Languages - in the PM, I think people were generally asking about the 'New Lands' area, so I was just trying to state that while our people speak Imperial/Common, nothing is known about what the New Lands may hold, or if anyone would be able to communicate with any Tribes found. I was addressing if people would be able to communicate to anyone found in the 'New Lands' area, to which the answer is no - no one knows what if any languages are spoken or if their are people out there.
Outpost - 'No one' refers to our group. No one would in our group would have any knowledge on the Outpost outside of what has been 'briefed'. The worn path is from the stated 'supply' moving back and forth to outfit, supply, and build up the outpost now that the Guild has an interest in it. Horses and pack horses would have mostly worn down the pathway, along with grazing along the way.
Maps - Maps of the empire exist, of course. The Guild want one of their own to document the paths taken and 'paint a picture' for them. New Haven is not important to anyone outside of those who live there. I am sure the Guild has a map (or two) of every known village, past and present, but maps are expensive and hard to come by unless you're wealthy. No one is going to spend the time updating a map to include a town if its not relevant to them. What the Guild knows and what the 'common folk' know are two different things. Your commoner probably has never seen a map in their life, but can direct you to 'xxx' out of memory.
====
What I'm trying to pass on, is that prior to this expedition, no one in this group would have had cause to visit New Haven, or set foot in the Outpost. Yes, a non-Guild person spent the time and effort to cross the Sea of Grass and establish a 'camp' on the other side, which the Guild has now taken over as its in their best interests to control the flow of information and people. Due to the scarcity of resources in the Sea of Grass, and where the Outpost has been set up, a continual flow of food and items has been sent. This is to ensure the Outpost remains manned and in the Guilds Control. They want to be the sole benefactor to any sort of 'gold rush' should resources of worth be discovered. Establishing the 'first everything' along the route and its way stations will ensure they control everything associated with it. We can assume that they would have big plans for New Haven should it become relevant overnight.
I have to deal with curve-balls people throw in their posts, while trying not to restrict peoples characters and skills/knowledge. RE: your character talking about the 'terrain' around the Outpost where I as a GM have not described to anyone, with any detail, what the lay of the land around the Outpost is, and what was described does not 'fit' with the way it exists or the 'direction' the Expedition is going to take. (Thus my statement about future PMs regarding what your individual character, based on their skillset, may see/notice that the other characters will not pick up on. The Linguist and Cartographer may see a 'paw print of some animal' while your Scout, who has more knowledge on such things than them, will be able to tell its a 'Wolf, but far bigger than any in the Lowlands' sort of thing.) Its the best way I can make it work with out running a D&D/Dice/Stat based sort of thing which would is out of the question.
I'll go all world building and GM'y here and write a detailed 'Fact' Sheet to clear things up. We'll go off the OOC Post in this thread for world information and I will update it as things are 'discovered'. I am trying to keep in my mind while I am well versed in my 'world' you are all first time visitors.