So contours and hydrology are all from lidar survey data, of which NSW now has exceptional coverage. In its raw form this is known as 'point cloud' data, and is astonishingly detailed! But it's also provided in a processed form as a DEM (digital elevation model): basically, a raster image with each pixel representing a corresponding elevation on the ground. Very high resolution, each pixel covering about one square metre.
Contours are created from the DEM. With resolution being so high, raw contours come out pretty jagged and ugly, so I apply some judicious filtering to the elevation model to produce slightly smoother contours, as you noticed. There's always a tradeoff between accuracy and readability. As for contour interval, the base interval is ten metres, which is useful and necessary in flat areas. But yes, in steeper areas they just get too dense. So I thin out every second contour in steeper areas to get 20m intervals. And then again in cliff areas, where contours basically break down as a metaphor, they're knocked right back to just the index contours at 100m intervals. Relief shading, vegetation change, etc then take over to depict these parts of the terrain. It's pretty tricky to get right in areas like Budawangs and the Blue Mountains, since there is such a large variation in terrain steepness. Yeah, I spend a lot of time on it!
Watercourses are also calculated from the DEM. It's really fascinating! Software calculate the slope for each pixel on the DEM. Then, basically, it simulates an amount of water being dropped on each pixel, and calculates how it accumulates as it flows down slopes and into gullies and valleys. So the watercourse lines align really well with contours, being generated from the same underlying data. For wider water features (rivers, ponds, the reservoir etc), I wrote a tool which extracts these areas directly from the raw lidar data. (The laser is absorbed by the water rather than being reflected, so there are gaps in the point cloud where the water is.)
Tracks are from all over. I started with the NSW topographic data (DTDB), but supplemented with OpenStreetMap data and Google Earth checks for roads and vehicular tracks. For walking tracks, I harvested GPX tracks from various sources on the web to double-check positioning, and make corrections where necessary. With the old disused/overgrown tracks and pads, it was a judgement call as to which ones to include. Even the really important ones can be overgrown (like the Vines-Styles track at the moment). As you noted, there are labels to indicate the more tenuous ones. And a lot of deliberation about what to do with the Corang Lagoon track, with the closure, but it exists on the ground so I put it in with appropriate labeling.
Thanks for letting me nerd out about maps for a while!