I myself tend to keep my characters dressed appropriately for where they are and what they are doing. Being an upper tier of Noble allows for a bit of freedom in the clothing department, as opposed to those even a few steps down the hierarchal ladder.
Markus - Caligus. Typically wears a white or red silk shirt and black breeches, black riding boots with a short dagger and medium length blade. dark cloak at night, white with red trim during the day. Only ornamentation is the silver rose pin used to clasp his cloak, always there on the field or no. On the field, he wears a breastplate, helm, and the same weapons, long campaigns he brings a small shield (think buckler).
Woelfen - Perdan. Wears a grey tunic with a blue tabard (order of the blue flame) over it, black breeches, heavily worked boots and a grey floppy hat with a white plume when in home lands, supple leather armour of grey and green when in the field. Stilleto dagger and a bow are his weapons.
Berwin - Arcaea. Wears an orange shirt with blue breeches, a white scarf, dark riding boots, and a heavily plumed tricorne hat. In the field, full plate mail that is decorated and showy along with a lance is the only way for him to fight. A small blade is attached to his saddle for when it is needed.