
A town claim like Dwynnen is a little bit too much for me. (And I don't really mind if I get to do retextures or not - although I believe that ANY settlement will sooner or later require some unique resources, be it banners, inn signs or something else.)
Yes pretty much all the settlements will need inn signs and small retextures, but not every settlement will be getting a banner (which is reserved more for the larger settlements and cities, and very occasionally a smaller settlement, but it'd need a good reason).
Glenpoint is a nice little claim, and it does need some retexturing work done, as it has it's own http://www.uesp.net/wiki/Lore:Knights_of_the_Owl, also Glenpoint is one of the Major Theive's Guild HQ in High Rock (the other being Gen Tem Village, a purely Theive's Guild Village), so even just a sheild retex with an owl on it would be excellent

(Also the Theives Guild HQ comes from a Daggerfall reference, http://www.uesp.net/wiki/Daggerfall:Thyr_Topfield, http://www.uesp.net/wiki/Daggerfall:Lord_Bertram_Spode, http://www.uesp.net/wiki/Daggerfall:Sylch_Greenwood, given the "high" concentration of 'known' Npcs it made sense to make Glenpoint one of the HQ's).