The Square

May 2026 Primary Election Ballot Box
2026-04-28 08:00 - 2026-05-20 20:00 (America/Los_Angeles) | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Turn in your ballot for the upcoming primary election at the Square between April 28th at 8am and May 20th 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 – Abigail Krawson at Pendleton
2026-04-30 12:00 - 13:00 | Pendleton, 825 SW Yamhill St, Portland, OR, 97205, United States
Opera singer Abigail Krawson will be performing at Pendleton on Downtown’s Transit Mall! Opera singer Abigail Krawson will be performing at Pioneer Place on Downtown’s Transit Mall! Acclaimed as “bewitching,” having “her own soubrette-ish delivery,” as well as “wringing every bit of sentiment out of her aria,” Abigail Krawson is garnering critical and audience praise for her energetic and heartfelt operatic portrayals. She is on the roster of both The Portland Opera Chorus and The Portland Symphonic Choir, the Director of Children and Youth Choirs at Lake Grove Presbyterian Church, the Communications Director for Renegade Opera, a private voice and piano teacher, and also maintains an active solo calendar in and around Portland.
For more information, CLICK HERE.

Reggaeton En La Calle
2026-05-02 14:00 - 22:30 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Join Portland’s biggest Reggaeton event on Saturday May 2nd with a block party in The Square to celebrate Cinco de Mayo.
For more information and tickets, CLICK HERE.

In Concert on Downtown’s Transit Mall – Johnny Franco and His Real Brother Dom at Nordstrom
2026-05-05 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 – Chasing Ebenezer at The Square
2026-05-07 11:30 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Chasing Ebenezer will be performing at The Square!
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.

Portland Fire Rebel Jersey Launch
2026-05-08 15:00 - 17:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Portland Fire will debut the 2026 Rebel Jersey to kick off the 2026 WNBA season. Flowers available with every jersey purchase as supplies last!

In Concert on Downtown’s Transit Mall – Sadie Gregg at Pioneer Place
2026-05-12 12:00 - 13:00 | Pioneer Place Main Entrance, 700 SW 5th Ave, Portland, OR, 97204, United States
Opera singer Sadie Gregg will be performing at Pioneer Place in front of Saint Laurent on Downtown’s Transit Mall! Sadie Gregg has been commended by the press as “a mezzo-soprano with a rich, flexible instrument,” and as “a standout” whose “amber-toned mezzo-soprano sounded strong across her full range.” Performances include Seattle Opera, Portland Opera, Boston Lyric Opera, Odyssey Opera, Oregon Mahler Festival, Tualatin Valley Symphony, and Bravo! Concerts Northwest.
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – Tyler Waltner Trio at Sixth+Main
2026-05-14 12:00 - 13:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
The Tyler Waltner Trio will be performing at Sixth+Main on Downtown’s Transit Mall! The Tyler Waltner Trio plays heavy blues, swing, bebop, hard-bop, Latin, funk, and modern jazz influenced tunes featuring complex rhythms and abstract harmonies to put together a unique fabric of music, sound, and textures that only a fraction of musicians their age can accomplish.
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – Jennifer Holman at Nordstrom
2026-05-19 12:00 - 13:00 | Nordstrom @ SW Morrison & Broadway, 701 SW Broadway St., Portland, OR, 97205, United States
Singer/ songwriter Jennifer Holman brings her beautiful voice to delight passersby at Nordstrom on Downtown’s Transit Mall.

In Concert on Downtown’s Transit Mall – Machado Mijiga at Big Pink
2026-05-21 12:00 - 13:00 | Big Pink, 111 SW 5th Ave #1250, Portland, OR, 97204, United States
Classically-trained multi-instrumentalist Machado Mijiga brings his unique brand of hip-hop and electronica-infused remixes to Big Pink on Downtown’s Transit Mall.
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – Pablo Rivarola at Pendleton
2026-05-26 12:00 - 13:00 | Pendleton, 825 SW Yamhill St, Portland, OR, 97205, United States
Jazz trumpeter Pablo Rivarola will be performing at Pendleton on Downtown’s Transit Mall!
For more information, CLICK HERE

In Concert on Downtown’s Transit Mall – Gabe Hess at Sixth+Main
2026-05-28 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.

