The Square

In Concert on Downtown’s Transit Mall – Catherine Garvin at The Square
2025-09-25 12:00 - 13:00 (America/Los_Angeles) | 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.

Stimson Lumber Tree Arrival
2025-11-12 11:00 - 12:30 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Kick-off of the holiday season Downtown as Portland’s 75ft tall Douglas-fir Tree is welcomed to Portland’s Living Room! Say hello to Santa, enjoy free hot chocolate and join in the fun of this annual tradition.

41st Annual Tree Lighting Ceremony Presented by SmartPark
2025-11-28 17:30 - 18:45 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
A joyful community sing-along led by Portland’s own Thomas Lauderdale of Pink Martini with many of Portland’s finest musical artists and chorale singers. Portland’s Tree Lighting Ceremony is the highlight of the holiday season in downtown. Join in this holiday tradition as Santa Claus ‘flips the switch’ to illuminate nearly 10,000 colorful lights on our City’s Tree that will shine bright throughout the holiday season.
To download the official songbook, CLICK HERE.

Portland Holiday Brew Fest
2025-12-05 17:30 - 22:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Portland Holiday Brew Fest returns on December 5th & 6th, bringing winter cheer and delicious beer to The Square! Join us under covered, heated tents to enjoy 30+ holiday/winter beers & ciders from around the Northwest, plus music from vinyl DJs and a variety of cozy winter foods.
For more information and tickets, CLICK HERE.

Holidays on Downtown’s Transit Mall – Machado Mijiga at Less and More Coffee
2025-12-09 12:00 - 13:00 | Less & More Coffee, 1003 SW 5th Ave, Portland, OR, 97204, United States
Classically-trained multi-instrumentalist Machado Mijiga brings his unique brand of hip-hop and electronica-infused remixes to Less and More Coffee on Downtown’s Transit Mall.
For more information, CLICK HERE.

Holidays on Downtown’s Transit Mall – Story & Tune at 6th + Main
2025-12-10 12:00 - 13:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States

Dance Fusion Northwest – Holiday Performances at The Square
2025-12-11 17:00 - 18:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Dance Fusion Northwest will be will be performing to holiday music in The Square!
For more information, CLICK HERE.

11th Annual Great Figgy Pudding Caroling Competition
2025-12-12 18:00 - 20:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The 11th Annual Great Figgy Pudding Caroling Competition, hosted by KGW’s Drew Carney, is a fun, festive, and joyful competition bringing hundreds of carolers to a ten-block radius the surrounds Portland’s Living Room®. Carolers perform in front of Downtown’s favorite nearby shops, restaurants, and hotels with the top three caroling groups holding a “carol-off” at The Square. Members of the public can participate in this FREE event by registering to perform with a caroling group or by visiting performing caroling groups to vote for your favorite.
To register your caroling group, CLICK HERE.
Download the Figgy Pudding Caroling Map HERE.

34th Annual Tuba Christmas Concert
2025-12-13 13:30 - 15:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
This iconic, quirky and heart-warming holiday musical tradition is back! Experience the mighty sounds of big brass as nearly 300 tubas play in harmony while the crowd is invited to sing along. This live performance is one of the largest in the country with tuba participants travelling from all points of Oregon to join in this festive event with a crowd of thousands. Attending this seasonal performance is FREE for the public.
Registration to perform in Tuba Christmas is online only. To register to perform, CLICK HERE.
Thank you to Oregon State University Foundation for underwriting registration fees for the fourth consecutive year. This generous donation provides hundreds of Tuba players barrier-free access to performing in this community event.

Portland’s Public Menorah at The Square
2025-12-14 16:00 - 17:30 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Sunday, December 14 – Sunday, December 21, 2025.
First Night Celebration – Sunday, December 14 at 4:00 PM
Live music, traditional Chanukah foods, dignitaries, and family festivities will launch eight nights of light and joy. The menorah will be lit at 5:30 PM.
Lighting Schedule:

Sunday, December 14 – Festivities begin at 4:00 PM
Monday, December 15 – Thursday, December 18 – 5:30 PM
Friday, December 19 – 3:00 PM
Saturday, December 20 – 6:30 PM
Sunday, December 21 – 5:30 PM

To register to attend the event, CLICK HERE.
Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Holidays on Downtown’s Transit Mall – The Tide at Big Pink
2025-12-15 12:00 - 13:00 | Big Pink, 111 SW 5th Ave #1250, Portland, OR, 97204, United States
Singer/Songwriters The Tide will be performing at Big Pink on Downtown’s Transit Mall!

The HoneyBees – Holiday Performances at The Square
2025-12-15 17:00 - 18:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The HoneyBees will be will be performing to holiday music in The Square!
For more information, CLICK HERE.

Portland’s Public Menorah at The Square
2025-12-15 17:30 - 18:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Chabad of Oregon invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Sunday, December 14 – Sunday, December 21, 2025.
Lighting Schedule:

Sunday, December 14 – Festivities begin at 4:00 PM
Monday, December 15 – Thursday, December 18 – 5:30 PM
Friday, December 19 – 3:00 PM
Saturday, December 20 – 6:30 PM
Sunday, December 21 – 5:30 PM

For more information about Hanukkah and a local schedule of events, visit Chabad.org.
Chabad of Oregon offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Ockley Green Middle School Band – Holiday Performances at the Square
2025-12-16 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Ockley Green Middle School Band will be performing holiday music in the Square!
