A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
Portland in the News: Costumed Pugs, RIP Tim Curry, Portland’s Funniest & More | September 3, 2026
Dozens of pugs attended the Prettiest Pug Pageant(opens in new tab) this past Saturday as part of Pacific Pug Rescue’s PUGapalooza.
Win Tickets ($270): 2026 Kasayahan Filipino American Festival Portland @ Pioneer Courthouse Square | APL.DE.AP of The Black Eyed Peas, Fashion Show, Food Vendors & More
September 12 – Filipino American music icon APL.DE.AP of the Black Eyed Peas is coming to Portland to headline Kasayahan 2026: Filipino American Festival Portland — Oregon’s first and only Filipino festival in the heart of downtown Portland.
Win Tickets ($80): 2026 Oktoberfest Brewfest @ McMenamins Kennedy School | German Food & Drink, Live Music
September 26 – Raise a handcrafted ale as you dance the polka! Oktoberfest meets McMenamins brewfest at this fall festival of German-style beer, food, music and fun.
Radical Harvest Craft Faire & Community Center @ SymbiOp Garden Shop | 40+ Local Makers, Giveaways, Food Pantry
September 5-6 – Radical Harvest is more than a craft fair – it’s a pop-up community center!!
2026 McMenamins Oktoberfest | Beer, German-Inspired Fare, Live Music, Golf Tournament & More
September 18-October 3 – Put on your lederhosen and get ready to enjoy beer, beer and more beer at McMenamins for Oktoberfest!
Win Tickets ($110): 2026 Easyfolk Festival @ Portland’5 Winningstad Theatre | Essie & The Hum, Rebecca McDade, Kenzy Peach & More
September 18-19 – This celebration of Portland music spans two nights of music with seven total bands.
Win Tickets ($76): Everyone Orchestra Conducted by Matt Butler @ Mission Theater | Danceable Grooves Created on the Fly
October 23 – Everyone Orchestra is a masterfully conducted, fully spontaneous explosion of live music created by a rotating cast of world renowned musicians and led by conductor Matt Butler.
End of Summer Pearl Party @ Pearl District | Live Music, Local Food, Artisans, Activities, & More
September 19 – Party in the Pearl returns, transforming NW 13th Avenue between Hoyt and Irving into a lively neighborhood celebration.
2026 Zootoberfest @ Oregon Zoo | Beer & Cider, Live Music, Keeper Chats, Animal Activities & More
September 11-12 – This special fall gathering pairs the fun atmosphere of a Bavarian beer fest with the amazing wildlife found only at the zoo.
7 Deadly Sins Pants on Fire Freaky/Filthy Late Show @ The White Eagle Saloon | 7 True Tales, One Lie
September 19 – Join us as we host Portland’s wildest and most interactive comedy and storytelling entertainment event with Pants On Fire! at the historic White Eagle Hotel & Saloon.
Win Tickets ($22): 2026 Corn Maze ‘5 Kind Acts’ + Pumpkin Patch @ Bella Organic Farm on Sauvie Island | Apple Cider, Trains, Petting Zoo & More
August 22-October 31 – This fall, get lost in our 7-acre corn maze on Sauvie Island.
Win Tickets ($80): Haunted Corn Maze @ Bella Organic Farm on Sauvie Island | Ghouls, Zombies, Costume Party
September 26-October 30 – Get lost in acres of corn, in the dark, on Friday and Saturday nights in October! Terrifying creatures stalk you as you make your way through our Haunted Corn Maze!
Win Tickets ($42): Line ‘Em Up – Queer Line Dancing @ Crystal Ballroom | Dance Lessons w/ Stomptown
September 12 – Join Stomptown, Portland’s LGBTQ+ Country Western dance hub, for an exhilarating night of non-stop line dancing.
2026 Swan Island Dahlia Festival | 50 Acres of Blooms, Food Carts, Live Music
We invite you to celebrate the season of Dahlias! Stroll through almost 50 acres of breathtaking fields and a beautiful display garden of stunning dahlias featuring over 375 varieties.
