The Square

The 2025 Standard Volunteer Expo
2025-09-04 11:00 - 14:00 (America/Los_Angeles) | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Join us for The Standard Volunteer Expo on Thursday, September 4th from 11:00am – 2:00pm. Meet with more than 100 local nonprofits ready to connect you with volunteer opportunities. Do you want to help children or animals, do you care about the environment or the arts, maybe you want to help people experiencing homelessness? All ages and abilities welcome.

In Concert on Downtown’s Transit Mall – Reisender at Sixth+Main
2025-09-04 12:00 - 13:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
Reisender will be performing at Sixth+Main on Downtown’s Transit Mall!!
Reisender is the musical endeavor of west-coast songwriter & multi-instrumentalist Paul Conroy. With influences ranging from Paul Simon to The Flaming Lips, Conroy crafts upbeat, moody, and eclectic synth & guitar-driven indie-pop anthems. Having performed alongside national artists including Drake Bell, Eisley, and Hippo Campus, Reisender has toured across the western US as well as in Europe and Korea, and boasts both an international and local following. His single “Generation 1099” has been described as “a seriously replay-worthy track” by the Bay Bridged, and his 2021 Album Fmly as “an indie/alt festival-ready collection of gems” by FourCulture. Reisender is currently based in Portland, OR with a lineup comprising Paul Conroy and his cousin Ben Stager on drums.

CANCELED – 2025 Pan African Festival
2025-09-06 12:00 - 20:30 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
This event has been CANCELED.
The Pan African Festival will celebrate the presence, resilience, strength and influence of Pan Africans in Oregon. It will be a day to enjoy live music, dance, food and entertainment, health education, education and career awareness, financial literacy, and relevant other opportunities for people to get involved and take action to solve problems in their community.

In Concert on Downtown’s Transit Mall – Arlo Indigo at US Bancorp Tower
2025-09-09 12:00 - 13:00 | Big Pink, 111 SW 5th Ave #1250, Portland, OR, 97204, United States
Arlo Indigo will be performing at US Bancorp Tower on Downtown’s Transit Mall.
Arlo Indigo is a writing moniker used by the Brooklyn-based but Alaskan-raised songwriter and multi-instrumentalist. By blending elements of indie rock and songwriter folk with an emphasis on lyric he has created a sound that’s referential, topical, and relevant despite cyclical trends. His next single ‘You Can’t Love Someone Based On What You Get Back’, set to be released 8/29, is an exercise in self policing emotional attachment and a commentary on transactional interpersonal relationships. He is set to release his fourth self released full length record “Normalized Cringe” in the fourth quarter of 2025.

In Concert on Downtown’s Transit Mall – Gretta Seabird at Less and More Coffee
2025-09-11 12:00 - 13:00 | Less & More Coffee, 1003 SW 5th Ave, Portland, OR, 97204, United States
Gretta Seabird will be performing at Less and More Coffee on Downtown’s transit mall!
Gretta Seabird began with a simple songwriting challenge. Every two weeks, Jeremiah Brunnhoelzl would email guitar tracks from his flat in Brooklyn, NY to Lee McDonnell in Portland, OR, who would then give herself a mere day to pen down lyrics and melody. As the songs formed at a rapid, yet natural pace, the pair began to believe in the poetry they were creating, in the little moments caught in time. Thus, Gretta Seabird was formed, and with it the debut EP “Cycling.”

Tibet Day – A Year of Compassion
2025-09-13 10:00 - 18:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Experience a year of Tibetan tradition through prayers, cultural performances, and delicious home-made Tibetan food – all in celebration of compassion and community.

Sunday Parkways
2025-09-14 12:00 - 17:00 | OR
Get ready for an epic Downtown Portland block party on Sunday, September 14 from 12 – 5 pm with Sunday Parkways Presented by Kaiser Permanente! People are invited to walk, bike, and roll on car-free streets while exploring the unique amenities of Portland’s city center — its public spaces, cultural destinations, and vibrant local businesses. Enjoy free live entertainment and activities for all ages, vendor marketplaces, and local cuisine at every turn. For event details, CLICK HERE.

In Concert on Downtown’s Transit Mall – Eric John Kaiser at Pioneer Place @ Nike
2025-09-16 12:00 - 13:00 | Pioneer Place @ Nike, 700 SW 5th Ave, Portland, OR, 97204, United States
Eric John Kaiser will be performing at Pioneer Place in front of Nike on Downtown’s transit mall! Known as The French Troubadour, Parisian-born Eric John Kaiser is a singer-songwriter reimagining French music through an Americana lens. Eric was born in the southern outskirts of Paris, in small town called Verrières-le Buisson, and began learning guitar when he was 10 years old. After years of a classical music education, he found a teacher that opened him up to the music of the Beatles and Rolling Stones. He began writing songs in his adolescence, using music as both a diary to channel his experiences and as his personal legacy. After performing over 350 concerts in France, Eric John Kaiser fell in love with a girl, a romance which would bring him to Portland, Oregon where he is currently based. His songs resonate with a genuine Americana rhythm, like galloping across the vast plains on horseback, with a western lap steel guitar playing dirty roadhouse blues.
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – Chasing Ebenezer at Sixth+Main
2025-09-18 12:00 - 13:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
Chasing Ebenezer will be performing at Sixth+Main on Downtown’s transit mall!
Chasing Ebenezer is a world folk-rock band based in Portland, Oregon. With influences from Celtic, African, and Middle Eastern music, their songs make it hard for audiences to sit still. Their tunes are alive with bohemian violin licks, world percussion, and an ever-increasing array of instruments. The band is fronted by husband and wife team Benjamin & Heidi Beth Sadler.