Free Art in The Park
2026-06-02 11:30 - 13:30 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Square and Portland creative Larry Yes partner to bring the program Free Art in The Park to downtown Portland on Tuesdays and Thursdays, June 2 – July 30. Kids, adults, neighbors, families, and friends are invited to come out in creative spirit to enjoy painting, music, fun and meaningful connection. This free community art series pairs hands-on artistic engagement with live music, bringing creativity and Portland together on warm summer days in the heart of downtown. Art material provided while supplies last.

In Concert on Downtown’s Transit Mall – MC Shoehorn at Pioneer Place
2026-06-02 12:00 - 13:00 | Pioneer Place @ David Yurman, 700 SW 5th Ave #2105, Portland, 97204, United States
MC Shoehorn will be performing at Pioneer Place on Downtown’s Transit Mall! Shoehorn began his musical journey in 1979 as a street performer in New Orleans, where he got his first pair of tap shoes. He went on to perform in 30 countries and most of the USA, and has released 6 full-length CDs featuring tap dance on his original compositions and his arrangements of show tunes. He plays a lot of instruments but is best known for simultaneously playing sax and tap dancing.

Noon Tunes Summer Concert Series
2026-06-02 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Johnny Franco and his Real Brother Dom will be performing at Noon Tunes over the lunch hour! 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.
The Noon Tunes Summer Concert Series returns to The Square for its 34th year on Tuesdays and Thursdays June 2 – July 30! From Noon-1:00pm enjoy a dynamic mix of homegrown music from some of Portland’s top regional and local musical talent. With 18 FREE concerts, dancing, painting at Art in The Park and some of Portland’s favorite food vendors at Carts on the Square, The Square is Downtown’s summer lunchtime destination.
Upcoming Concerts:
June 4th – Tanner Cundy Band
June 9th – Beth Willis
June 11th – Hannah Glavor
June 16th – Reisender
June 18th – Kyle Glenn & The Wandering Kind
June 23rd – Eric John Kaiser
June 25th – Burnt Citrus
June 30th – Alley-Oop
July 2nd – LINOY
July 7th – JT Wise Band
July 9th – Mitch And The Melody Makers
July 14th – Sherbet Tone
July 16th – Rose Gerber
July 21st – The AM (Acoustic Minds)
July 23rd – Castletown
July 28th – Fox and Bones
July 30th – John Thayer Music

In Concert on Downtown’s Transit Mall – JoAnna Lee at Pioneer Place
2026-06-04 12:00 - 13:00 | Pioneer Place Main Entrance, 700 SW 5th Ave, Portland, OR, 97204, United States
Pop singer-songwriter and guitarist JoAnna Lee will be performing at Pioneer Place on Downtown’s Transit Mall! JoAnna brings a unique array of influences to her rootsy soul sound. When all her friends in grade school were getting into N’SYNC and Britney Spears, her mother was introducing her to Stevie Wonder. Surrounded by a family full of cousins who all played instruments, she took naturally to incorporating R&B (her original dream was to be a Motown singer) with her acoustic guitar.
For more information, CLICK HERE.

