Sun Feb 1 2026

8:00 PM (Doors 7:00 PM)

Showdown Saloon

1195 SE Powell Blvd Portland, OR 97202

$20.01

Ages 21+

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Pickathon Presents
Abby Webster & her Imaginary Band with Trinity Jane

  • Abby Webster

    Country

    Abby Webster is a singer-songwriter whose music resonates with authenticity and wit. Her songs are a blend of rich imagery and accessible storytelling, capturing both the humor and poignancy of life's moments, whether grand or mundane. Her lyrical style is deeply genuine, making her a distinctive voice in the contemporary music scene.

    Webster began writing and releasing music as a side project in 2008, crafting songs characterized by confessional lyrics and piano-driven melodies. After graduating college with a degree in philosophy, she continued to write poetry and music but never seriously considered pursuing a professional music career. Despite a lifelong passion for writing, it wasn’t until she picked up the guitar at age 27 that her music took a different direction.

    On a whim, Webster released her boot-stomping anthem “Tall Boy,” never expecting it to go beyond her circle of friends. But the song, written and recorded in her San Francisco bedroom as a lighthearted joke, unexpectedly caught fire, amassing millions of streams and stunning the artist who had never intended it to see the light of day.

    In 2023, Webster was slated to perform solo at Red Ants Pants Music Festival in White Sulphur Springs, Montana. Nervous about taking the stage alone, she quickly assembled a four-piece band with friends. Their performance led to a win in the side stage competition, and the group soon evolved into a six-piece ensemble, calling themselves Abby Webster and her Imaginary Band. Since then, they’ve recorded an album, sold out shows across Montana, and are gearing up for a tour in 2025.

    Based in Bozeman, MT, Abby Webster and her Imaginary Band fuse the region's cherished bluegrass and folk traditions with indie rock and honky-tonk influences. Their diverse sonic palette, combined with their exceptional musicianship, creates enchanting performances that showcase a truly authentic sound. Their debut album, Livin’ by the Water, released on August 17th, 2024, was produced and recorded at Free River Studios in Livingston. The album celebrates the sublimity of the natural world, telling stories that are heartbreaking, hilariously human, and deeply moving.

  • Trinity Jane

    Alternative Folk

    Trinity Jane’s music is like the beauty of a storm rolling in off the sea that breaks into splendid water colors on canvas. Trinity embarked as a singer and songwriter similarly to taking her first steps, at the very beginning. Her music blurs the lines between the grounding of the mind and matters of the heart with her songwriting.

    Growing up in Pennsylvania in the Appalachian mountains sprawls her roots far to the west coast where she resides now. In Portland, Oregon she and her band perform cathartic melodies rooted in alternative rock and folk. An elemental pallet saturated in emotion. A sound all her own that harkens to generations past.

     

  • Hilltop Bandits

    Folk

    Hailing from the hills of Portland, the Hilltop Bandits are one of the city’s newest bands. The four bandits will have you grooving with their guitar driven tunes. Their whitty lyrics, three part harmonies, and tasty guitar licks are sure to ease any weary mind.
     

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limit 10 per person
General Admission

$20.01 ($15.00 + $5.01 fees)

Delivery Method

eTickets
Will Call

Terms & Conditions

This event is 21 and over. Any ticket holder unable to present valid identification indicating that they are at least 21 years of age will not be admitted to this event, and will not be eligible for a refund.

Pickathon Presents

Abby Webster & her Imaginary Band with Trinity Jane

Sun Feb 1 2026 8:00 PM

(Doors 7:00 PM)

Showdown Saloon Portland OR

$20.01 Ages 21+

Please correct the information below.

Select ticket quantity.

Select Tickets

Ages 21+
limit 10 per person
General Admission
$20.01 ($15.00 + $5.01 fees)

Delivery Method

eTickets
Will Call

Terms & Conditions

This event is 21 and over. Any ticket holder unable to present valid identification indicating that they are at least 21 years of age will not be admitted to this event, and will not be eligible for a refund.