Trailhead Liquor Bend Oregon
Trailhead Liquor Staff Bend Oregon
Angela Chisum Trailhead Liquor


Owner/General Manager

After many years of drinking, Angela thought the natural next step was to open a liquor store, which is super easy to do in the State of Oregon! She is very persnickety. She also knows 90% of Bend and may or may not be losing her mind. Angela loves all things outdoors, especially hiking and backpacking. Check out the photos in the store that have all come from her adventures!

Cocktail: Sazerac
Bottle: Bib and Tucker Whiskey
Phrase: "WTH?"

Hayden Brown Trailhead Liquor


Assistant Manager

Hayden is a charismatic guy who is especially great with all the hobos. He is passionate about all things whiskey and can help you make the perfect pick for any occasion or cocktail. Hayden likes to cross country ski, study philosophy, listen to weird music he calls "art," and to smoke weed.

Cocktail: Rye Old Fashioned
Bottle: Henry McKenna bottled in bond
Phrase: "Where do you want to stick it?"


Assistant to the Assistant Manager

Justin is a mysterious guy who once owned cows. He is a student of all things liquor and is nearly an expert in everything but cognac, so don't ask him about that. He is a super solid guy, with a heart of gold, but can be as stubborn as one of those bulls he once owned. He is also passionate about pointing out Angela's typos. Justin likes booze and harassing Stephanie.

Cocktail: Piña Colada
Bottle: George T. Stagg (we hope)
Phrase: "It'll be alright."

Stephanie Villanueva Trailhead Liquor


Master of the Scanner Gun

Stephanie is as lovely as she is efficient. She is fluent in all things geek, and attracts attention from nerds and construction workers alike. She is a local celebrity as the Deschutes River Mermaid. She likes to claim she doesn't drink, and may not know the difference between rum and whiskey. Just kidding, she does now! Stephanie also loves cosplay, D&D, and harassing Justin.

Cocktail: Mexican Mule
Bottle: Mead
Phrase: "You suck!"

Oliver Ellsworth

Organizational Guru 

Oliver is a super sweet guy and an amazing, hard worker that we called Oscar for the first month since we couldn’t remember Oliver. Now occasionally known as O-O (ya know, for Oliver/Oscar), we have gotten much better about remembering his actual name. Oliver bright guy and a master stocker. If you change your mind about what you want, and try to put a bottle back while he is working, you might find it has already been stocked! Oliver loves whiskey and is a trivia aficionado. He is also passionate about music and organizing all things, complete with diagrams.


Cocktail: Old Fashoioned

Bottle: Woodford Reserve

Phrase: "Pitter Patter, Let's get at 'er' "

Emily Burts

Protector of Plants and Baker of Good Tastes 

Emily is our mini-coworker. But don’t let this petite beauty fool you, get in her way and she will cut you! Just kidding, but pretty sure she could deadlift any one of us. Although she might appear quiet among this group of loud-mouths, she can certainly hold her own with her quick wit. She is also the caretaker of all plants and the best baker of tasty treats.

Cocktail: Greatful Dead

Bottle:  Wine

Phrase: "Eh, not so bad"


Trailhead Liquors Staff Holiday

Trailhead Staff Bowling Gif Bend

Although we take our jobs seriously (we know our stuff), we never take ourselves seriously. So if you hear laughter and ribbing, it's all in good fun because the liquor business IS fun. AND we have genuine affection for each other. We are a true team!

I don't believe in The Secret, but maybe I should! This is the team I envisioned! But in my manifestations, there was more singing.

You Suck! Bend Oregon Trailhead Liquors Staff