My boyfriend (longterm) has been wanting to be in CO during ski season for a few years now. He asked if I would go with him from next month till end of May. He'd already planned for us to stay in a place that opened up and split the rent. He's still deciding but I've told him several times before I have no plans to be in CO for more than a week. He has family there but I don't. He'd be the only person that i know and on top of that there's a really low % of black people (I'm black). We both have remote jobs and can work from anywhere, which is why he expected me to go with him. Is it weird that I don't want to? Is it a red flag that he's expecting me to come automatically?
Is it weird that I don't want to go?
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I wouldn't say its a red flag, or that you're weird. I think you both just don't see eye to eye on it.
Ask him how he'd feel if you asked him to do the same thing: uproot, go to a place where he doesn't know anybody, and is considered a minority and will possibly be stared at every day. Tell him to really think about it, and understand that's exactly what he's asking you to do.
If your relationship can survive this, that's great. It really shouldn't blow up into a huge issue. If it does, then it is a red flag.
I say give it a go for a few weeks and then see how you feel. Treat it like a vacation.