I think I have convinced my wife on a 2 week trip. We will go to Denver and stay at my parents. The first week my brother, who also lives in denver, and I will take 2 day trips to loveland pass to snowboard.
The second week we will go to a different resort spend the night and ski two days. I am leaning towards crested butte, but am not sure yet.
I can remote work from anywhere so it will not kill my vacation time.
My brother runs sub 20 minute 5k's. So I have extra motivation to get in shape. I already run 3 days a week, but on Monday I will start the serious workouts. In the past how out of shape I was limited my skiing and snowboarding abilities, so I know how important it is to work out. From past experience running is almost useless, you really need weight training and other exercises. When I was a loser in my 20's I could get in shape by skiing almost every day in November/December, but that is no longer the case, serious workouts are required.
I really wanted to teach my 5 year old daughter to ski this year, but my wife is uncomfortable because of covid and will stay at my parents in denver while we hit the slopes.
I am confident we can stay germ free though: masks, packing our own lunches, wiping everything down when we enter our hotel, etc. I would not want to risk my parents health since we will be staying with them after skiing.
In my opinion, the bigger risk of covid is from other family in denver and not from staying at a hotel, but I do not think I convince my wife of that. My brother in law is a denver police officer andy parents visit with their family every weekend. That carries a much higher risk than us being careful in a hotel.