Date ideas in Portland

Date IdeasFirst meet. Keep it easy.

The New Stuff (stand-up comedy)

Stand-up · 7 PM · Downtown PortlandSee local and touring comedians try new material in a free stand-up showcase.

Community Life Drawing at Daydreamer Coffee & Public House

Art Class · Figure Drawing · 6 PM – 9 PM · St. Johns

Demure Comedy Oct 28th

Stand-up · 7 PM · MississippiCatch a free live stand-up show featuring local comedians.

Singacoustic Open Mic

Open Mic · 7 PM – 10 PM · Kerns

CrowdJerk

Stand-up · 6 PM – 9 PM · HawthorneWatch a new comedy performer work the crowd in a $10 show featuring comedians and characters.

Four Books, One Night: A Reading & Celebration

Books & Readings · 6:30 PM · Sullivan'S GulchHear Christopher Rose, Caitlin Dwyer, Lara Messersmith-Glavin, and Elissa Minor celebrate their new books at Up Up Books.

Silver Screamers Film Screening + Director Q&A

Film · Documentary · 4 PM · Downtown PortlandWatch the documentary “Silver Screamers,” followed by a Q&A with director Sean Cisterna.

"Scary Home Companion" Live Radio Stage Show!

Theater · 6 PM – 9 PM · KentonSee live voice actors and Foley Players perform a 1930s radio-theater-style rendition of the spooky classic.

A Novel Night: Frankenstein (10-30-26, Friday Night)

Book Club · Frankenstein · 5 PM · Pearl DistrictTake part in a Frankenstein-themed book-club event with themed activities, drinks, and discussion.

SINISTER AFTER DARK: Ghosts & Dark History of Downtown Portland

Tour · Ghost Stories · 7 PM · Downtown PortlandExplore Portland’s most haunted locations through real ghost stories, haunting history, and Portland legends on this guided downtown walk.

All things to do in Portland