Mondays on the Mall – Ken Brewer at Sixth + Main
2023-09-18 12:00 - 13:00 (America/Los_Angeles) | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
Ken Brewer will be performing at Sixth + Main on the Transit Mall!
Ken Brewer moved to Oregon from Connecticut in 1980. He has played with many artists in the Northwest Blues scene and for a time fronted his own band. His focus more recently has been solo performance. He covers a wide variety of artists, genres, and styles ranging from Hank Williams to the Beatles to Jimi Hendrix. He is also doing private instruction on guitar, piano, bass and ukulele.

Cut Video Shoot – Papaya Gaming Booth
2023-09-19 12:00 - 16:00 | OR
CUT is promoting a fun mobile game from Papaya Gaming. We’ll have a gaming booth setup where you can play the game and win real cash!

Pink Warrior Zumba Fundraiser
2023-09-30 13:15 - 16:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Portland’s annual Pink Warrior 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.
After a three-year break, we are back and better than ever in 2023.
CLICK HERE for more information.

OHSU Health Care Equity Fair
2023-10-01 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 OSU College of Veterinary Medicine and the Pacific University College of Optometry, to schedule follow-up medical appointments, provide 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.

Mondays on the Mall – Katalysst Music at Sixth + Main
2023-10-02 12:00 - 13:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
Katalysst Music will be performing at Sixth + Main on the Transit Mall!
For more information, CLICK HERE.

Mondays on the Mall – Shoelaces the Clown at PSU Montgomery Plaza
2023-10-02 12:00 - 13:30 | PSU Montgomery Plaza, 615 SW Harrison St., Portland, OR, 97201, United States
Shoelaces the Clown will be making balloon animals at PSU Montgomery Plaza on the Transit Mall!
For more information, CLICK HERE.

Mondays on the Mall – M’Lynn Suwinski at PSU Montgomery Plaza
2023-10-02 12:00 - 13:30 | PSU Montgomery Plaza, 615 SW Harrison St., Portland, OR, 97201, United States
M’Lynn Suwinski will be creating chalk art at PSU Montgomery Plaza on the Transit Mall!
For more information, CLICK HERE.

Enjoy Free Caramel Corn at Mondays on the Mall!
2023-10-09 12:00 - 13:00 | Portland Transit Mall
Start your week off right with free caramel corn from Joe Brown’s! Look for the B-line trike along the Transit Mall on Monday compliments of Portland Mall Management. While supplies last.

Mondays on the Mall – Robert Meade at Sixth + Main
2023-10-16 12:00 - 13:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
Robert Meade will be performing at Sixth + Main on the Transit Mall!
For more information, CLICK HERE.

Mondays on the Mall – Megan McGeorge at US Bancorp Tower
2023-10-16 12:00 - 13:00 | Big Pink, 111 SW 5th Ave #1250, Portland, OR, 97204, United States
Pianist Megan McGeorge will be performing at the US Bancorp Tower on the Transit Mall!
For more information, CLICK HERE.

Scary Dairy in The Square!
2023-10-21 11:00 - 15:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Join The Raven Corps for Scary Dairy in the Square, a very anti-dairy Halloween bash and learn more about Operation: Mind Over Milk, our youth-led campaign to increase access to student, animal, and climate-friendly plant milk in US schools. Feast on delicious dairy-free food from local vegan vendors, dance the afternoon away to a spine-tingling playlist, and don’t forget to come in costume for a chance to win some spooktacular prizes. RSVP here.

Mondays on the Mall – Eugenia Riot at Sixth + Main
2023-10-23 12:00 - 13:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
Acoustic Blues guitarist Eugenia Riot will be will be performing at Sixth + Main on the Transit Mall!
For more information, CLICK HERE.

Mondays on the Mall – Karyn Ann at Ben Bridge Jewelers
2023-10-23 12:00 - 13:00 | Ben Bridge Jewelers, 801 SW 5th Ave, Portland, OR, 97204, United States
Indie-Folk Singer Songwriter Karyn Ann will be performing at Ben Bridge Jewelers on the Transit Mall!
For more information, CLICK HERE.

Enjoy a Free Caramel Apple at Mondays on the Mall!
2023-10-30 12:00 - 13:00 | Portland Transit Mall
Start your week off right with a free caramel apple from Joe Brown’s! Look for the B-line trike along the Transit Mall on Monday compliments of Portland Mall Management. While supplies last.

Stimson Lumber Tree Arrival
2023-11-08 10:00 - 11:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Celebrate the kick-off of the holiday season in Downtown as Portland’s 75ft tall Douglas-fir is welcomed into Portland’s Living Room! Say hello to Santa and join in the fun of this annual tradition.

39th Annual Tree Lighting Ceremony
2023-11-24 17:30 - 18:30 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Portland’s Tree Lighting will be live in person at Pioneer Courthouse Square the day after Thanksgiving, Friday, November 24th. Featuring a joyful sing-along with Portland’s own Thomas Lauderdale from Pink Martini, local musicians and chorale singers, this event is the highlight of the holiday season in downtown. Join in the celebration as Santa Claus ‘flips the switch’ to illuminate more than 9,500 colorful LED lights on our City’s 75ft Douglas-fir generously donated by Stimson Lumber Company for all to enjoy throughout the holiday season.
Download the official songbook HERE.

