Pioneer Courthouse Square

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.

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.

Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Friday, December 4 – Sunday, December 13, 2026.

Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Friday, December 4 – Sunday, December 13, 2026.

Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Friday, December 4 – Sunday, December 13, 2026.

Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Friday, December 4 – Sunday, December 13, 2026.

Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Friday, December 4 – Sunday, December 13, 2026.

Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Friday, December 4 – Sunday, December 13, 2026.

Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Friday, December 4 – Sunday, December 13, 2026.

Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Friday, December 4 – Sunday, December 13, 2026.

Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Portland Holiday Brew Fest is pleased to partner with The Square to bring holiday beer and cheer to downtown! Featuring 40+ winter regional beers and ciders and the 75-foot Tree. Holiday Brew is a 21+ event

For more information and tickets, CLICK HERE.

Portland Holiday Brew Fest is pleased to partner with The Square to bring holiday beer and cheer to downtown! Featuring 40+ winter regional beers and ciders and the 75-foot Tree. Holiday Brew is a 21+ event

For more information and tickets, CLICK HERE.

Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Friday, December 4 – Sunday, December 13, 2026.

Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

Chabad Center for Jewish Life invites the community to celebrate Hanukkah with the annual lighting of Portland’s Public Menorah at Pioneer Courthouse Square, Friday, December 4 – Sunday, December 13, 2026.

Chabad Center for Jewish Life offers Jewish education, outreach, and social service programming for families and individuals of all ages, backgrounds, and affiliations.

The 12th Annual Great Figgy Pudding Caroling Competition is a fun, festive, and joyful event 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.

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 and beyond 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.