We Believe in Portland Fall Cleanup
2025-09-19 11:00 - 12:30 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Join us on September 19th for the We Believe in Portland Fall Cleanup event! We will kick off at The Square and then clean over 300 blocks in the Downtown Core and the Inner-East Side. We Believe in Portland unites thousands of purpose-driven Portland leaders and hundreds of companies who are committed to restoring Portland. This simple yet powerful act of cleaning up shows our commitment to our community and our beautiful city! Check out our website for more information and updates, and look out for registration to open in mid-June. Also, be sure to follow our socials @webelieveinportland to stay up to date on all of the fun to be had on September 19th. See you there!

2025 Umatilla County Bounty: Farm to Square
2025-09-20 11:00 - 14:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Celebrate the flavors, sights, and sounds of Umatilla County at Farm to Square 2025! Stroll through the square and savor the best of local bounty with artisan cheese, fresh flowers, regional wines, and crisp ciders—all available for purchase and sampling.
Enjoy an afternoon packed with community fun: challenge friends to yard games, marvel at a live watermelon carving, groove to live music, and watch chefs in action with a live cooking demo. Don’t forget to capture the memories at our festive photo booths!
Come curious, and come ready to celebrate everything homegrown in Umatilla County.

Rip City Reunion
2025-09-21 12:00 - 14:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Join the celebration, rally with Rip City and welcome Dame home as we tip off a new season in Portland’s living room.
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – Johnny Franco and His Real Brother Dom at Nordstrom
2025-09-23 12:00 - 13:00 | Nordstrom @ SW Morrison & Broadway, 701 SW Broadway St., Portland, OR, 97205, United States
Johnny Franco and his Real Brother Dom will be performing at Nordstrom on Downtown’s Transit Mall! Walk down any street in Portland, Oregon and you are sure to encounter a mustachioed Brazilian rock and roll troubadour named Johnny Franco and (his real brother) Dom. Recently moving from Sao Paulo, the duo has developed a cult following in Portland for their high energy performance and music. The self-proclaimed Professional Entertainer has sold out his last two headline shows at the Doug Fir in Portland, Oregon.

In Concert on Downtown’s Transit Mall – Catherine Garvin at The Square
2025-09-25 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Harpist Catherine Garvin is a therapeutic musician delivering beauty into the with harp and song providing balance and bliss along Downtown’s Transit Mall. For more information, CLICK HERE.

Walk for Recovery
2025-09-27 10:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Walk for Recovery is Oregon Recovers largest annual fundraiser. Each of the six Walks are designed to raise money, build community power, and promote pride in recovery. Our mission to end the addiction crisis through increasing access to effective care.
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – Mark MacMinn at Big Pink
2025-09-30 12:00 - 13:00 | Big Pink, 111 SW 5th Ave #1250, Portland, OR, 97204, United States
Mark MacMinn will be performing at Big Pink on Downtown’s transit mall!
Mark MacMinn is an Americana songwriter, performer, and producer. Raw, honest music shaped by years in LA, Austin, Nashville & Portland. Grit, melody, and stories from the heart.

In Concert on Downtown’s Transit Mall – Story & Tune at Less and More Coffee
2025-10-02 12:00 - 13:00 | Less & More Coffee, 1003 SW 5th Ave, Portland, OR, 97204, United States
Aussie singer-songwriter Ben Grace and Californian poet Karyn Thurston met for the first time weeks after they first said I love you, a blush-worthy whirlwind love story that landed them in a creative partnership writing a torrent of original songs. Story & Tune is the marriage of Karyn’s words and Ben’s melodies (though they’ve been known to switch roles from time to time.) Driven by folk-Americana’s long history of lyrical storytelling, the harmony-driven duo’s songs are a unique blend of heart, ache, and laughter, all grounded in the unwavering belief that belonging is an essential human right.
For more information, CLICK HERE.

Pink Warrior Zumba Fundraiser
2025-10-04 13:00 - 15:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Portland’s annual Pink Warrior PDX Zumbathon® charity event is more than just a dance party, more than just a fundraiser.
Hundreds of Zumba® instructors and fans from Oregon, Washington, and beyond gather in Pioneer Square to share hope, to spread joy, and to raise funds for the fight against breast cancer.
CLICK HERE for more information.

