Travis, since his writer forget that there are two women in this RP that look like witches, decided to respond to both.

He started with the one who wished to be named "Lucy". He had no idea where the library was so he couldn't lead her there, nor did she wish to get drunk at that moment. So he couldn't swipe the gem or coat. So he decided to pass her off to someone else.
"Ah, an incredible name. But "Lucy" it is. I'm sorry Lucy, but I've been so focused on my work that I only the few businesses within the center of town. So I think it'd be best if you spoke to Miss "Estelle". But I do hope you visit "The Tree Sap", while we are not offering non-alcoholic bevarages at this event, we do stock in non-alcoholic bevarages. We also are incredibly open to monthly costumes parties." The last line obviously hinting at her outfit. "It's been very nice getting to meet you, and I hope you have an amazing New Years Day. Ta-Ta"

He then focused on the woman named "Estelle". A quick glance at outward appearances told Travis the following: 1. This woman is not his taste. 2. She has exquisite clothing that would make a pretty penny to some buyers. 3. From context clues, she's a writer, probably working at the Inn. (Since he had held some writers in his past Inn) 4. Those glasses, hat, and feather pen are probably the most reachable objects of value for him. Especially the feather, it trumped the quills the other pretentious authors that past through his life. 

His little brain began working on a plan.
"Ah, Estelle, a grand name. My mother's name was Estelle." Travis began. "I don't having any milk on me at the moment. But I can easily fix up a glass in "The Tree Sap". I'll only be a few moments."

Travis motioned Lucy and Estelle to each other. "While I'm gone, why don't you two introduce yourselves? I think you two have a lot in common. And I don't mean just your unique fashion taste. Ta-ta" He smiled a hearty smile and ran back into "The Tree Sap".