Noon Tunes Summer Concert Series
2026-06-04 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Tanner Cundy Band will be performing at Noon Tunes over the lunch hour! Tanner Cundy is a Cornish-born, Pacific Northwest based musician and recording artist. Heavily influenced by timeless songwriters and sound-crafting guitar pioneers, Cundy weaves a totally unique blend of acoustic wizardry with easygoing lyricism and choice melodic interludes. Notable for his upside-down approach to guitar and deep knowledge of emotion-bending effects, his sets are truly one-of-a-kind and come as a highly recommended musical experience.
The Noon Tunes Summer Concert Series returns to The Square for its 34th year on Tuesdays and Thursdays June 2 – July 30! From Noon-1:00pm enjoy a dynamic mix of homegrown music from some of Portland’s top regional and local musical talent. With 18 FREE concerts, dancing, painting at Art in The Park and some of Portland’s favorite food vendors at Carts on the Square, The Square is Downtown’s summer lunchtime destination.
Upcoming Concerts:
June 9th – Beth Willis
June 11th – Hannah Glavor
June 16th – Reisender
June 18th – Kyle Glenn & The Wandering Kind
June 23rd – Eric John Kaiser
June 25th – Burnt Citrus
June 30th – Alley-Oop
July 2nd – LINOY
July 7th – JT Wise Band
July 9th – Mitch And The Melody Makers
July 14th – Sherbet Tone
July 16th – Rose Gerber
July 21st – The AM (Acoustic Minds)
July 23rd – Castletown
July 28th – Fox and Bones
July 30th – John Thayer Music

One More Time Around Again Marching Band – Free Band Concert
2026-06-06 14:00 - 15:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The One More Time Around Again Marching Band is putting on a free concert in The Square. This unique all-adult marching band is a fan favorite. They will be performing various types of music spanning their 40 year history. Come on down to sing and dance along and enjoy this amazing marching band!

2026 CareOregon Grand Floral Starlight Parade
2026-06-06 18:30 - 22:30 | OR
In 2026, the Portland Rose Festival proudly introduces an exciting evolution of two beloved traditions: the CareOregon Grand Floral Starlight Parade.
This newly reimagined parade brings together the pageantry of the Grand Floral Parade with the energy and excitement of the Starlight Parade into one unforgettable celebration. By combining these iconic events, the Rose Festival is creating a single, dynamic parade experience that honors tradition while embracing creativity, community, and innovation.
For more information, CLICK HERE.

In Concert on Downtown’s Transit Mall – Ben Grace at Big Pink
2026-06-09 12:00 - 13:00 | Big Pink, 111 SW 5th Ave #1250, Portland, OR, 97204, United States
Ben Grace will be performing at Big Pink on Downtown’s Transit Mall!
At the center of Australian singer-songwriter Ben Grace’s impeccably crafted songs is a story of undoing. Drawn by the roots-driven tradition of Americana to sing the stories that need to be told, Ben’s music hovers in the space between lightness and the depths, wrestling its way through humor and melody to peel back the layers and reveal the naked truth of us. Through the specificity of his own deconstruction, Ben writes into our universal search for belonging, spiritual homecoming, and desire to live seen and unashamed.
For more information, CLICK HERE.

Noon Tunes Summer Concert Series
2026-06-09 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Beth Willis will be performing at Noon Tunes over the lunch hour! The Portland-based singer-songwriter is well-traveled and can be seen and heard throughout Oregon and Washington, while making occasional appearances in cities like Vegas, Los Angeles, London, and NYC. Whether performing covers at a dive bar, or belting her originals on massive stages opening for artists like Blues Traveler, Rick Springfield, Mat Kearney, Thompson Square, and The Spin Doctors (to name a few), Beth can captivate any audience.
The Noon Tunes Summer Concert Series returns to The Square for its 34th year on Tuesdays and Thursdays June 2 – July 30! From Noon-1:00pm enjoy a dynamic mix of homegrown music from some of Portland’s top regional and local musical talent. With 18 FREE concerts, dancing, painting at Art in The Park and some of Portland’s favorite food vendors at Carts on the Square, The Square is Downtown’s summer lunchtime destination.
Upcoming Concerts:
June 11th – Hannah Glavor
June 16th – Reisender
June 18th – Kyle Glenn & The Wandering Kind
June 23rd – Eric John Kaiser
June 25th – Burnt Citrus
June 30th – Alley-Oop
July 2nd – LINOY
July 7th – JT Wise Band
July 9th – Mitch And The Melody Makers
July 14th – Sherbet Tone
July 16th – Rose Gerber
July 21st – The AM (Acoustic Minds)
July 23rd – Castletown
July 28th – Fox and Bones
July 30th – John Thayer Music

In Concert on Downtown’s Transit Mall – Johnny Franco and His Real Brother Dom at Pioneer Place
2026-06-11 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 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.