The Portland Bazaar at The Square
2023-11-26 11:00 - 16:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Portland Bazaar is popping up at Pioneer Courthouse Square! Along with its main December events, they are bringing some great local shopping and cheer to the Square on one of the busiest weekends of the holiday season. Over 38 vendors will be placed around the big, beautiful tree so visitors to the bazaar can shop outdoors with friends and family.
The Portland Bazaar was started in 2011, with the mission to highlight the numerous skilled makers, artists and small businesses in town. The market has continued to create a space for vendors to showcase and promote their businesses directly to the community. Over the last ten years, the Portland Bazaar has grown to feature over 100 vendors each weekend and truly rounds up the best of the best for local holiday shopping! For more information, CLICK HERE.

Portland Holiday Brew Fest
2023-12-02 11:00 - 21:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Portland Holiday Brew Fest will feature 25+ holiday/winter beers & ciders from around the Northwest. Join us in the heart of downtown at Pioneer Courthouse Square. The event will be under cover in heated tents.
For more information, CLICK HERE.
To purchase tickets for Saturday, December 2nd, CLICK HERE.

Holidays on Downtown’s Transit Mall
2023-12-02 12:00 - 13:00 | Nordstrom @ SW Morrison & Broadway, 701 SW Broadway St., Portland, OR, 97205, United States
The Square and Portland Mall Management bring musician Kris Deelane to perform holiday music in front of Nordstrom at SW Morrison & Broadway!

In partnership with Waterfront Blues Festival

Holidays on Downtown’s Transit Mall
2023-12-02 17:00 - 18:00 | Nordstrom @ SW Morrison & Park, 701 SW Broadway St., Portland, OR, 97205, United States
The Square and Portland Mall Management bring musician Gus Jeffers to perform holiday music in front of Nordstrom at SW Morrison & Park!

In partnership with Waterfront Blues Festival

Portland Holiday Brew Fest
2023-12-03 10:00 - 17:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Portland Holiday Brew Fest will feature 25+ holiday/winter beers & ciders from around the Northwest. Join us in the heart of downtown at Pioneer Courthouse Square. The event will be under cover in heated tents.
For more information, CLICK HERE.
To purchase tickets for Sunday, December 3rd, CLICK HERE.

Holidays on Downtown’s Transit Mall
2023-12-03 12:00 - 13:00 | Charles Schwab, 820 SW Morrison St, Portland, 97205, United States
The Square and Portland Mall Management bring musician Isabel Dammann to perform holiday music in front of Charles Schwab on SW Morrison!

In partnership with Waterfront Blues Festival

Art for Your Heart
2023-12-05 11:30 - 13:30 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Portland creative Larry Yes pops up this Holiday Season in The Square bringing his FREE Art in The Park program Downtown, December 5th – 6th under the shimmering lights of our City’s Tree. Kids, adults, neighbors, and friends are invited to come out to participate in festive holiday card making for loved ones through painting, fun, connection, and music. Cards and art materials provided while supplies last!

Holidays on Downtown’s Transit Mall
2023-12-06 12:00 - 13:00 | Pendleton, 825 SW Yamhill St, Portland, OR, 97205, United States
The Square and Portland Mall Management bring the Rae Gordon Duo to perform holiday music in front of Pendleton on SW Yamhill!

In partnership with Waterfront Blues Festival

Portland’s Public Menorah at Pioneer Courthouse Square
2023-12-07 - 2023-12-15 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Chabad of Oregon will light Portland’s Public Hanukkah menorah at Pioneer Courthouse Square each night of Chanukah.
For more information about Chanukah and a local schedule of events visit CLICK HERE.

The Great Figgy Pudding Caroling Competition
2023-12-08 18:00 - 19:30 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Pioneer Courthouse Square is excited to host the Great Figgy Pudding Caroling Competition – a fun, festive, and joyful competition that will bring caroling groups to Portland’s Living Room and extend to a ten-block radius in downtown. The top three caroling groups will hold a “carol-off” at the Square hosted by KGW’s Drew Carney and the grand prize winner will be selected by crowd applause and awarded $1,000. Second and third place prizes, as well as the coveted People’s Choice designation, will also be awarded. This FREE caroling competition will be held rain or shine from 6:00-7:30 pm.
Download Your Caroling Map and Event Guide HERE.

Dance Fusion Northwest – Holiday Performances at The Square
2023-12-10 12:00 - 13:00 | 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.

Holidays on Downtown’s Transit Mall
2023-12-12 12:00 - 13:00 | Big Pink, 111 SW 5th Ave #1250, Portland, OR, 97204, United States
Jennifer O’Leary will be performing holiday music at US Bancorp Tower on the Transit Mall!

Holidays on Downtown’s Transit Mall
2023-12-13 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Square and Portland Mall Management bring musicians LaRhonda & Mark Steele to perform holiday music in The Square!

In partnership with Waterfront Blues Festival

Holidays on Downtown’s Transit Mall
2023-12-13 17:00 - 18:00 | OR
Enjoy caroling classics performed by A Cappella singers clad in traditional Old English costumes as they stroll along the transit mall!
