A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
Roy Webster Cross Channel Swim in Cascade Locks | 2022 Labor Day, Swim Across the Mighty Columbia River
September 5 in Cascade Locks – This annual event draws near 500 hearty souls on Labor Day each year, to the Port of Cascade Locks to swim a 1.1 mile stretch across the mighty Columbia River.
Cancelled: Janis Ian – The Last North American Tour @ The Old Church Concert Hall | Folk, Soft Rock
September 25 @ The Old Church Concert Hall – Best know for her hit At Seventeen, singer/songwriter Janis Ian performs works from her first album of new material in 15 years, The Light at the End of the Line as well as her beloved fan favorites.
Win Tickets ($52): Grammy Nominee Julian Lage @ Aladdin Theater | Guitarist
September 21 @ Aladdin Theater – Guitarist Julian Lage expands his horizons on View With A Room, a collection of 10 compelling original compositions that marks his second release for Blue Note Records.
Win Tickets ($47): Wild Rivers: Sidelines World Tour 2022 @ Aladdin Theater | w/ Violet Skies
September 20 @ Aladdin Theater – Building an authentic relationship with fans, while channeling classic singer-songwriters like James Taylor and Fleetwood Mac, has been vital to Wild Rivers’ connection with audiences.
Win Tickets ($44): William Fitzsimmons w/ Stuart Smith @ The Old Church Concert Hall | Folk, Indie, Singer, Songwriter
September 19 @ The Old Church Concert Hall – Following 2005’s Until When We Are Ghosts, William Fitzsimmons generated hundreds of million streams across fan favorite albums.
Win Tickets ($110): Spoon + Interpol: Lights, Camera, Factions Tour @ Pioneer Courthouse Square | Rock, w/ Water From Your Eyes
September 17-18 @ Pioneer Courthouse Square – Each with a new album, the living rock legends of Interpol and Spoon visit Portland for 2 nights of co-headlined performance!
Inaugural Fresh-Hopped Fest @ Wilsonville Old Church & Pub | Sample Your Favorites Beers and Brand New Recipes
September 17 @ Wilsonville Old Church & Pub – Come September, the hops are ripe and fragrant, and our brewers get busy brewing with freshly picked batches – adding hops the day they are picked.
Win Tickets ($70): Claudia Oshry: Not Like Other Girls Presented By Spritz Society @ Aladdin Theater | Stand Up Comedy, The Today Show
September 17 @ Aladdin Theater – Claudia Oshry is a multi-talented entertainment personality, comedian and media entrepreneur.
Win Tickets ($106): The SHINS: Oh, Inverted World The 21st Birthday Tour @ Pioneer Courthouse Square | Indie Rock, w/ JOSEPH
September 15 @ Pioneer Courthouse Square – The Shins debut full length, Oh, Inverted World caused a seismic shift in the indie rock world upon its release in 2001.
Win Tickets ($30): Marina Herlop @ The Old Church Concert Hall | Classically Trained Catalan Composer, w/ Shanea
September 16 @ The Old Church Concert Hall – On Pripyat, we find Marina Herlop’s characteristic melodic piano and graceful vocal lines.
Win Tickets ($70): Mark Wills @ Ponderosa Lounge & Grill | Featuring Multi-Platinum Top 40 Country Hits Artist
September 29 @ Ponderosa Lounge & Grill – Mark Wills is a multi-platinum selling singer with numerous top 40 country hits. Bringing back that 90’s country nostalgia to the Ponderosa.
Win Tickets ($50): Grant Lee-Phillips @ The Old Church Concert Hall | w/Jarrod Dickenson, Singer, Songwriter, Guitar
September 15 @ The Old Church Concert Hall – Grant Lee-Phillips’ new album’s lyrics attempt to make sense of an uncertain, anxiety-riddled time, while coming to terms with the idea that once-unshakeable things now seem fragile or fallible.
Win Tickets ($50): Grammy Nominee Shawn Mullins @ Aladdin Theater | Folk, Rock
September 15 @ Aladdin Theater – After a series of indie releases and growing buzz in the Atlanta music scene, Shawn Mullins’ critical and commercial breakthrough came when 1998 Soul’s Core shot him to fame.
Portland Institute for Contemporary Art Presents 2022 Time-Based Art Festival | Performances, Exhibitions, Dance Parties, Festival Bar & More!
Portland Institute for Contemporary Art (PICA) announces our twentieth annual Time-Based Art Festival, happening September 8–18, 2022.
2022 Rose City Comic Con @ Oregon Convention Center | Featuring Elijah Wood, Sean Astin, Giancarlo Esposito & More!
September 9-11 @ Oregon Convention Center – Rose City Comic Con is Portland’s premier pop culture event. It is produced locally with a focus on creating a fun and friendly event for everyone!
Win Tickets ($28): Beach Bums @ Mission Theater | Punk, w/ Rinse & Repeat, Kill Michael
September 23 @ MIssion Theater – Beach Bums have gained intense notoriety through the grassroots: scattering tales of their versatile, engaging live performances along the West Coast.
Win Tickets ($30): Rosie Darling @ Mission Theater | w/ Caleb Hearn, Indie Pop
September 29 @ Mission Theater – You couldn’t mistake Rosie for anybody else. She’s quietly confident, exuberantly passionate, and creatively inclined to infinity. She’s highly aware of herself and the world around her, and she speaks her mind with clarity and focus.
Win Tickets ($50): An Evening w/ Soul Sacrifice @ Mission Theater | Santana Tribute Act
September 17 @ Mission Theater – Soul Sacrifice has been voted the #1 Tribute to Santana in the Pacific NW and one of the Top 10 Tribute Bands in the Northwest.
