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39th Annual Tree Lighting Ceremony

Pioneer Courthouse Square 701 SW 6th Ave., Portland, OR, 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...

The Portland Bazaar at The Square

Pioneer Courthouse Square 701 SW 6th Ave., Portland, OR, 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...

Portland Holiday Brew Fest

Pioneer Courthouse Square 701 SW 6th Ave., Portland, OR, 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...

Holidays on Downtown’s Transit Mall

Nordstrom @ SW Morrison & Broadway 701 SW Broadway St., Portland, OR, 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

Nordstrom @ SW Morrison & Park 701 SW Broadway St., Portland, OR, 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

Pioneer Courthouse Square 701 SW 6th Ave., Portland, OR, 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...

Holidays on Downtown’s Transit Mall

Charles Schwab 820 SW Morrison St, Portland, 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

Recurring

Art for Your Heart

Pioneer Courthouse Square 701 SW 6th Ave., Portland, OR, 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...

Holidays on Downtown’s Transit Mall

Pendleton 825 SW Yamhill St, Portland, OR, 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

The Great Figgy Pudding Caroling Competition

Pioneer Courthouse Square 701 SW 6th Ave., Portland, OR, 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...