A round up of what’s going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!
2025 Portland Regional Gem & Mineral Association Annual Show @ Wingspan Event and Conference Center | Geology & Paleontology Exhibits
The Portland Regional Gem & Mineral Show is hosted every October by 5 area non-profit clubs. This is a family-friendly event focused on Geology and Paleontology.
2025 Ghosts of the Grand in Salem | Immersive Haunted House
Step into Salem’s historic Grand Theatre for Ghosts of the Grand – an immersive haunted house where ghost hunting collides with forbidden rituals.
Win Tickets ($54): Hood River Orchard & Ale Festival | Fresh Hop Beers & Fall Ciders
Get ready, Hood River — a fresh new tradition is brewing! This fall, we’re raising a glass to two of the Pacific Northwest’s most iconic seasonal offerings: crisp craft ciders and fresh hop beers.
Win Tickets ($20): The Walkaways @ The Goodfoot | Phish Covers Cover Band
The Walkaways are Portland’s Phish covers cover band (they play the covers Phish themselves play).
The Bed Trick @ Artists Repertory Theatre | Effervescent Bedroom Farce by Seattle’s Keiko Green
Ahh, the old bed trick… When Person A tricks Person B into sleeping with them by pretending to be Person C. Classic!
Last Thursday Art Opening @ The Goodfoot | Feat. Heide Davis, Mary Undercoffer-Gallop, Olivia Bailey, Tyler Corbett
The Goodfoot will have an art opening last Thursday Sept 25th, the show will be up until Oct 26th.
Love, Shakespeare presents “Kill Will” @ Portland Center Stage | An Unpredictable Tribute to Shakespeare
Step into the offbeat world of Love, Shakespeare, where seasoned Portland comedians attempt something audacious: making up a Shakespeare-style play based only on your suggestions!
Win Tickets ($96): Golden Girls: The Laughs Continue @ Newmark Theatre | Miami’s Sassiest Seniors Live
The Golden Girls are back in an all new show! 2025 finds Sophia out on bail, after being busted by the DEA for running a drug ring at Shady Pines.
Portland in the News: Mushroom Foraging, Majestic Elk, Tom Hanks & More | September 18,2025
Did you know you can see Oregon’s largest land animal on the Oregon Coast? Learn how to spot the regal Roosevelt Elk safely on your next vacation.
Win Tickets ($120): Paradise Blue @ Portland Playhouse | Noir Inflected Musical Drama
Step into a world of jazz, found family, and the inspiring resilience of a community on the brink.
Win Tickets ($108): Kathleen Madigan: The Day Drinking Tour @ Arlene Schnitzer Concert Hall | American Comedy Award for “Best Female Comedian”
Comedian Kathleen Madigan’s 33-year comedy career is showing no signs of slowing down as she is on her all-new tour, The Potluck Party Tour in 2024.
Win Tickets ($72): Esther Povitsky: The Pretty Little Baby Tour @ Aladdin Theater | Variety’s “10 Comics to Watch”, Trash Tuesday Podcast
Esther Povitsky’s stand up special for comedy central titled HOT FOR MY NAME currently streams on Paramount Plus and Youtube.
Win Tickets ($120): Mary Shelley’s FRANKENSTEIN @ Experience Theater Project | Immersive Promenade Performance
Prepare to witness Frankenstein like you’ve never seen it before. This is not a show you simply sit and watch.
A Tim Curry & Tim Burton Inspired Drag & Burlesque Show + All Ages Spooktacular @ Echo Theater Company | Costume Contest, Trick or Treat & More
“Worlds Will Collide” as we fused two Cult Classic Icons into a Spooky and Fun Drag & Burlesque Experience!
Dreamcatcher @ 21ten Theatre in SE Portland | Improvised Theatre Inspired by You
Often, we ruminate on our dreams. What could they mean? How or why did I create that?
2025 Cinema of Horrors Haunted House in Kelso, WA | Four Immersive Haunted Houses
Located at the Three Rivers Mall in Kelso, WA, this massive haunted event draws thrill-seekers from across Oregon and Washington, including visitors from Portland, Seattle, and St. Helens’ famous Halloweentown.
2025 Spirit of Halloweentown in St. Helens | Haunted Attractions, Great Pumpkin Lightings, Celebrity Appearances, Kid Costume Contests, Family Fun & More!
Welcome to Spirit of Halloweentown where the magic of the season transforms the historic riverfront town of St. Helens, Oregon into a one-of-a-kind Halloween destination!