7 Deadly Sins Pants On Fire Family Friendly Show @ White Eagle Saloon | Seven True Tales, One Lie
September 19 – Join us as we host Portland’s wildest and most interactive comedy and storytelling entertainment event with Pants On Fire! at the historic White Eagle Hotel & Saloon.
Win Tickets ($130): Portland Weird Fest @ Oaks Park | 60+ Vendors, Rides, Live Bands, Costume Contest & More
September 19 – Portland Weird Fest is back for Year 3 — and Portland is about to get wonderfully weird!
Win Tickets ($136): Dogstar w/ The Backfires @ Crystal Ballroom | Keanu Reeves, Alt-Rock
September 17 – Let the record show that here in 2026, Dogstar is clearly All In Now.
Win Tickets ($22): Decadent 80s w/ DJ NoN @ Crystal Ballroom | Portland’s Longest Running 80s Night
September 11 – Get ready for a fun night of dancing to all your favorite hits and requests from the 1980s!
2026 Cannon Beach Cottage Tour | Self-Guided Walking Tour of Beautiful Homes, Opening Night Bash
September 11-13: Discover the charm, history, and beauty of one of the Oregon Coast’s most beloved traditions during the 23rd Annual Cannon Beach Cottage Tour!
2026 Time-Based Art Festival @ Portland Institute for Contemporary Art | Experimental Performances, Live Music, Dance & More
September 9-13 – This year’s festival brings artists and audiences together for its annual celebration of creative expression that can best be experienced together, in the present moment.
Lake Oswego Clean Energy and EV Fair @ Lake Oswego United Methodist Church | Test Drive EVs, Learn About Solar, Batteries & More
September 19 – The fair is a fun, family-friendly event celebrating clean transportation, renewable home energy and sustainable living.
Win Tickets ($240): Realms Unknown @ Lewis River Golf Course in Woodland, WA | 3-Day, All Genre Fantasy Festival, Jousting, Marketplace & More
September 18-20 – Realms Unknown is a three-day, all-genre fantasy festival with camping – where storytelling, live performance, and hands-on adventure collide.
No Quiet Hours Fundraiser Concert @ Crystal Ballroom | The Kingsmen, The Shivas, Alien Boy & More
August 28 – No Quiet Hours takes over Portland’s historic Crystal Ballroom on Friday, August 28 for an all-ages fundraiser supporting the forthcoming feature documentary on Oregon’s independent music history and the DIY communities that have kept it alive across generations.
Win Tickets ($22): Club Curfew – 90s Edition @ Lola’s Room | Happy Hour Dance Party w/ DJ Gregarious
September 18 – Join us for a monthly Happy Hour dance party with DJ Gregarious where your night and your weekend starts EARLY!
2026 Newport Oregon Pride Weekend | Trivia, Super Queer Fun Fair, Elton John Tribute & More
September 18-20 – Join us for inclusivity, celebration, and community at Newport Oregon Pride’s 5th annual event weekend this September 18-20, 2026!
Transcend Together – A Fundraiser for Our Trans Community @ Dante’s | 50+ Performers, Raffle, Flash Tattoos
September 12 – Transcend Together is a night of entertainment, solidarity, celebration, and community care dedicated to raising funds for trans people right here in our community.
Portland in the News: Krispy Krunchy, RIP Centennial Mills, Who Is Queso Queso & More | August 20, 2026
Some of Portland’s best fried chicken is served out of mini-marts(opens in new tab)? With, 35 locations and growing Krispy Krunchy Chicken is becoming prolific in PDX.
2026 AMP Music Festival @ Star Theater | Matt Cameron, Jenny Don’t & The Spurs, Altar Girl & More
September 11-12 – Join us at The Star Theater for a two-day celebration of Portland’s incredible music scene in support of youth experiencing homelessness. It’s music with a mission!
