A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
2025 Oktoberfest @ Urban German Wursthaus | Giveaways, Live Music, German Food & More
Urban German Wursthaus celebrates OKTOBERFEST 2025 at the St. John’s Workshop building in St. Johns, N. Portland.
My Favorite Murder Live @ Arlene Schnitzer Concert Hall | True Crime Podcast
Since My Favorite Murder launched in January of 2016, Karen Kilgariff and Georgia Hardstark have shared their lifelong interest in true crime stories.
Portland in the News: Best Smashburger, Kicking Rock, Fall Foliage & More | September 25, 2025
There are many smashburgers to be had around Portland but food writer Michael Zusman has named a new cart’s smashie supreme.
2025 White Lotus Portland Mid-Autumn Moon Festival @ Shun Fat Supermarket | Lantern Parade, Mooncakes, 100+ Local Vendors
The White Lotus Mid Autumn Moon Festival is Portland’s largest celebration of this cherished holiday and one of the most widely celebrated traditions across Asia.
Pasties & Panties @ Club Privata | PNW’s Premiere Lifestyle Club
We all love Pasties & Panties, so tonight come to Club Privata with your favorite Pasties & Panties on display.
2025 Cinema of Horrors Drive-In @ Clark County Fairgrounds | Live- Action, Drive-in Horror Movie Experience
A drive-in horror movie experience where screams from the screen come to life! Returning to Clark County Fairgrounds this October for 18 terrifying nights.
The Pirates of Penzance @ McCaw Hall in Seattle | A Swashbuckling Good Time!
A swashbuckling good time! Ahoy mateys! Get ready for opera on the high seas with Gilbert and Sullivan’s popular piratical comedy.
Psilocybin Assisted Therapy Association presents 2025 Collaborence | Psilocybin-Assisted Therapy Conference
The Collaborence is the signature conference of the Psilocybin Assisted Therapy Association (PATA), a national nonprofit dedicated to advancing education, collaboration, and innovation in the world of psilocybin-assisted therapy.
Profile Theatre presents ‘Witch’ @ The Ellyn Bye Studio | Modern Retelling of a Jacobean Drama
A charming devil arrives in the quiet village of Edmonton to bargain for the souls of its residents in exchange for their darkest wishes.
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.
MANY Portland Weekend Events & Giveaways ($1,300+): Festivals, Concerts, Comedy, Theater, Film, & More!
| Weekend
Win Tickets ($950) Pickathon 2026 @ Pendarvis Farm in Happy Valley, OR | Indie Music Festival
| Uncategorized
Watch 2026 World Cup @ Birdie Time Pub | $2 Rainier & $5 Wings
| events, SE Portland, sports
Happy Hour Sightseeing @ Portland Spirit | Food, Drinks, + River Sailing
| All Ages, Food & Drink
McMenamins Presents 7DS: The Absolute Worst Show: Worst. Vacation. Ever @ White Eagle Saloon | Interactive Open Mic Comedy & Storytelling
| Comedy
Win Tickets ($44) McMenamins Presents Coda (Led Zeppelin Tribute) @ Mission Theater | Rock & Roll
| events, music
Portland in the News: Angry Birds, Sidewalks Sparking Joy, Fleet Week Delays & More | June 4, 2026
| News
2026 White Lotus Summer Market @ Fubonn Shopping Center | FREE, AAPI Food Vendors, Artists & More
| All Ages, events, Food & Drink, Free, music, SE Portland, Shopping
Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings
| events, Food & Drink, NW Portland
Win Tickets ($81) McMenamins Presents Little Stranger w/ Tropidelic & Jarv @ Crystal Ballroom | Alt Indie Hip-Hop
| downtown, events, music
Win Tickets ($22) McMenamins Presents Decadent 80s Dance Party @ Crystal Ballroom | Portland’s Longest Running 80s Night
| Dance, downtown, events, music
Win Tickets ($81) McMenamins Presents Sondre Lerche @ Mission Theater | Indie Rock
| All Ages, events, music
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