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December 23, 2025 · — Adrian González
Hi, friends! It’s editor Adrian González here to take us into Christmas.
A reminder that we’ll be off for the rest of the week, so our next newsletter will hit your inbox on Monday. Happy holidays!

What's CITY Talking About

The Stories That Defined Portland This Year
We’re closing out 2025 by looking back at some of the biggest stories of the year. Producers John Notarianni and Giulia Fiaoni, along with a few of our contributors, join host Claudia Meza to reflect on the biggest, wildest, and most surprising things that happened in Portland. [City Cast Portland 🎧]

Old Town Shoe Dream Stumbles
The Made in Old Town footwear manufacturing project has fallen into material default on its $7 million loan from Prosper Portland after it failed to raise an additional $5.7 million in private funds, as required by the loan terms. Prosper Portland is allowing the project to continue for the time being and has yet to set a deadline for the group to close the funding gap. [Willamette Week]
The Paradox of Affordable Housing
Thousands of income-restricted units around Portland are sitting vacant and waitlists keep growing because of administrative issues, leaving thousands of unsheltered residents in limbo. To make matters worse, affordable housing providers are struggling financially, further straining the viability of the city’s housing efforts. [Oregonian]
Relief Funds Shrinking for Wildfire Survivors
Congress failed to agree on an extension for the Federal Disaster Tax Relief Act before going home last week, meaning that, beginning in 2026, survivors will have to pay income taxes on wildfire settlements that have been awarded since 2020. A 2024 Oregon law eliminated state income tax for such settlements, though a state-sponsored bill requiring utility companies to cover federal taxes did not pass. [Oregon Capital Chronicle]
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Misty Forests. Quiet Trails. Your Portland Vows.
If a traditional wedding feels too loud, Portland offers something softer and more meaningful. Simply Eloped handles every detail of your intimate elopement or vow renewal so you can exchange vows surrounded by trees, mist, and the kind of stillness that lets your love take center stage.

What To Do
Tuesday, Dec. 23
- 🧑🎄 Meier and Frank Santaland | Oregon Historical Society
- 🎄 Christmas Festival of Lights | The Grotto (Madison South)
- 🎄 Winter Wonderland Holiday Lights | Portland International Raceway (Kenton)
- ❄️ Winter Wonderland Cookie & Story Party | Literary Arts (Buckman)
- 👻 Spirits of Christmas | Sinister Coffee and Creamery (Downtown)
- 🎶 The Dickens Carolers | Downtown Transit Mall
- 🌱 Seasonal Gift Making for Families | Tryon Creek State Natural Area
Wednesday, Dec. 24
- 🕺 Portland Elvis's All-Star Xmas Eve Extravaganza | Starday Tavern (Foster-Powell)
- 🎹 Michael Allen Harrison’s Christmas at The Old Church (last day) | Downtown
- 🎄 ZooLights | Oregon Zoo
- 🧑🎨 Ceramics Northwest Pop-Up Gallery (last day) | Pioneer Place Mall (Downtown)
- ⛄ Snow Day Village (last day) | Director Park (Downtown)
- 🎄 George Balanchine's The Nutcracker (last day) | Keller Auditorium
Sponsored Content

Support Oregon Food Bank this Season of Giving
Visits to Oregon Food Bank free food locations are at an all-time high and will only increase due to the largest SNAP cuts in history and declining federal support for food banks. Join us to help bring nourishing food to those who need it now and work to dismantle the systems that keep so many from meeting their most basic needs.
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Get a Safe Ride Home on NYE
Did you know that nearly half of Portland traffic deaths involve impairment? Visit www.portland.gov/saferide25 on Dec. 31 to find Uber and Lyft coupon codes to get $10 off your Safe Ride Home from the Portland Bureau of Transportation (PBOT).
Here’s a feel-good story to send us into the holiday: A young seal was wandering on the side of the road in Newport over the weekend and fortunately deputies were able to rescue it with the help of a “leash.”
And with that, I want to share one more wave of gratitude on behalf of the City Cast Portland team. Thank you for supporting our work and sharing this weird little city we love so much. Have a safe and lovely holiday and we will see you again on Monday.
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