As far as I am aware this is as far as you can extend the map. Based on the assumption you cannot complete the two recruit missions on left side. My guess is that they are locked behind future story / character progression. In regards to Stella and the tavern wench challenge, there are unavailable characters when you bring up that option in the castle (currently Gabrielle, Bal'Rana & Laquadia). So unless there is hidden method to do this now, it will likely appear in a later update.How can I extend the map at expeditions , I already did all from this map, except those battles where I got 0 chance of succes. View attachment 1570716
As an aside it looks like you are missing 3 bounties, that can be started by checking postbox. These add more monsters to dungeon and increase the "fun" when that option is selected in castle wench challenge !!
Oh and its worth noting that the scouting missions can bring back illustrations... though not sure if that's tied to increased luck from completing aforementioned wench challenges.