Having made such a move close to 20 years ago, my biggest suggestion is, if you're moving for the skiing, DON'T GO DURING SKI SEASON. For one thing, you're going to want to ski, not evaluate the town, the people who actually live there, and what else there is to do in the area. In addition, the entire character and ambiance of the town will change during the off season. You want to meet the actual inhabitants, figure out how far away the places you'll need to go are, read the local papers, see what's open in the off season, check out the medical facilities, look at the available real estate or rentals, etc. Going during ski season you'll get entirely the wrong idea about what it is like to live there. Ideally, a trip in spring, summer, fall, and winter would be the best. Chances are, moving from NE to almost any ski area in the Rockies, the SKIING will be fine.
Next, worry about how to support yourself and check local wages against local living expenses. If you plan to work remote, how good is the internet infrastructure supporting the actual target area you want to live? The house next door was sold to a Seattle couple who thought they'd work and school their kids here. After they moved they discovered DSL to their house was only 1.5 down, less up. Starlink wasn't possible due to too many trees. So back they went to Seattle. If you're single, testing the waters by just showing up sounds possible, but the housing issue in ski areas in the Rockies is huge at the moment. Here there has been an increase of over 30,000 people in 18 months. There was only a 15,400 count increase between 2010-2020. That's just in one county of roughly 100,000 people. Elsewhere, like in Bozeman, the explosion began sooner. It's a totally different place than it used to be and you'll be commuting from pretty far away with real estate and rental prices the way they are now.