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.
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.