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  • 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

  • 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

  • Portland’s Public Menorah at Pioneer Courthouse Square

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

  • 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...

  • Holidays on Downtown’s Transit Mall

    Big Pink 111 SW 5th Ave #1250, Portland, OR, United States

    Jennifer O'Leary will be performing holiday music at US Bancorp Tower on the Transit Mall!

  • Holidays on Downtown’s Transit Mall

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

    Enjoy caroling classics performed by A Cappella singers clad in traditional Old English costumes as they stroll along the transit mall!