Win a Guitar & Get travel perks

Enter to win a Gretsch hollow-body guitar, receive the free Underground Guide to Bend, and unlock exclusive travel perks for Song of Sunset: Underground on October 24, 2026.

Enter to win a Gretsch hollow-body guitar from Ghost of Brian Craig and receive the free Bend Underground Guide to Bend with amazing travel perks.

Guitar Giveaway Rules

  • No purchase necessary to enter.

  • One entry per person.

  • Entrants must be 21 years of age or older.

  • The drawing will be held during Song of Sunset: Underground on October 24, 2026.

  • The selected winner must be present at the event to claim the prize.

  • If the selected winner is not present, an alternate winner will be drawn.

  • Void where prohibited by law.

Enter to Win Free + Unlock Local Perks
A music stand with a sign promoting a contest to win a guitar, a black and orange semi-hollow electric guitar resting on a stand, a bar counter with glasses, and a wooden shelf in the background.

PERKS

October 23 - 25  |  Bend, Oregon

music, history, storytelling, and visitor perks.

Song of Sunset: Undergrond Weekend Experience

Two neatly made beds with white linens, brown pillows, and dark headboards in a hotel room. There are wall-mounted lamps above each bed, a bedside table with a water bottle, and a window with dark curtains, allowing natural light into the room. A mountain-themed mural decorates the wall behind the beds.
Logo of the Way Point Hotel featuring a circular design with black and orange arrow-like shapes surrounding a white circle with an orange 'W' in the center. The text 'WAY POINT HOTEL' is displayed below the logo, with 'WAY POINT' in bold black letters and 'HOTEL' in smaller black letters underneath.
Logo for Silver Moon Brewing featuring a black and white circular design with the name "Silver Moon Brewing" around the circle and a stylized "SM" in the center.

  • Exclusive lodging discounts from participating hotel partners

  • Special booking codes available only to registered guests

  • Complimentary welcome drink offers at select partner locations

  • Local recommendations for music venues, pubs, record stores, coffee shops, and underground culture experiences

  • Updates on special event weekend activities

  • Song of Sunset: Cosmic Heirloom Speak Easy
    Waypoint Hotel | Bend, Oregon
    6:00 PM – 9:00 PM

    [GET SPEAK EASY TICKETS]

    6:00 PM — Doors Open & Social Gathering

    Meet fellow attendees, enjoy drinks, and connect with travelers, filmmakers, musicians, and curious minds from across the Pacific Northwest.

    Waypoint Hotel guests who booked through the Song of Sunset lodging package receive a complimentary drink ticket.

    6:30 PM — Songwriter Showcase
    Ghost of Brian Craig

    An intimate acoustic performance featuring original songs and stories inspired by the Pacific Northwest.

    7:00 PM — Cosmic Heirloom: Buried 400 Years

    Special screening of the Song of Sunset short documentary exploring the forgotten history of psilocybin and its remarkable journey through culture, science, and time.

    7:30 PM — Featured Speak Easy Presentation
    David Moss: "The History of Psilocybin: Humanity's Oldest Trip"

    Following the film, David Moss expands on the documentary's themes with a live multimedia presentation exploring humanity's long relationship with psychedelic mushrooms—from ancient traditions and suppressed histories to modern scientific rediscovery.

    8:30 PM — Audience Q&A & Community Conversation

    An open discussion with David Moss and attendees.

    9:00 PM — Event Concludes

  • Song of Sunset: Underground

    Silver Moon Brewing | Bend, Oregon
    6:00pm - 10:30PM

    [GET UNDERGROUND TICKETS]

    A one-night gathering where live music, independent film, and Pacific Northwest storytelling converge. Experience two original short documentaries, live discussions with the people behind the stories, and a night of music celebrating the creative spirit that thrives beneath the surface.

    6:00 PM — Doors Open

    Arrive early to grab a drink, meet fellow attendees, connect with filmmakers and musicians, explore sponsor activations, and settle in for an evening of film, conversation, and live performance.

    6:30 PM — Cosmic Heirloom: Buried 400 Years

    A short documentary exploring the forgotten history of psilocybin—from ancient traditions and cultural suppression to modern scientific rediscovery. The film follows a story that remained hidden for centuries and is now re-emerging at a pivotal moment in history.

    7:00 PM — Live Panel Session Presented by Oregon Film

    Join the filmmakers and special guests for a conversation about history, culture, documentary storytelling, and the process of bringing overlooked stories to the screen.

    7:45 PM — Unearthed REVERB

    Journey inside the legendary Robert Lang Studios, one of the Pacific Northwest's most influential recording spaces. Through stories, artifacts, and firsthand accounts, discover how an ordinary place became a destination for artists who helped shape generations of music.

    8:00 PM — Live Panel Session Presented by Oregon Film

    A discussion exploring Pacific Northwest music mythology, analog recording culture, creative spaces, and the people who preserve artistic communities long after the spotlight fades.

    8:45 PM — Main Music Showcase

    An evening of live performances featuring acclaimed Pacific Northwest songwriters and musicians whose work embodies the spirit of independent creativity celebrated throughout the event.

    10:15 PM — Guitar Giveaway & Closing Remarks

    One registered attendee will take home the Official Song of Sunset Guitar. The selected winner must be present to claim the prize.

    10:30 PM — Event Concludes

  • Coffee, reflection, and the journey home

OCTOBER 24 | SILVERMOON BREWING