I think Siege in general needs a lot of things to be reworked / added in order to not be hellishly repetitive and grindy.
I made a thread about it, but nobody replied, maybe it's just me with silly ideas. But anyway I will copy paste a fraction of that thread over here.
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I just had to go and help defend my castle with my fresh party meant to be trained up. The castle had a nice garrison of 100+ khans defending it, but eventually they all died / got wounded to starvation whilst in my personal inventory, I had food for thousands of days causing me to lose the siege and getting taken as prisoner.
Also, please correct me if I'm wrong, I haven't been in this situation a long time, but I'm pretty sure that while defending a town during a siege, you can't also access markets nor can't do ANY management in the garrison, for example, go to dungeon and recruit prisoners in the last hope of defending.
I didn't live during middle ages, but I'm pretty sure people back then didn't just sit on the walls waiting for starvation or until enemy finally started to engage them, so I suggest some major updates in Siege:
*Being able to contribute food!
*Being able to access dungeons to recruit prisoners
*Being able to change troops between garrison and your party as you would normally.
*Being able to change governor. Perhaps in the time of siege you would want someone else as governor considering their perks.
*Being able to access the settlement building menu and do some critical changes. Maybe during a siege you would like to cancel your Aqueducts construction, instead focus on granaries or getting more militia.
*Add new construction called Secret Tunnels which, under a siege, enables you to receive secret food deliveries from bound villages, as long as they haven't been raided. (Ideally that would be a little mission style feature, like sallying out or ambush. But a simple +X amount of food to settlement supply per Secret Tunnels level would work too)
*Bonus idea: Can we also be able to "Take a walk in the settlement" during a siege just for the sake of immersion. To be able to go on the walls and see massive enemy siege camps with all the torches outside your settlement during a night, or your own settlement's streets all barricaded, night guards patrolling the walls..... That is a dream!