This may be a good work travel option: pick a city with high quality but cheap hotels, stay a few weeks, get excellent work done, have everything handled and food largely provided.
As for upgrades, yes almost all the time if you're top tier status. You just have to pick a hotel that isn't fully booked so they can upgrade you. It pays to research upfront to find a hotel with a lounge, good upgrade options, good free breakfast and seldom fully booked, but its worth it.
There are a lot of things to consider based on what you want. E.g. gym, pool, fast wifi, lounge, free breakfast, near a park, good place to run/walk outside, high-rise for the views while you think through problems, rooftop bar, near a movie theatre, rewards card, airport shuttle, etc.
Your post made me realize I could also go to a hotel 3x per year when I have a big writing assignment to finish. Could work very well with having the status and upgrades.
>It pays to research upfront to find a hotel with a lounge, good upgrade options, good free breakfast and seldom fully booked, but its worth it.
Any good resources to research this efficiently? I looked at marriott's site, and it wasn't obvious which hotels had lounges. I think it's by brand, but apparently some are missing/closed/closed on weekends.
Likewise for breakfast, how do you research it?
For really long-term stays, if you are able to speak to someone at the hotel, then it's often possible to negotiate much more favourable discounts than you'll find online.