The Leadertainment Foundation proudly presents 'Portland Hip Hop Week,

Welcome to Portland Hip Hop Week
Welcome to Portland Hip Hop Week
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Portland Hip Hop Week: Event Gallery

Join Us! this year for an amazing line up of events August 20-26

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2026 HIP HOP WEEK EVENTS

    2026 Presenting Sponsors

    Logo of The Leadertainment Foundation with a black circle and red border.
    Vibrant outdoor café seating with umbrellas on a sunny day.
    Logo showing a gold microphone with a crown and text 'LEADERTAINMENT'.
    DJ OG ONE logo with bold typography.
    Stylish black and gold winged logo with "O.G ONE" text.

    2026 Gold Sponsors

    Colas Construction logo with blue geometric design.

    2026 Silver Sponsors

    Recording Academy logo with a gramophone.
    Stylized signature with the name Chris Youngblood below it.
    Caricature of Cody D. Willis from State Farm with insurance slogan.
    KBA Sports logo with bold font and red accents.
    Logo reading "Taking Ownership PDX" with tool-themed letters.
    Logo for Warren DA Specialties with a geometric design.

    2026 Media Sponsors

    Logo of Converge with the tagline Believe in Giving.
    Logo of Roses N Bridges Radio with stylized bridge and rose.
    Logo for In These Streetz Radio Show.
    Spin 503 Portland's hip-hop station logo.
    Radio station logo for JAM'N 107.5.
    iHeartRadio logo with red heart and text.
    Radio show promoting NW hip hop, funk, soul, and R&B on Saturday nights.
    Logo of a radio station broadcasting at 90.7 FM.
    Logo with JL25 and PWG Pac West Group text.
    Logo of CMR Sound System in bold yellow letters.

    Supportive Sponsors

    GoVadge logo with infinity symbol.
    Logo of Patricia Reser Center for the Arts.
    Playinum Records logo with a star design.
    Logo with upward arrow and text.
    Red umbrella with white 'fwi' text on black background.
    Momma Dee's Granola logo with smiling woman and granola background.
    FIHH Fitness is a Habit logo with flame and heartbeat design.
    Black and white DJ Klyph logo with a stylized K and turntable tonearm.
    Black and white logo for Klyphworks with bold text and geometric design.

    2025 STAR AWARDS & HONOREES

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    2025 STAR AWARD HONOREES

    2025 Star Awards Legends Honors list with event details.
    Logo celebrating 10 years of Portland Hip-Hop Week.
    2025 Star Award recognizing Mike Hawthorne and Logic Amen.
    2025 Star Awards Trailblazer Award honorees listed.
    2025 Star Awards honoring Alex Wideman as an Unsung Hero.
    2025 Star Awards event featuring Kendell Brown, Hayden Rhardy, and DJ Denver.

    2025 STAR AWARD PERFORMERS! + Surprise Guest Performances

    Event poster for 2025 Star Awards featuring Cool Nutz.
    Karma Rivera performing at the 2025 Star Awards.
    Promotional poster for 2025 Star Awards featuring Jae Lava.
    Performance by Majik9 at 2025 Star Awards.
    Poster for Mighty’s performance at 2025 Star Awards.
    King Thayo performing at the 2025 Star Awards.
    Promotion poster for Jumbo's performance at 2025 Star Awards.
    2025 Star Awards performance poster featuring Sayu.
    2025 Star Awards performance by D•T at Patricia Reser Center.
    Manifest Dance Agency performing at 2025 Star Awards

    2025 PDX HIP HOP WEEK SANCTIONED EVENTS

    Portland Hip-Hop Week 10 Year Anniversary Kickoff Ceremony on August 20.
    Poster for the 2025 Star Awards event with performance and hosting details.
    PDX Hip Hop Week presents Hip Hop Bingo event with DJ O.G. One on August 21st in Portland.
    Event poster for The Kidz Outside 4 with music, food, and activities.
    Laced Up PDX provides free sneakers and supplies to children in SE Portland.
    Skate in Shake event at Oaks Park on August 20.
    Flyer for Latelyrics hip hop open mic event with special guests.
    Event flyer for Shiekh Schoolyard Takeover in Portland, Oregon.
    Flyer for A Night of Chill Vibes Vol 2 at Alberta Street Pub.
    Elation Hip-Hop 2025 gospel music event poster.

    2025 Sponsors & Supportive Partners

      2024 PDX HIP HOP WEEK SANCTIONED EVENTS

      Portland Hip-Hop Week youth open jam on August 20, free food and drinks.
      Roller skating event at Oaks Park on August 21.
      Flyer for the 4th Annual Hip Hop, Wine & Chill event with DJ O.G.One.
      Flyer for a hip hop event at Alberta Street Pub in Portland.
      DJ showcase day party announced for Aug 24th.
      Show L.O.V.E Artist Showcase poster featuring TeezySoDope, Lana Shea, and Majik9.
      Flyer for "The Beat Down" producer showcase during PDX Hip-Hop Week on August 25th.
      Poster for Requests Day Party in Portland with DJs and vendors.
      2024 Star Awards hip hop event hosted by DJ O.G.ONE & DJ Klyph.
      Poster for Vursatyl single release event at White Eagle Saloon.

      Congratulations! 2024 Hip Hop, Wine & Chill Honorees. Thank you Sponsors

      Event poster featuring Besa Gordon as a 2024 honoree.
      Omari Salisbury honored with Impact Leadership Award at Hip Hop, Wine & Chill 2024.
      Tanya Cerda honored at Hip Hop, Wine & Chill 2024 event.
      Cool Nutz honored at Hip Hop, Wine & Chill 2024.
      Tony Ozier honored at Hip Hop, Wine & Chill 2024.
      Logo for Abbey Creek Winery in North Plains, OR.
      Logo featuring a golden microphone and crown with 'LEADERTRAINMENT' text.
      Elegant gold initials "TWM" logo on black background.
      Logo of Converge with the tagline Believe in Giving.
      Logo with peace hand sign and text 'HIP HOP 4 PEACE'.

      Congratulations! 2024 STAR AWARD RECIPIENTS & Guest Performers

        2016-2024 Recaps

        Two people holding a hip-hop award with smiles.
        Man holding a microphone and award, speaking at an event.
        Man proudly holding a Legends Honor Award.
        Flyer for Hip Hop, Wine & Chill 2023 Honorees event on Aug 24 at Abbey Creek Winery.
        Crowd raising hands in front of a historic building.
        Man pouring a drink outdoors under an umbrella.
        Sponsor logos for Portland Hip Hop Week event.
        DJ Juggernaut performing with headphones and equipment.
        Two people engaged in a serious conversation indoors.
        Artist spray painting a vibrant mural outdoors.
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