Well, let's evaluate hotel by hotel.

First, we have Asiawest. They seem to be holding three conferences: CDA, QRTA, and RCD. For this hotel, the block rate (190 or 195 is so close to their lowest rate that it's hard to imagine them losing money if the conference is going to be reimbursing them 25% for vacant rooms, but let's do the math anyway, for clarity's sake.)

Per guest, Asiawest stands to get 190 for its block rate for the CDA concert. For two nights, that means 190*2 = 380 per guest. If that guest employs the ROB strategy, he'll pay 185 per night, or 185*2 = 370 for the weekend. So Asiawest is losing $10 (380-370) if the guest employs the ROB strategy. But the conference is giving Asiawest 25% of the original block rate to compensate for this, so they'll get .25*380 = 95 back. Therefore, Asiawest stands to actually make money in this scenario. They lose 10 from the ROB strategy and get back 95 as compensation. (per guest.) (They also host the QRTA and the RCD conferences. Here the Block rate minus in-Block rate is slightly larger, but still not enough to offset that 25% reimbursement.) So here we have a NO.

On to the Bard Inn! Well, the Bard Inn doesn't have any gap at all between their Block rate and their non-Block rate, so we can just eyeball this one and say NO, they won't lose money if anyone opts out of the Block rate. [And why would they? They'd be paying the exact same price!] Again NO.

Last, we have the Hilton. Let's look at the FFNA conference, because that has the largest Block to non-Block gap. If someone stays at the hotel at the block rate, they'll pay 140*2 = 280 for the weekend. If they use the ROB strategy, they'll pay 70*2 = 140, for a net of 280 - 140 - 140. So that's what the hotel loses. If the conference gives them 25% of the block rate, they'll get back .25*280 = 70. So they're forgoing 140 in revenue and getting back a measly $70 from the conference. Clearly, they're losing out here, so the answer is YES.