I added a feature to Tilemap Town's web client where the game can switch what graphic a tile uses based on what tiles are next to it, to make it look connected to them. I designed it in a way where if your client doesn't support the feature (like how the 3DS one is somewhat behind as far as features go - I need to try and fix that!)

There's a few different options for how autotiling works, where you can just provide sixteen tiles for every combination of connections in the four cardinal directions, or you can go for something that's mostly compatible with RPG Maker 2000/2003. There's also a simpler option that's mostly just good for rectangles.

This should make it a lot easier to make maps that look good with less effort, though still requires that you have a tileset that's made with it in mind so I'll have to try to provide one on the official server. Here I'm using graphics ripped from RPG Maker 2003 though it'd be good to try and make my own, or make one using pieces from OpenGameArt? I could probably get away with just tossing this on there too, if I wanted.

I'd been wanting something that has Tilemap Town's pluses (like being able to bring in and play as any arbitrary character as long as you can do a doodle of them) but that looked better, and I thought about isometric perspectives and 3D and such but autotiling like this (and also just having a tileset whose parts are actually meant to go together and are in the same style??) is a much simpler answer to that. It'd still be cool to try other perspectives eventually as an optional extension though.