Debut of Shanrock’s Triviology @ Thunderbird Bar | Patio, Vegan Food Options, Cocktails
August 25 – I’m delighted to join forces with Thunderbird! Friendly, comfy and cool as hell, it’s sure to become a Triviology fave.
Win Tickets ($60): Noche de Rock en Espanol con Tecolote, Contrabando @ Mission Theater | Rock, Blues, American
September 11 – Tecolote Canyon Band is a local live music group based in San Diego, California.
2026 Portland Songwriters Week | 14 Intimate, Affordable Musical Performances
August 23-29 – Portland Songwriters Week is a citywide celebration of original songwriting and the community that makes it possible.
2026 Northwest VegFest @ Wingspan Event & Conference Center in Hillsboro, OR | Food Samples, Cooking Demos, 100+ Exhibitors
August 29-30 – Discover Oregon’s premier plant-based food and lifestyle event! $2 OFF tickets through August 25!
CANCELLED: The Upkeeps w/ Die Right, Kiss of the Vampire @ Mission Theater | Indie Rock/Pop
August 29 – Influenced from the sounds of early Rock N’ Roll, Punk and Power-pop, The UpKeeps bring their own sounds and flavor to the mouths of the world’s dinner table.
Win Tickets ($42): McMenamins Presents Jakki and the Pink Smudge w/ Ogre + Jonny’s Day Out @ Crystal Ballroom | Indie Rock
September 25 – Jakki and the Pink Smudge, colloquially known as Smudge, is an indie rock outfit from Portland, Oregon.
2026 Rose City Comic Con @ Oregon Convention Center | Comics, Gaming, Sci-Fi, Cosplay, Anime & More
Portland’s premier pop culture event, Rose City Comic Con, is happening September 11-13 at the Oregon Convention Center!
Spicy Night Market @ Rae Loft | Woman-Owned Sex Positive & Educational Market
August 21 – Things are about to get a little spicy! 🌙✨ Join us for an evening celebrating craftsmanship, confidence, kink, and connection.
MANY Weekend Events & Giveaways ($2,400+): Halloween, Festivals, Concerts, Comedy, Theater, Film, & More!
| Weekend
Nocino Liqueur Release Party @ New Deal Distillery | Fall Cocktail Menu, Behind-The-Scenes, Take Home This Year’s Batch
| events, Food & Drink, Free, SE Portland
The Nitemare B4 Xmas w/ The Saloon Ensemble @ Alberta Rose Theatre | Sing-A-Longs, Costume Contest, Screaming Contest
| All Ages, events, Halloween, music, NE Portland, theater
George Martin: The Beatles Scores and More @ Hallowed Halls | Rare Film, Audio & Stories of George, the Beatles, Abbey Road
| All Ages, events, Film, Lectures, music, SE Portland
Stumptown Stages presents ‘Annie’ @ Dolores Winningstad Theatre | Tony Award-Winning Musical
| All Ages, downtown, SW Portland, theater
Distinguished and Disney @ Blueprint Arts Ensemble | Music from Aladdin, Frozen, Mulan & More
| All Ages, events, music, NE Portland
Circus Soiree @ A-WOL Dance Collective | Immersive Dance Experience
| All Ages, Dance, NE Portland
Win Tickets ($92): 2000s New Years Eve Y2K Ball @ Crystal Ballroom | Two Floor Massive Dance Party
| Dance, downtown, events, music
New Portland Jobs: Stumptown Coffee, Friends of Trees, Meals On Wheels People & More
| Jobs
Win Tickets ($124): 94/7FM KNRK presents “December to Remember” w/ Dirty Heads @ Crystal Ballroom | Reggae Rock
| All Ages, downtown, events, music
Win Tickets ($38): Apes of the State w/ Pigeon Pit @ Mission Theater | Folk, Punk
| All Ages, events, music, NW Portland
The Rise of Houdini @ Experience Theatre Project | An Effervescent Burlesque & Séance to Raise the Great Houdini
| events, Food & Drink, Halloween, theater
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