We don't have a road-map yet for 2020 but I hope that whatever content they are working on alters the game so it is different than how we currently play. Don't get me wrong I love how the game currently plays but simply put we have been playing this way for 4 years now and the game is still largely ROG+ instead of evolving into its own unique thing.
That's not to say I don't appreciate the updates we have had. I think additions like the antlion is a step in the right direction in terms of non optional content that forces you to make a decision on your gameplay strategy, and they did admit that most of the ROT stuff was a foundation, but its hard to ignore the fact that most of the new content is fluff, can be ignored, optional, or hasn't had any affect on the meta, save stone fruit. Now i know this isn't an MMO or a MOBA but those and other similar community based online games are constantly updating and shifting the meta with balancing and new game-play additions. And Don't Starve needs these to keep the game interesting.
In my opinion both singleplayer, its exapnsions, and the multiplayer suffer from the same issue: the core gameplay loop is addicting, so much so that you run out of content the more you play, but because the game is open ended and can go on forever it gets boring without anything new. Right now it seems DST's solution to this is ROT content, which has been underwhelming, events which are fluff, and skins. Outside of adding new content, I would really like to see more RNG added into the game to help solve some of the issues with repeated playthroughs. I'm also not sure why Klei is reluctant to touch any of the old items that go mostly unused and ignored but making those better would be a great way to spice the game up and they wouldnt need to be completely reworked like characters, simple number tuning would do in most cases.
Here is a small example of what I mean combining everything I have discussed:
There are 4 days left in autumn, you build a thermal measurer to track the coming winter. It reads this winter is going to be colder than usual. You then build a rainometer, unlucky for you it also reads that this winter will have more precipitation than last years so you can expect heavy snowfall with the occasional blizzard. The blizzards will make travelling rather difficult without goggles and will also make you forgo the warmth from headgear so you'll need to pay attention to the rainometer as to when exactly a blizzard will strike. While the snow is calm, you surely will be busy prepping for the Yetski, a yeti-like creature who is quick on its feet as it glides through the winter snow, since he lurks in blizzards. The Yetski is a formidable winter opponent with a freeze aura that negates any source of warmth requiring a different strategy than your typical Deerclops encounter. Luckily there is still time to kill some batilisks for their wings to allow you to craft a Bat Bat. Its lifesteal is a must if you want to counter the yetski's freezerburn.
There is new meaningful content that you have to deal with in the form of a new gameplay content, RNG which determines how you encounter this content, and a shift towards using other items that currently go ignored and would hopefully be buffed a bit. This is the type of stuff I would like to see get added to DST to shake it up and give it its own identity while also improving replayability.