Portland guide

The Best Things to Do in Portland Under $20

Portland runs on cheap fun: hundreds of free events at any moment — outdoor concerts, gallery nights, bike rides, markets — plus under-$20 comedy, film screenings at the Hollywood Theatre, and no-cover live jazz like Keys Lounge on Killingsworth. Everything below costs $20 or less to get in, with exact prices shown, updated daily.

This is the whole cheap-fun feed: everything free, plus everything where getting in costs $20 or less (cheapest advertised ticket). Prices come straight from the source listings — no "free event" that turns out to have a cover.

Last updated 9/16/2026, 10:38:10 AM586 matching events currently listedsourced from Portland venue calendars

Plus 506 more on the full calendar.

Good to know

What can you do in Portland for free?

At any given moment Portland has hundreds of free events scheduled: outdoor summer concerts, First Thursday gallery openings, Shift2Bikes group rides, markets, library and community events, and no-cover music nights. The free-things-to-do page lists all of them; this page adds everything under $20.

Is Portland an expensive city for going out?

It doesn't have to be. Portland's event scene skews cheap — a large share of listed events are free, and much of the rest is under $20 including comedy, film, and live music. The list above shows current exact prices so you can plan a full night out for coffee money.

Where can I find cheap live music in Portland?

No-cover and low-cover music happens weekly: jazz nights at Keys Lounge, free summer concert series in parks, and small-room shows under $15. Filter the FunPDX calendar by Music plus the Free or Under $15 price buckets for the current lineup.

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