[callydrias]

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So the hotels are not uptight about it at all? Or would it be a problem getting 4 keys, or checking bags or anything like that?

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I'd imagine they'll be somewhat uptight about this. I mean, paying for a room for 2 and having 4 guys show up to the front desk wanting keys and their bags delivered is going to be an issue in all likelihood.

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They are not uptight at all. When you get there, check in and when you're almost finished, ask for an extra key. It's no big deal.