This combination is explored in detail by Anna Attiliani of Tacuinum Medievale. Read her full blog post here http://tacuinummedievale.blogspot.com/search/label/wimple
For a partial repost, I’d like to show you a few sources from Larsdatter of the bycocket, or “cappello a punta” (pointed hat) as Anna calls it.
The “pointed hat” is very common in the 14th-century hunting scenes and traveling scenes (see above) but can also be found in scenes with elegant clothing and decorated with contrasting fabrics and feathers (see below).
On women it can be found in scenes while they are traveling, hunting, hawking, or horseriding (RL Pisetzky, Storia del Costume in Italia Volume II 1969 p. 118). Because of this I’ve decided that to wear it in camp, traipsing about at war on a cold day, or when arriving to an event is perfectly fine.
The pointed hat is rarely worn alone, as it’s function was likely to protect from the cold, sun, dust, or rain. It can be seen worn with a veil and/or wimple, or just two simple pinned braids.
The woman below in Bartolo Fredi’s 1367 painting has on one of the only green pointed hats I’ve found. Her veil is almost transparent, which is why I assume it is silk.
Lastly I wanted to show this woman who wears the pointed hat while riding without a veil and has a pinned braid that we often see worn with a fillet during the same time period.
So with this evidence, I feel comfortable choosing a pointed hat of red or green with red, green, or white contrasting rim.
Thanks again to Anna Attiliani for her post with references and paintings!
Larsdatter Website – http://www.larsdatter.com
Tacuinum Medievale Blog (Anna Attiliani) – http://tacuinummedievale.blogspot.com/2014/12/il-cappello-punta-nellabbigliamento.html