Mr. Weregild:
Notices he does indeed possess his black satchel with various apparatuses of deathdealing. He won't be able to take a metallic carving knife into City Hall, and he won't want to be seen on security cameras carrying a blowgun. Not that it's useful, as he has no raw green wood to carve darts from. They might allow him to check his bag at the door, but even that might be inspected and its unusual contents might draw attention.
He decides he will need to make two phone calls using his convenient phone book, reference card, and room phone or phone at the end of the hall or in the lobby, whichever is most convenient. If a phone is convenient, first he'll call the front desk, to see how good his credit is here, when his current checkout time is, and whether he can connect to outside lines with the phone. If the nearest phone is in the lobby, he can go to the desk directly and obtain the information he needs directly, along with change for the phone if necessary.
When he must leave his room, he'll need to account for some details.
First: He'll want to post the Do Not Disturb sign on his door, if it's not already there.
Second: He'll want to place his carving knife underneath the folded towels in the bathroom. It won't be easily noticed if the room is disturbed, and being on the bottom it can't be emptied into a laundry bin accidentally.
Third: He'll want to write a label "Pepper Jelly Entry #16" on the complimentary notepad and attach it to his bottle of tranquilizer goop.
Fourth: He'll want to rub down the outsides of his blowgun and extension with complimentary perfumed soap, and string them together with thread from his clothing like a windchime.
Fifth: He will need to use the complimentary hair gel (or conditioner if none is available) to stylize his longish hair into a frazzled hippie look, and complete his subterfuge by working up a sweat with his typical exercises and then not showering nor putting on deodorant. His nondescript jeans and dark hoodie (removed during exercise; he doesn't like to stink) are planned to fit nearly any profile.
In this way he can avoid being accosted for his unusual accoutrements, but not likely avoid providing identification when he claims his reward. Being an out-of-towner staying in a hotel, he should be able to avoid filing a local tax report. At this point he must reconsider...
Was he eligible for this lottery reward in the first place? His second phone call must be to City Hall to determine eligibility for the reward, along with all of the relevant details. Depending on how he accepts the reward, he may face different consequences. If it is not like a normal municipal lottery, it's unlikely he will receive a reward for many months.