Light Up Your Holidays

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!

Monument Square Tree Lighting Presented by Hood Eggnog
Friday, November 29, 2019 • 4:30-6:30pm
A traditional downtown favorite — featuring live entertainment and a special guest in a red suit! Learn more

Shop For A Cause Day Presented by Bangor Savings Bank
Saturday, November 30, 2019 • All Day
Shop local while supporting the Greater Portland Immigrant Welcome Center. Learn more

Elfternoon Presented by Androscoggin Bank
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! Learn more

Merry Madness
Thursday, December 5, 2019 • 4-10pm
Pick up your wine glass and shopping bag, then shop ’til you drop until 10pm! Learn more

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

Horse & Wagon Rides
November 29 – December 22, 2019 
Enjoy free rides on a horse-drawn carriage throughout enchanting downtown Portland. Learn more

Holiday Window Display Contest Presented by Benchmark Real Estate
November 29 – December 12, 2019
Feast your eyes on the gorgeous displays, then cast a vote for your favorite! Learn more