Light Up Your Holidays

Monument Square Tree Lighting. Photo by Sarah Beard Buckley.

From Pandora’s spectacular winter lights to Longfellow’s jolly red scarf, there’s holiday cheer at every turn downtown. We invite you to “Light Up Your Holidays” with these community events that celebrate all of the great things about Portland!

Details about each event will be announced in the fall. Join our email list to get immediate updates!

Monument Square Tree Lighting
Friday, November 29, 2019 • 4-6pm
A traditional downtown favorite — featuring live entertainment and a special guest in a red suit!

Shop For A Cause Day
Saturday, November 30, 2019 • All Day
Shop local while supporting a local nonprofit organization.

Merry Madness
Thursday, December 5, 2019 • 4-10pm
Pick up your wine glass and shopping bag, then shop ’til you drop until 10pm! Tickets go on sale mid-October.

First Friday Art Walk — Managed by Creative Portland
Friday, December 6, 2019 • 5-8pm
Soak up our vibrant downtown arts scene.

Horse & Wagon Rides
November 29 – December 22, 2019 (Fridays, Saturdays, and Sundays only)
Enjoy free rides on a horse-drawn carriage throughout enchanting downtown Portland. Pick up and drop off every half hour in Monument Square. Hours: Fridays 4-8pm, Saturdays 2-6pm, Sundays 1-5pm.

Elfternoon Lunchtime Shopping
Three Wednesdays — Dec 4, Dec 11, and Dec 18, 2019 • 12-2pm
A series of shopping days with a delicious twist. Enjoy free nibbles when you shop at participating locations!

Holiday Window Display Contest 
November 29 – December 25, 2019
Feast your eyes on the gorgeous displays, then cast a vote for your favorite!