
City Cast Portland
🍲 How to enjoy Portland this month
October 2, 2025 · — Rachel Monahan
Good morning! We’re still facing some disconcerting news here in Portland, but today we’ll focus on the good times to be had 🎈 We have our guide to enjoying October to the fullest 🎃

More on that below, but first:
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What's CITY Talking About?
Late-Hour Parking Meters Suspended
Mayor Keith Wilson has suspended downtown’s evening parking meter fees. Longer hours on the meter were part of a new effort to fund the financially strapped Portland Bureau of Transportation — even though PBOT was violating its own policies by collecting new fees where there was no evidence of a parking crunch. Wilson says he's taking action to support downtown businesses. [Mayor’s office]
Two Big Companies Leave the Oregon Psilocybin Business
Florida-based Kaya Holdings Inc. is selling its stake in Sacred Mushroom, an 11,000-square-foot service center in Old Town; the company is going into cryptocurrency. Also, Canada-based Silo Wellness had sought to build the world’s largest psilocybin retreat in southern Oregon, but now is planning to become a defense company. [Willamette Week]
Reservations About the Portland Deployment
In a striking letter, Adjutant General Alan Gronewold acknowledged that members of the Oregon National Guard may have reservations about the mission to Portland, but urged them to keep up their professionalism. [Oregonian]
- Related: The deployment of 200 Oregon National Guard will cost at least $3.8 million, not including food, lodging, transportation, and logistical costs. The federal government is responsible for the tab. [Oregonian]
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What To Do
Thursday, Oct. 2
- 🎤 Keyed Up Karaoke | Barrel Room Portland
- 🖼️ Free First Thursday | Portland Art Museum
- 🎨 First Thursday Street Gallery | Pearl District
- 🎵James | Crystal Ballroom
- 🎥 Portland Film Festival | Center for Native Arts and Cultures (Central Eastside)
Friday, Oct. 3
- 🕺 Open Floor Night | BodyVox Dance Center (Northwest District)
- 👻 Foolish Mortals: A Haunted Mansion Burlesque Cabaret | Alberta Rose Theatre
- 💎 Portland Regional Gem & Mineral Association Annual Show | Wingspan Event and Conference Center (Hillsboro)
- 😆 Improvised ‘And Just Like That’ | Kickstand Comedy
- 🎥 Portland Film Festival | Center for Native Arts and Cultures (Central Eastside)
- 🍗 The Portland Mercury's Wing Week | various locations
📣 A huge shoutout to the many new City Cast Portland Neigbors: Jack H., Hoyt H., Jona S., Jim L., Grace A., Emma H., Anne N., Mommy G, Mary-Rain O., Kimberly N., Katleen M., Kenny K., Madeline K., Katie C., Liane O., Zeb G., Constance T., and Tammy W. Welcome! And thank you.
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