Plasencia
Plasencia is often skipped by visitors as they take the Vía de la Plata north towards Salamanca or head for the numerous lovely rural areas of northern Extremadura. However, it definitely offers travellers enough for them to break their journey and discover a sizeable town with an old quarter that's bigger and prettier than might be expected. Even for those that are sick of visiting cathedrals, this one is more interesting than many.
Either way, Plasencia shouldn't be passed over if you're visiting northern Extremadura for a few days and fancy getting away from the country and villages for a while!