2025 Local 14 Art Show @ World Forestry Center | Featuring High Quality Original Art
LOCAL 14 is a not-for-profit group whose mission is to support Northwest women and men in the arts and provide scholarships to deserving art students.
Win Tickets ($30): Left on Tenth w/ Mr. Vale’s Math Class @ The Goodfoot | Funk, Rock, Reggae
Left on Tenth is group of friends who started playing music together on 10th Ave. in Bozeman, MT in 2016. They share a passion for live performance and fun.
Bowser’s Boo Bash @ Zenith Vineyard in Salem | Dog & Human Costumes, Buffet & Brews, Oregon Humane Society Fundraiser
Join Oregon Humane Society for the return of Bowser’s Boo Bash!
Win Tickets ($60): Maris + Caroline Kingsbury @ Mission Theater | Queer Power Pop
Caroline Kingsbury and Maris present an ‘Intergalactic Sapphic Pop Show’ hitting the road in the US and Canada this fall!
Portland in the News: NYT Food Accolades, Winter Weather Predictions, Fall Day Trips & More | September 11, 2025
Do you feel that slight chill in the air? Fall is on the way and Portland Monthly has some day trip ideas to take advantage of the season.
Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings
Wine Wednesday is now in its third year and has become a staple in our weekly routine and part of the tradition around here
Electrify Portland! Home Electrification Fair @ The Redd on Salmon | Shop Energy Efficient Home Upgrades
Get ready to make your home healthier, more comfy, and resilient! Join us for Electrify Portland! on Saturday, September 27th from 11am to 3pm, hosted at the beautiful Redd on Salmon Street.
2025 Belmont Street Fair | FREE, Local Makers, Live Music, Kids Fun Zone & More
Get ready for one of Portland’s biggest block parties — the Belmont Street Fair is back!
2025 Portland Oktoberfest @ McMenamins: Edgefield, Kennedy School, Crystal Hotel, Cornelius Pass Roadhouse | Beer & Cider, Live Music, German Food, Plant Sale, Golf Tourney, & More
Portland Oktoberfest means celebration and beer – so McMenamins is serving up tasty German-style specials, plenty of beer and live music as a backdrop to it all.
Win Tickets ($56): Pat Burtscher @ Mission Theater | Canadian Comedian
Pat Burtscher was born in Austria via a Greek woman raised in Canada and is currently based in NYC where he’s a regular at The Comedy Cellar and other cool places.
2025 Portland Weird Fest @ Oaks Park | Chicken Beauty Contest, 50+ Weird Vendors, Live Performances
Presented by Weird Portland United, Weird Fest is the ultimate celebration of all things quirky, colorful, and delightfully unexpected.
Quad Inc. 50th Anniversary Gala @ OMSI’s Theory Room | 70s-Themed, Food & Drink, Auction
Quadriplegics United Against Dependency, Inc. (Quad) is a Portland-based 501c3 organization dedicated to advancing the rights and independence of adults living with physical disabilities through the provision of barrier-free, low-cost housing and 24/7 supportive services.
Win Tickets ($26): TROPITAAL! w/ DJ Anjali and The Incredible Kid @ The Goodfoot | Desi Latine Soundclash
A Desi/Latine Soundclash where the hottest club sounds from India and Latin America go head to head in an all-night dance-off of epic proportions
2025 Weinfest @ Abbey Road Farm | German Wines, Food, Music
Raise a glass and join us for Weinfest on Sunday, September 22, a celebration of German wines, cuisine, and culture right here in wine country.
Afternoon Garden Tea @ Victorian Belle | Sweet & Savory Treats
The Victorian Belle’s Afternoon Garden Teas are a fun and elegant way to celebrate in September!
The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.
Are you tired of the same old date nights? Portland’s perfect remedy for entertainment boredom is The Dinner Detective.
Win Tickets ($80): Jason D. Williams w/ Supersuckers, Wayne Hancock @ Mission Theater | Country & Rock Pianist
A wild man of the keys and a rockabilly legend in his own right, Jason D. Williams has lived more musical lives than most.
Win Tickets ($49): Will Paquin @ Mission Theater | Indie Rock
Will Paquin used to write in isolation – songs came together behind closed doors, in bedrooms, dorm rooms, backseats.
Win Tickets ($57): Little Hurricane @ Mission Theater | Blues-Rock
Little Hurricane formed in 2010 when Anthony “Tone” Catalano decided to start a band after years of working in studios as a recording engineer for Gwen Stefani, Neil Young and many others.