A round up of what’s going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!
2025 Halloween Candy & Wine Pairing @ Hip Chicks Do Wine | 5 Classic Candies Paired w/ Wine Tastings
Join us as we pair 5 classic Halloween candies with 5 delicious wines, carefully chosen to bring out the best in both.
Wicked Craft: Samhain Night Market @ Rae Loft | Women-Owned Businesses & Artists
Wicked Craft: Bazaar and Craft Fairs are a craft fair & seasonal market series that focuses on supporting women-owned businesses and artists.
Fall Cruises with Island Style Charters | Pirates & Pumpkins, Sights & Ciders, City Nights & Tiki Lights
Celebrate fall with pirates, pumpkins, and Halloween fun on a family-friendly river cruise!
2025 Mountain Town Throwdown in White Salmon, WA | 30 Local Vendors, Adoptable Dogs, Live Music & more
Everybody’s Brewing is thrilled to bring back Mountain Town Throwdown – an epic block party in White Salmon, WA, on Saturday, October 11, 2025!
2025 Creating Keepsakes Scrapbook Convention @ Wingspan Event & Conference Center | Classes, Crops, Shopping
Shop from your favorite manufacturers, new products, embellishments, & ideas will get your creative juices flowing – and creating!
2025 Oregon Music Hall of Fame Induction & Concert @ Aladdin Theater | Performances by Pete Droge, Curtis Salgado, Casey Neil & More
The 18th Annual Oregon Music Hall of Fame (OMHOF) Induction and Concert will be held on Saturday, October 11 at 7pm at the Aladdin Theater. The
Win Tickets ($64): Stop Light Observations @ Mission Theater | Blues, Pop, Indie Rock
Stop Light Observations is a dynamic four-piece group hailing from Charleston, South Carolina.
Slabtown Tours Presents ‘A Night With Ghosts’ Haunted Walking Tour | Explore the Paranormal in NW Portland
Step into the shadows of Northwest Portland’s past with A Night With Ghosts, a tour you might want to forget!
Win Tickets ($32): 2025 Hood River Harvest Festival @ Hood River Event Site | 70+ Arts, Crafts & Food Vendors
The Hood River Valley Harvest Festival returns October 10-12.
2025 Dine the Couve in Vancouver WA | Unbeatable 3 for $33 October Specials Across Clark County
Celebrate 10 years of Dine the Couve with unbeatable 3 for $33 specials at participating restaurants across Clark County.
Win Tickets ($64): Mo Lowda & The Humble w/ French Cassettes @ Aladdin Theater | Indie Rock
Mo Lowda & the Humble are a self-produced indie rock band hailing from Philadelphia.
Win Tickets ($60): Softcult @ Mission Theater | Grunge, Shoegaze
Twin sisters Phoenix (She/They) and Mercedes Arn-Horn (She/Her) have been making music together since they were barely teenagers.
Win Tickets ($92): Wet Leg w/ The Stupid Girls @ Crystal Ballroom | Dance-Punk
Wet Leg – the Isle of Wight five-piece founded by Rhian Teasdale and Hester Chambers – have announced their eagerly anticipated second album moisturizer ill be released on July 11 on Domino.
2025 BeerQuest Haunted Pub Tour | Get Spooked, Award-Winning Beer + Portland’s Famous Ghosts
Celebrate the spooky season with BeerQuest’s Haunted Pub Tour – a journey into Portland’s wicked and scandalous past.
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.
THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!
| Today
2026 Swan Island Dahlia Festival | 50 Acres of Blooms, Food Carts, Live Music
| All Ages, events, Food & Drink, music
7 Deadly Sins Pants On Fire Family Friendly Show @ White Eagle Saloon | Seven True Tales, One Lie
| All Ages, Comedy, north portland, theater
Win Tickets ($130): Portland Weird Fest @ Oaks Park | 60+ Vendors, Rides, Live Bands, Costume Contest & More
| All Ages, Food & Drink, music, SE Portland, Shopping
Win Tickets ($136): Dogstar w/ The Backfires @ Crystal Ballroom | Keanu Reeves, Alt-Rock
| All Ages, downtown, events, music
Win Tickets ($92): Marc Price @ Mission Theater | Comedy, Star of ‘Trick or Treat’, ‘Family Ties’
| Comedy, NW Portland
Win Tickets ($22): Decadent 80s w/ DJ NoN @ Crystal Ballroom | Portland’s Longest Running 80s Night
| downtown, events, music
2026 Cannon Beach Cottage Tour | Self-Guided Walking Tour of Beautiful Homes, Opening Night Bash
| All Ages, events, Visual Art
2026 Time-Based Art Festival @ Portland Institute for Contemporary Art | Experimental Performances, Live Music, Dance & More
| Dance, events, Film, Food & Drink, music, NE Portland, theater, Visual Art
Lake Oswego Clean Energy and EV Fair @ Lake Oswego United Methodist Church | Test Drive EVs, Learn About Solar, Batteries & More
| All Ages, events, Home Show, Services, Shopping
Win Tickets ($42): Valkerie w/ Withholden, Laughing About Nothing, Fawkes Glove @ Mission Theater | Alternative Rock
| All Ages, music, NW Portland
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