Things like "... yeah" or "... sure" are conversation droppers. That's the point of those statements, to make it awkward to continue.

Maybe the person you are talking to doesn't know how to respond to what you just said. Maybe they're pre-occupied with something else. Maybe there isn't really a response to what you said and they don't know what you were going for. It can be hard to do, but try to avoid non-starters, statements that don't really go anywhere beyond a simple yes/no response.

"Cold weather, eh?" -> "... Sure"

"Good lord I almost froze my ass off on my way here, and I think the black ice has it in for me" -> Who knows, but there's more options here, maybe they'll find it funny, maybe not and they just wanna get on with their day, but they've actually got something to respond to. Never ask questions or give statements that you yourself wouldn't know how to respond to or wouldn't be able to respond to.

Don't expect everyone to be receptive, but give them the chance. Don't get all bitter about it either. Everyone has their own shit they're dealing with and sometimes that's all that really matters to them at this particular moment in time. You've got your own shit that you deal with, yes? Others are the same, regardless of how they appear. Finally, nobody owes you anything, and going into social interactions by putting expectations on others is just backwards. You can only expect things of yourself here.

So, in all, try to be positive, try to be approachable, try to be the type of person you'd want to talk to. If you're that person, people will want to talk to you. You'd want to talk to you, after all, right? If not, think on that.