Thanks! Here's the characters for Bree (don't worry, will open up more slots for the story as we go along, since Uial really gets around, LOL; feel free to comment below this on suggestions on developing your character further and stuff!):
Diamond of Long Cleeve
This an actual CANON character who married Pippin! However, she's never mentioned outside his family tree (much less described) so I have given her more life. She's from the Shire, but this is the part when the Shire is just starting to get ravaged. So she's (my invention) in Bree to stay away from all the chaos (but she's not happy about that). Her name that she goes by in Bree is Emerald Beryl (Emmy Berry). Uial meets her when she goes to the Prancing Pony. She is based off me a lot, since the hobbit below is based off my sister.
She has hazel eyes, a thick brown braid, choppy but soft bangs, and stands a little over three foot. She is pale-skinned and about 23 by the time of this story (3019). She has a defensive personality at this time because of the Shire's current state.
Iris-petal Gamgee
This is Sam's younger sister (not canon- though Sam has a ton of siblings anyway, what's the big deal with one more? XD). She is found by Uial far from home. She has an upbeat personality, twin dark brownish red braids, and a love of elves like her brother. She and Diamond/Emmy go on to help out the Shire during the story. She's in her middle 30's.
River Cloudlake
A woman within Bree (C.Clay's). Short blonde hair, tall, and brown eyes. I can have her working an inn around Bree, or maybe working at the Pony itself as a waitress so she interacts with Uial. She'll wear (your choice of color) a thickly woven dress with several underskirts and black shoes.
Borik son of Hein
A dwarf made by my brother, done up in jewels from bald head to booted toe. He's very egoist, scams people out of money by claiming to be a (fake) cleric, and insults Uial every way possible. Nevertheless, he ends up taking Uial up on an offer to go to Lorien so he can find the way to the Lonely Mountain. He's very rich, has a black tangled beard with gems and diamonds set in it, gold-plated teeth, and has a love of pigs and boars. Which gets him in trouble a lot. He wasn't popular with the Shirefolk but has found a good hustle in Bree.
Violet Oakwood
AG's girl. I can have her as a waitress at the Pony like River. She has long pale brown hair done up in a bun, green eyes, and freckles and is tall. She can interact with Uial in any of these three ways (you pick): 1) just as a waitress 2) becomes her friend or 3) even offers to travel with her to her next destination, a town near Bree, and then go back home. She's slightly flirty with people, and nice. She's younger, maybe 19 or 20, and wears a (your choice of color) simple dress with a waitress's apron tied around her waist.
Feel free to add anything to your character, like specifics to clothing or personality!