Go out, make a few million, and then come back to report on your feelings then towards hotel bookings .

Although, ironically, despite having enough $m in the bank, in the example you gave I probably would have taken the Essex House at that price! I'm also sitting on a pile of Hilton points at the moment, so may do the new Conrad at Battery Park given the rooms are huge (although in Summer I always take a suite at Soho House for the pool).

People also splurge in different ways. One person may spend their spare cash on new handbags, another may pay for luxury hotels.