I don't know about wise but I'll throw in my 2 cents.
Your plan sounds valid to me, normally I would suggest that you give the masters degree a miss but in the current climate I'm not so sure.
I guess I'm what you would class as 'old school', everything I learned was either self taught or from the shop floor so I always got by on my reputation but things have changed and the industry has got bigger (don't underestimate the power of social networking eg LinkedIn).
If you want to progress to management level you can do this with hard work and personality, anything further within your current employer might require a degree (HR manager or the golden ticket that is company trainer). If you are looking to move into management within a hotel then X amount of years within a reputable and well known chain should see you in good stead and there are always options to sign up for a training course whilst you are in the role.
Personally I wish I had spent my time in education earning a degree related to HR as my ultimate goal is to run recruitment and training for a restaurant group.
Think about what you would like to be doing in 10 years and then change up your plan. Want to be the general manager of a hotel? There is nothing to stop you gaining employment in one right now, making your ambitions known and getting started on that goal right away. There are loads of resources available to you online to fill in any gaps in knowledge that you may have, you can even use a site like Alison to do free courses.
For me, ambition and experience always trumps a piece of paper but sometimes its that piece of paper that gets you noticed in the first place.
I hope that I've been helpful, if you want to bounce any ideas around feel free to message me on here. I've got 16 years worth of experience to bore you with.
Just graduated with a degree in Hospitality Business Management from not Cornell so I know nothing. But the book I found the most useful for entertaining and dissuading the idea of opening up a new hospitality venture have been Restaurant Success by the Numbers.
https://www.amazon.com/Restaurant-Success-Numbers-Second-Money-Guys/dp/1607745585