be in ControlRoom, is it something you do with the mixer?
Similar as suggest by ASM, however a cue does not have listen-bus.