Would your work pay for these accomodations?

A round trip on the Acela is about $250. A hotel in midtown is another $200 or so. That's $450 a week. In the long run you would start to get discounts as you rack up membership points.

Not to mention the drag of doing this. I go to NY a fair amount for work and will spend a few nights in NY once a month or so and even that kind of sucks.