It has been a couple of decades since I lived out that way but some things don't change...
Glenwood Springs after Orlando would be completely different, which could be miserable or the biggest adventure ever depending on how you look at it. (You didn't mention if this was for a few years, or possibly permanent). It can get really snowy there, but the snow also depends on altitude and GS is lower than, say, Aspen.
You would have to learn to drive in snow, and also how to handle being in the mountains (things like when the avalanche danger is greatest.) You would learn about high-altitude cooking, too! You will be a long way from a large city if you were to need, for instance, ongoing medical care, with drives longer or impossible in the winter (sometimes they have to close the passes.)
On the other hand, it is one of the most stunningly beautiful parts of the country I have ever lived in, and the people I met were terrific. My job put me mostly with people who had lived in the area many years and it was great small-town living with, if you were willing to drive up to Aspen (about an hour away if the weather/traffic is OK) amenities that you won't find in most rural areas (art museum, festivals, etc). The people are really interesting too--a lot of people who have made unconventional choices, mixed in with some really, really rich people. In summer, the climate is just gorgeous--sunny, not too humid, not too hot. If you like or want to try winter sports, you couldn't pick a better spot.
One thing to think about in the modern age is internet/cell-phone connectivity. That wasn't an issue yet when I was there, and I know it's a challenge for some of my relatives in rural New England. On the other hand, it's a pretty affluent area so I would guess they are better off.
And yes, the cost of housing is high. At least 20 years ago, and I am assuming it is probably still true, there was almost no affordable housing for workers in Aspen, so everyone got pushed down the valley including to Glenwood Springs. That drove up prices all over.
If it were me, I would definitely give it a go for a few years...even if it's not a long-term match, you will move on with some wonderful stories and experiences if you go into it with curiosity and enthusiasm. Good luck--big decisions ahead!