In Concert on Downtown’s Transit Mall – The AM (Acoustic Minds) at Big Pink
2025-10-07 12:00 - 13:00 | Big Pink, 111 SW 5th Ave #1250, Portland, OR, 97204, United States
The AM (Acoustic Minds) will be performing at Big Pink on Downtown’s Transit Mall! The AM (Acoustic Minds) is comprised of identical twin sister singers and songwriters Jenni and Amanda Price. (Piano/Guitar/Vocals). They have toured through 11 countries and blend genres of edm, hip hop, soul and pop. Known for their songwriting and unique sibling harmonies combined with 80’s synth and heavy bass.
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – Jordan Sings at Pendleton
2025-10-09 12:00 - 13:00 | Pendleton, 825 SW Yamhill St, Portland, OR, 97205, United States
Soulful vocalist and guitarist Jordan Sings will be performing at Pendleton on Downtown’s Transit Mall!
For more information, CLICK HERE.

November 2025 Special Election Ballot Box
2025-10-14 08:00 - 2025-11-04 20:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Turn in your ballot for the upcoming special election at the Square between October 14th at 8am and November 4th at 8pm. The ballot box is located near the corner of Broadway and Yamhill. For more information visit multco.us/elections.

In Concert on Downtown’s Transit Mall – Curtis Reynolds
2025-10-14 12:00 - 13:00 | Ben Bridge Jewelers, 801 SW 5th Ave, Portland, OR, 97204, United States
Curtis Reynolds will be performing at Ben Bridge Jewelers on Downtown’s transit mall!
Curtis Reynolds is a Portland-based singer/songwriter with a pop/soul influenced vibe express through powerful vocals and acoustic guitar.

In Concert on Downtown’s Transit Mall – Gabe Hess at Sixth+Main
2025-10-16 12:00 - 13:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
Gabe Hess will be performing at Sixth+Main on Downtown’s Transit Mall! Gabe Hess is a singer/songwriter, composer, and arranger based out of the Pacific Northwest. Gabe first began working in the music industry during his college years, performing in clubs in Boise Idaho with several different bands and collaborations. In 2018, Gabe released his first EP titled “Working” which was comprised of an eclectic group of original songs spiced with styles from country to classic soul.
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – New Age Phonograph at Big Pink
2025-10-21 12:00 - 13:00 | Big Pink, 111 SW 5th Ave #1250, Portland, OR, 97204, United States
New Age Phonograph will be performing at Big Pink on Downtown’s transit mall!
Playing the songs they love while bringing the blues right out of them, New Age Phonograph adds their unique sound to songs new and old. Blues-rock blends, jazz infused and Americana-folk inspired originals, a pinch of comedy here and there– it’s a rock sound combined with old-school soul. That’s what New Age Phonograph is all about.
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – Tyler Langham at Less and More Coffee
2025-10-23 12:00 - 13:00 | Less & More Coffee, 1003 SW 5th Ave, Portland, OR, 97204, United States
Tyler Langham will be performing at Less and More Coffee on Downtown’s Transit Mall!
Tyler Langham found his love of songwriting along side the cold mountains of Alaska. His lyrics are heartfelt and the instrumentation behind them rhythmically driven. The shows are always intimate and full of laughter and introspection.

Albertson’s Backyard Bash
2025-10-24 14:00 - 18:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Join Albertson’s for a fall festival that includes free food sampling, a live DJ, celebrity chef demos, and more!

OHSU Health Care Equity Fair
2025-10-25 10:00 - 15:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Students and faculty from OHSU schools of Medicine, Nursing, Dentistry, and the OSU/OHSU College of Pharmacy will work with other local volunteers and organizations, including the Western University of Health Sciences COMP-NW, OSU College of Veterinary Medicine, and the Pacific University College of Optometry to schedule follow-up medical appointments, provide free resources for addiction, mental health, housing, and more. This annual event is part of the OHSU Health Care Equity Series, and year-round, student-lead effort to raise awareness about disparities in the US health care system.
For more information, CLICK HERE.

2nd Annual Family FunFest in Portland
2025-10-26 13:00 - 21:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Join the Filipino American Northwest Association for the cultural event of the year showcasing Filipino culture, traditions, and heritage through food, music, live entertainment, and more. Open to the public and family friendly. Come celebrate with us! Mabuhay!

In Concert on Downtown’s Transit Mall – Hayley Lynn at Pioneer Place @ Nike
2025-10-28 12:00 - 13:00 | Pioneer Place @ Nike, 700 SW 5th Ave, Portland, OR, 97204, United States
Soulful Singer-Songwriter Hayley Lynn will be performing at Pioneer Place in front of Nike on Downtown’s Transit Mall!
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – Johnny Franco and His Real Brother Dom at Pioneer Place @ David Yurman
2025-10-30 12:00 - 13:00 | Pioneer Place Main Entrance, 700 SW 5th Ave, Portland, OR, 97204, United States
Johnny Franco and his Real Brother Dom will be performing at Pioneer Place in front of David Yurman on Downtown’s Transit Mall! Walk down any street in Portland, Oregon and you are sure to encounter a mustachioed Brazilian rock and roll troubadour named Johnny Franco and (his real brother) Dom. Recently moving from Sao Paulo, the duo has developed a cult following in Portland for their high energy performance and music. The self-proclaimed Professional Entertainer has sold out his last two headline shows at the Doug Fir in Portland, Oregon.
