Portland Holiday Brew Fest
2023-12-02 11:00 - 21:00 (America/Los_Angeles) | 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, 2023-12-15 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!

Quadraphonnes – Holiday Performances at The Square
2023-12-14 12:00 - 13:00, 2023-12-21 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Quadraphonnes will perform holiday music in The Square!

Holidays on Downtown’s Transit Mall
2023-12-14 12:00 - 14:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
Portland based songwriter Sasa Fox brings a splash of color to the dreary Northwest with clever pop songs written about the spectrum of emotions and experiences that are integral to being human.
Sasa Fox will be performing holiday music at Sixth+Main!

Holidays on Downtown’s Transit Mall
2023-12-14 17:00 - 18:00, 2023-12-21 16:30 - 17:30 | Portland Transit Mall
The Fireside Carolers will be performing holiday music along the Transit Mall
For more information, CLICK HERE.

Mac Balladeers – Holiday Performances at The Square
2023-12-14 17:00 - 18:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Mac Balladeers will be performing holiday music in The Square!

32nd Annual Tuba Christmas Concert
2023-12-16 13:30 - 15:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
We welcome you back to downtown for this holiday tradition! Experience the sounds of big brass as over 200 tubas play in unison for the 32nd Annual Tuba Christmas Concert in Portland’s Living Room. Attending this seasonal performance is FREE for the public.
Registration to perform in Tuba Christmas is online only. CLICK HERE to register.

Power Pep Band – Holiday Performances at The Square
2023-12-17 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Power Pep Band will perform an energetic and festive holiday set in The Square!
We are the Power Pep Band. We are an fun-loving entertaining crowd pleasing band based on the traditional college pep bands. We play rock and roll as well many seasonal songs. We have been together for over 20 years and loving every minute of it. We have been performing around the Pacific Northwest and many places in the USA as well as Canada. We aim to have fun and include our audiences in that fun.
For more information, CLICK HERE.

The Beat Goes On Marching Band – Holiday Performances at The Square
2023-12-17 14:00 - 15:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
The Beat Goes On Marching Band will be will be performing holiday music in The Square!
The Beat Goes On is Portland, Oregon’s international award-winning all-adult marching band. TBGO is renowned for its upbeat attitude, emphasis on audience interaction, and feel-good selections featuring a high-energy, brassy style. The band will be presenting an eclectic mix of holiday tunes and other favorites.
The group has performed alongside Plymouth Rock, in Alaska’s largest parade, on the floor of the Oregon House of Representatives, at an 18th century European castle, in front of the Alamo … and atop the Great Wall of China.
For more information, CLICK HERE.

Holidays on Downtown’s Transit Mall
2023-12-17 17:00 - 18:00 | 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 at The Square!

In partnership with Waterfront Blues Festival

Solid Brass PDX – Holiday Performances at The Square
2023-12-18 17:00 - 18:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Solid Brass PDX will be performing holiday music in The Square!
Solid Brass is an 18-piece brass ensemble originally founded in 1981, and is a registered 501(c)(3) non-profit organization dedicated to providing music to the community. This concert features holiday classics old and new.
For more information, CLICK HERE.

Sam Barlow High School – Holiday Performances at The Square
2023-12-19 12:00 - 13:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Sam Barlow High School will be performing holiday jazz music in The Square!

Holidays on Downtown’s Transit Mall
2023-12-20 12:00 - 13:00 | Pioneer Place, 700 SW 5th Ave, Portland, OR, 97204, United States
The Square and Portland Mall Management bring musician Steve Kerin to perform holiday music in front of Pioneer Place at J. Crew!

In partnership with Waterfront Blues Festival

Get A Life Marching Band – Holiday Performances at The Square
2023-12-20 17:00 - 18:00 | Pioneer Courthouse Square, 701 SW 6th Ave., Portland, OR, 97204, United States
Join Get A Life Marching Band for a high-energy holiday performance in The Square!

Holidays on Downtown’s Transit Mall
2023-12-21 12:00 - 13:00 | Ben Bridge Jewelers, 801 SW 5th Ave, Portland, OR, 97204, United States
MC Shoehorn will be performing holiday music at Ben Bridge Jewelers!
For more information, CLICK HERE.

Holidays on Downtown’s Transit Mall
2023-12-22 12:00 - 13:00 | SW 6th Ave & SW Main St, Portland, OR 97205, SW 6th Ave & SW Main St, Portland, OR, 97205, United States
Jennifer O’Leary will be performing holiday music at Sixth + Main on the Transit Mall!
