I don't think there are any symbols that will do this for you easily, so you'll need to draw most of it. Thus you can just pick whatever style seems best to you for the look you're wanting to achieve.

As your initial drawing shows though, even a simple pit will give you a template from which to work with for this, although it may help to pick a spiked pit to assist in getting the descending pillar polygons to look right at their various angles. The wall lines alone help with those near the pit's edges, after which you simply need to adjust the angling as you work inwards. There's a spiked pit in the standard DD3 symbols, for instance. To make it rectangular, simply set different suitably-sized X and Y coordinates when you're adjusting the symbol's size. This will produce distortion (especially of the spikes), but as you're just using the symbol as a guide for drawing to, that shouldn't matter much.

The pillar polygons will need some shading applied to make it look like they're fading away into darkness (like the pit walls in your post here), which can probably be best achieved using additional polygons drawn over the "lower" parts of the pillars (try the darker Solid bitmap fills that have various transparencies built in), coupled with some edge fade effects to blend one to the next (you'll need to set up several extra sheets to get this to work well enough). It probably won't be quick or easy to do this, because you'll have to keep stopping and thinking about what to do next (I know I would, which is what I'm basing this on!).

If you get stuck, just ask again here. Or maybe someone else more technically adept will come up with a much more elegant, and swifter, solution in the interim!

For the Church, the pillar shadows could use some adjustment, as right now, they're passing over and through the walls, which is confusing.

On the upper floor (which might benefit from labelling as such), the stained-glass window patterns thrown on the floor need adjusting, so they cover only where the wooden flooring is - where they shine into the air beyond, there should be nothing.

Additionally, not all the windows should be showing these at all on either floor, only where the light will be shining directly through them, and that should match with where the floor shadows lie as well.

It might be helpful to add dashed or transparent lines on the lower floor image to indicate where the upper balconies are on the lower map view.

Yeah, I agree with Monsen regarding the text labels. There's also a problem that parts of the words on the paler text fade where they overlie the palest green on land.

I get the impression too that the roads are on a Sheet higher than everything else, so look to be overlying some of the text labels as well.

Might be worth tweaking some of the red dashed border line nodes to try to remove the odd long dashes in places, though this is a perennial difficulty and can't always be properly resolved, I know.

I'm finding the dashed roads a bit distracting. Partly, this seems to be because the roads cross over the settlement circled-dot symbols, so that could be simply part of the Sheets issue noted above. However, I think it's also partly because the roads often don't pass through the centre of the settlement symbols. While that can be a legitimate point on a map (i.e. the main road may not pass directly through a settlement), at this scale, I think it probably should be tidied-up.

But you're not supposed to reveal them till the day!

And Easter's not till May 5 anyway this year (Orthodox) 😉!

Well, I'm still hunting for the connecting sewer symbols to let me create a sewer layout for Parchment City (hey, it says I can do this on page 1 of the PDF Mapping Guide for it!) 😉😁!

[At a not-so-wild guess, that's an accidental copy-over from the March Annual!]

One of the Twitch livestreams I follow more regularly runs out of New York City, and they seem to have endless problems with their Internet connectivity. I gather from what's been said that this is a particular NYC thing, where each few city blocks ends up trapped with only one available ISP, so even complaining doesn't help, as you can't threaten to switch to a different provider.

And don't get me started on those dratted "Captcha" things. Great, images so tiny I can't even guess what they might be showing, and you want me to identify a what in each of them (US terms do not always travel well, folks...)?

For the water-supply point, clay-lined dug-out ponds will work nicely as rainwater traps, if suitable hollows don't already exist. Channels from those can carry water downslope to wherever it's needed. However, the island's of a size and form that there could easily be wells dug, or even a natural spring or two (or a combination of all three) without needing to worry about more artificial means of water supply.

Helen, you can find that map, and many other illustrations, on the Pauline Baynes website. She was an amazing lady who did a huge number of illustrations, including the only ones of Middle Earth not drawn by Tolkien himself during his lifetime which he authorised.

This map, and that for Middle Earth, were available as posters at one time, as I used to have both. They are true works of art!

Plus, she also did all the maps and illustrations for all of Lewis's "Narnia" books. There is, or was, a single volume hardcover at one stage which had all the texts, maps and illustrations in, all in colour, if I recall correctly.

Unfortunately, as Sue mentioned, the appearance of the acne-pitted texture changes as you zoom in or out to the map, and you may find too that it appears different again when you prepare an exported image (resolution-dependent). This makes it difficult to rely on this appearance when drawing maps.

As the perceptive among you will have noticed, I made a further change to the locations of some of the upper level layout designs after hiding the bitmap sheet I'd been tracing, something that I find happens all the time, when things don't look quite right. And which are liable to be changed repeatedly thereafter till I'm happy (or happier...) with them!

However, to today's update. The exterior is done for now, with ground cover, some vegetation and a few tumbled smaller rocks. I've also added the new SCREEN Sheet mask to hide what's beyond the map border:

The effects on the various external ground and symbols sheets has needed a degree of amending as well to reach this point, and I've also added those three free-standing boulders/rock pillars at the mouth of the southern front cavern. Haven't done anything inside the caves as yet, although I have had to add a small polygon of one of the patchy grey dirt terrain bitmap fills (one of the "T" types) to better disguise one of the outer-inner transitional passageway ends, where (as sometimes happens), the Edge Fade, Inner effect was giving too sharp a line where the outside brown dirt bitmap fill met the grey of the cave floor.

Next will be the initial interior cavern features.