Your Guide to May 2025 in Portland

Whether you’re chasing reservations at Portland’s best seasonal restaurant pop-ups or hitting the streets on a new custom skateboard, May offers plenty of excuses to step outside and enjoy our city's sunniest season. City Cast Portland has handpicked the absolute best of the month’s food, entertainment, and community happenings to help you narrow down your plans to this month's must-dos — like signing up for a local farm CSA.

Plus, a bonus suggestion from our episode archive: Why Spring Is the Perfect Time To Visit Oregon’s High Desert

If you're new here, welcome! We’ve put together a starter pack for you, with episodes and articles to welcome you to the City Cast Portland community. 

For even more tips on how to make the most of May in Portland, check out Hey Portland’s take on what to do this month. 

Join City Cast Portland at the 503 Day Block Party, Saturday, May 3, at downtown Portland's Ankeny Alley!! Details and RSVP here.

City Cast Portland is also powered by our members, who enjoy an ad-free version of the show. Find out more about how to become a member of City Cast Portland.

Interested in advertising with City Cast? Find more info here. 

Reach us at portland@citycast.fm. 

Learn more about OMSI, the sponsor of our May guide 

And learn more about the other sponsors of this May 1st episode:

• Aura Frames - Get $35-off plus free shipping on the Carver Mat frame with Promo Code CITYCAST
• Clackamas County Masters Gardeners Association
• Rose City Comic Con