Humans have probably been looking at the moon for hundreds of thousands of years, but up until the Renaissance, drawings of the moon were basically rudimentary and lacking in surface detail.
There has been some suggestion that a carving at Knowth, Ireland, from the 3th millennium BC, may be a representation of lunar maria but the idea has met with some skepticism, and to my mind the similarity is marginal and possibly coincidental.
The first known pictures of the moon that give a realistic depiction of the surface are in paintings by Jan van Eyck, most notably the diptych called Crucifixion, completed by 1440. The gibbous moon is shown in the right of this linked panel, with clear representation of what we now call the Mare Imbrium, Mare Serenitatis, and other prominent features.
Left Panel of Crucifixion Diptych
The only other half-decent drawings of the moon before the invention of the telescope were made by Leonardo da Vinci some time around 1500. He noted that, even in the non-sunlit portion of the crescent moon, he could see the “seas” and other details, and correctly attributed this to the moon being lit by reflection from the earth (though he wrongly thought the reflection was mainly from the earth’s seas.)
One of Leonardo’s sketches:
The English astronomer William Gilbert also made some sketches, perhaps around 1590, but these were not known publicly until after his death. He was perhaps the first to give names to the lunar maria: e.g. what we call Mare Imbrium, he called Regio Magna Orientalis. In all he named 12 features in his sketch that was eventually published posthumously in a work called De Mondo Nostro. Whereas most of the prominent ancient and medieval scholars who gave an opinion thought the dark areas of the moon were actual seas, Gilbert thought the light parts were seas and the dark parts continents.
William Gilbert’s moon drawing

And that’s about it, up until the astronomical telescope era commencing in 1609.
I find this really quite surprising that there are not more lunar drawings than that. I realise it is not all that easy to see, but if you have an average pair of peepers you can easily make out the areas of light and shade. The moon, at least in the western and Arabic world, had been the subject of much writing and consideration, but not much close depiction.
