This summer I tried my first hardcore reenactment event for the late 15th Century, and my biggest struggle was to find a proper bedding solution. As the organizers proclaimed that they were not able to provide straw for beds I had to find some kind of mattress that could travel easily in a car and still support my rather old and aching body. So yes, I had to cheat a bit.
I simply sewed covers for a modern foam mattress in hemp fabric so that it would at least not shine modern that much. And the covers can later on work as a cover for a straw mattress when that opportunity comes.
I also dreamed of making a pair of the very typical blue checkered pillows that we can see in so very many illuminations, but I haven´t been able to find the right fabric for them. But I did have red-checkered handwoven linen in my stash, originally curtains in my parents-in-laws library. And I did manage to find a few illuminations showing red-checkered pillows. The fabric was just enough for two ordinary sized pillows and I had two nice feather pillows that would do nicely.
My biggest fear was being cold, so I decided that just woolen blankets wouldn´t do and hence sewed a duvet cover out of unbleached linen table cloths from a charity shop, washed numerous times and hence very smooth. And then a modern fibrefilled duvet. And to top it all I got my handwoven woolen blankets, big, thick and very warm. With just my head sticking out, I decided that my striped woolen cap a la Albrecht Dürer would do nicely as a night cap.
And yes, I slept like a princess. Never cold even though the nights were very damp and freezing.