Your Guide to September 2025 in Portland

Whether you’re cycling downtown through car-free streets during Sunday Parkways, or checking out a brand-new music festival in St. Johns, September gives you plenty of chances to soak up the last stretch of summer. City Cast Portland has handpicked the best of the month’s food, entertainment, and community happenings to help you narrow down your plans for this month — like grabbing dinner at a just-opened restaurant. Plus, a bonus suggestion from our episode archive: The Best End-Of-Summer Sunset Date Spots. 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 September in Portland, check out Hey Portland’s take on what to do this month.  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 [e-mail].  Learn more about the sponsors of this September 2 episode: Rose City Comic Con Portland Art Museum Cathedral Park Cohousing MUBI DUER - Mention code CCPDX for 15% off