Noon Tunes Summer Concert Series
2026-06-11 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Hannah Glavor will be performing at Noon Tunes over the lunch hour! Hannah Glavor is a Portland based singer-songwriter with a cinematic range of indie rock revelry and raw folk spirit, clutched together by catching pop elements. She has been on the West Coast scene for the past decade sharing the stage and with a broad range of sound like Elbow, Joseph, Y La Bamba, and Sixpence None the Richer. Her songs and mantra have not ceased to strive to give language to hope; having weathered losses, difficult transitions, and surviving a brain tumor at 30. Her cry for peace and hope, even in the worst of life’s storms, is an invitation for all to fight to see and love others around them.
The Noon Tunes Summer Concert Series returns to The Square for its 34th year on Tuesdays and Thursdays June 2 – July 30! From Noon-1:00pm enjoy a dynamic mix of homegrown music from some of Portland’s top regional and local musical talent. With 18 FREE concerts, dancing, painting at Art in The Park and some of Portland’s favorite food vendors at Carts on the Square, The Square is Downtown’s summer lunchtime destination.
Upcoming Concerts:
June 16th – Reisender
June 18th – Kyle Glenn & The Wandering Kind
June 23rd – Eric John Kaiser
June 25th – Burnt Citrus
June 30th – Alley-Oop
July 2nd – LINOY
July 7th – JT Wise Band
July 9th – Mitch And The Melody Makers
July 14th – Sherbet Tone
July 16th – Rose Gerber
July 21st – The AM (Acoustic Minds)
July 23rd – Castletown
July 28th – Fox and Bones
July 30th – John Thayer Music

Soccer Celebration
2026-06-12 11:00 - 21:00 | OR
The Portland Timbers will host a Portland Timbers Soccer Celebration event at Portland’s Pioneer Courthouse Square this June. With supporting partners adidas and McDonald’s, the Soccer Celebration will feature interactive activities, local food carts, merchandise stands, fan giveaways as well as live viewings of select FIFA World Cup 26™ matches, all taking place in “Portland’s Living Room” from June 12-June 15. The events are free to attend for fans of all ages.
For more information and a full schedule of events, CLICK HERE.

In Concert on Downtown’s Transit Mall – The Tide at Sixth+Main
2026-06-16 12:00 - 13:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
Singer/Songwriters The Tide will be performing at Sixth+Main on Downtown’s Transit Mall!

Noon Tunes Summer Concert Series
2026-06-16 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Reisender will be performing at Noon Tunes over the lunch hour! Reisender is the musical endeavor of west-coast songwriter & multi-instrumentalist Paul Conroy. Conroy crafts upbeat, moody, and eclectic synth & guitar-driven indie-pop anthems, and has opened for national artists including Drake Bell, Eisley, and Hippo Campus. 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 has toured across the western US as well as in Europe and Korea, and boasts both an international and local following. Conroy’s greatest personal influences are Paul Simon, Damon Albarn, Pixies, and Paul McCartney.
The Noon Tunes Summer Concert Series returns to The Square for its 34th year on Tuesdays and Thursdays June 2 – July 30! From Noon-1:00pm enjoy a dynamic mix of homegrown music from some of Portland’s top regional and local musical talent. With 18 FREE concerts, dancing, painting at Art in The Park and some of Portland’s favorite food vendors at Carts on the Square, The Square is Downtown’s summer lunchtime destination.
Upcoming Concerts:
June 18th – Kyle Glenn & The Wandering Kind
June 23rd – Eric John Kaiser
June 25th – Burnt Citrus
June 30th – Alley-Oop
July 2nd – LINOY
July 7th – JT Wise Band
July 9th – Mitch And The Melody Makers
July 14th – Sherbet Tone
July 16th – Rose Gerber
July 21st – The AM (Acoustic Minds)
July 23rd – Castletown
July 28th – Fox and Bones
July 30th – John Thayer Music

In Concert on Downtown’s Transit Mall – Brenna Larsen at Pioneer Place
2026-06-18 12:00 - 13:00 | Pioneer Place @ David Yurman, 700 SW 5th Ave #2105, Portland, 97204, United States
Brenna Larsen will be performing in front of David Yurman at Pioneer Place on Downtown’s Transit Mall!
Brenna Larsen, with roots in the outskirts of Portland, Oregon, embodies the essence of a true troubadour, captivating audiences with her heartfelt performances and soulful melodies. Drawing from a rich tapestry of influences, Brenna’s music reflects a blend of timeless charm and contemporary flair. Inspired by the iconic songwriters of the 60s and 70s, she infuses her original compositions with the nostalgic allure of folk and the infectious groove of jazz. Her upbeat acoustic guitar sets the stage for introspective storytelling, while her catchy jazz electric guitar riffs add a dynamic edge to her sound.

For more information, CLICK HERE.

Noon Tunes Summer Concert Series
2026-06-18 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Kyle Glenn & The Wandering Kind will be performing at Noon Tunes over the lunch hour! Kyle Glenn & The Wandering Kind is a Portland-based band led by songwriter Kyle J. Glenn. Blending folk, rock, and indie influences, their music moves between stripped-down acoustic songs and full-band arrangements with grit and drive. It’s a sound that nods to the roots of Americana while carving out a voice of its own. For fans of Dawes, Jeff Tweedy, and Jason Isbell, Kyle Glenn & The Wandering Kind offers honest songs built to resonate.
The Noon Tunes Summer Concert Series returns to The Square for its 34th year on Tuesdays and Thursdays June 2 – July 30! From Noon-1:00pm enjoy a dynamic mix of homegrown music from some of Portland’s top regional and local musical talent. With 18 FREE concerts, dancing, painting at Art in The Park and some of Portland’s favorite food vendors at Carts on the Square, The Square is Downtown’s summer lunchtime destination.
Upcoming Concerts:
June 23rd – Eric John Kaiser
June 25th – Burnt Citrus
June 30th – Alley-Oop
July 2nd – LINOY
July 7th – JT Wise Band
July 9th – Mitch And The Melody Makers
July 14th – Sherbet Tone
July 16th – Rose Gerber
July 21st – The AM (Acoustic Minds)
July 23rd – Castletown
July 28th – Fox and Bones
July 30th – John Thayer Music

Active Children Portland Presents The Active Wipeout!
2026-06-20 11:00 - 15:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Active Children Portland invites you to release your inner child at the first-ever Active Wipeout! Get ready to run, jump, dodge, and dive your way through high-energy inflatable obstacle courses taking over Pioneer Courthouse Square.
Join us June 20th from 11am–5pm for a day packed with laughs, friendly competition, and nonstop action. From 11am–1pm, jump into Free Run: No registration needed, just show up and play. Then stick around as the stakes rise from 1pm–5pm with our tournament heats, where speed, agility, and bragging rights are on the line! Compete for your chance to win:
On Running Waistpack 2L Elite: $50 value
On Running TrackPack Mini Elite: $120 value
On Running TrackPack 40L Elite: $250 value
Register HERE.
Whether you’re chasing victory or just chasing your kids through the course, the Active Wipeout is built for all ages and energy levels. Bring your friends, bring your family, and get ready to Wipeout!

Wooble Wagon
2026-06-21 10:00 - 15:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Join The Woobles on our Wooble Wagon tour for our free event! Enjoy games, prizes, and a community crochet project. Souvenirs will be available for purchase. Wooble on!