Oregon Symphony Presents 2022 FREE Labor Day Weekend Waterfront Concert and Festival | Movie Favorites, Opera, Cannon Fire & More!
Oregon Symphony’s Waterfront Concert and Festival, the free, family-friendly event, returns on Saturday, September 3 at Tom McCall Waterfront Park for an all-day celebration full of music!
Win Tickets ($40): Kickstand Comedy Presents Broke Gravy and Friends @ Clinton Street Theater | Improv, Storytelling, Prizes & More!
September 10 @ Clinton Street Theater – Portland comedy trio Broke Gravy is back, and they’re bringing a few of their friends for a night of improv, storytelling, prizes, and more!
Win Tickets ($100+): The 2022 Cheese and Meat Festival @ Leftbank Annex | Artisan Food & Beverage Festival
November 12 @ Leftbank Annex – Have you ever wanted to really dig in and connect to the best of Oregon’s local food and drink producers? Get ready dive into in the best artisanal bites and beverages our state has to offer, all under one roof!
MANY Portland Weekend Events & Giveaways ($1,300+): St. Johns Comedy Fest, OrpheusPDX Opera, Keep Portland Country & More! | August 25-28, 2022
The weekend is back, Portland! Thursday is Pix Pâtisserie’s last day — stop by sweet treats and a movie. Bike Festival Pedalpalooza wraps up this week. REX HILL Southern Supper features a traditional pig roast. And Can you solve the Magician’s Menagerie?
Portland in the News: Starlink Lights Up Night Skies; Downtown Recovery; Special Nets for Thorns & More! | August 25, 2022
Downtown Portland is seeing signs of recovery, but it’s not fueled by office workers.
If you saw a strange string of lights in the night skies over Portland this weekend, it wasn’t UAP or a UFO — it was a recently launched bank of Starlink satellites.
And the nets used at Portland Thorns games have been used to catch fish in the ocean.
FREEYApalooza Bike Ride @ Colonel Summers Park | Bike Giveaway, Help Locate & Collect Free Items For Local Shelters
August 27 @ Colonel Summers Park – Pick up free stuff to support local shelters by bike using the Freeya app!
Win Tickets ($70): J2B2 (John Jorgenson Bluegrass Band) @ The Old Church Concert Hall | “Some of the Best String Players in the World”
September 11 @ The Old Church Concert Hall – J2B2 is an all-star bluegrass supergroup featuring four legendary, award-winning musicians delivering bluegrass like no one has ever heard it before.
Win Tickets ($50): The Old Church Moon Series – Full Harvest Moon | Featuring Lauren Monroe w/ Special Guest, Guitarist, Songwriter
September 10 @ The Old Church Concert Hall – New York-born, California-based polymath Lauren Monroe conducts parallel careers as a gifted singer-songwriter and a renowned mental-health advocate.
Win Tickets ($40): The Brevet @ Mission Theater | Alternative Rock, Folk, Surf, R&B
October 1 @ Mission Theater – Nestled in between Los Angeles and San Diego lies Orange County, CA: a culturally, economically, and environmentally diverse community with an identity all of its own.
Win Tickets ($80): Everclear, Sponge @ Crystal Ballroom | Iconic ’90s Alt-rock
October 16 @ Crystal Ballroom – Formed in 1991 in Portland, Everclear has enjoyed a lengthy career spanning 11 studio releases, numerous videos, thousands of shows and accolades that include a 1998 Grammy nomination.
Win Tickets ($50): Hermanos Gutiérrez El Bueno y El Malo Tour 2022 @ Mission Theater | Latin
November 13 @ Mission Theater – “When Alejandro and I play together, it’s like we are driving a car,” says Estevan Gutiérrez, one half of the guitar duo Hermanos Gutiérrez. “It’s like we are taking a road trip. Sometimes we’re driving through a desert. Sometimes we’re traveling up the coast.
Sangria and Salsa Dance Party @ Boedecker Cellars | Featuring 6-Person Cuban Band Cuba Ache
August 27 @ Boedecker Cellars – Local six person Cuban band Cuba Ache is coming to Boedecker Cellars to play, dance and provide lessons on salsa, bachata and more!
Win Tickets ($36): Mustard Service, Late Night Drive Home @ Mission Theater | Indie Rock
October 26 @ Mission Theater – We are a group of five boys from Miami, Florida just looking for a good time.
Tumbleweed Music Festival 2022 @ Amon Park in Richland, WA | Free, Portland Labor Day Weekend, Live Music, Singing, Dancing, Crafts, Food
September 2-4 @ Howard Amon Park – Tumbleweed Music Festival features live musical performances and workshops, featuring artists both local and international.
MANY Portland Weekend Events & Giveaways ($1,300): Sunflower Festival, Lil Carwash Pro Skate Contest, Dundee Lodge Campout, BackFence PDX Storytelling & More! | August 18-21, 2022
The weekend is back, Portland! Lil Carwash Pro Skate Contest is coming to NE Portland on Sunday. Hear stories from women of color community leaders at Lan Su Chinese Garden Presents This is She. And BackFence PDX storytelling is back for the first time in 2.5 years!
Portland in the News: Shady Hikes; Parks Turning 100; Portland Treasure Map & More | August 18, 2022
Turning 100 years old in 2022, the first state parks in Oregon were little more than roadside picnic areas.
Stay cool this week with a shady hike; here’s a list of nearby suggestions.
And a small scrap of paper from 1862 at the Oregon Historical Society appears to be a map to hidden treasure in Portland.
Oregon Cannabis Association Presents The Summer Fair @ The Redd on Salmon | Featuring 60+ Producers, Processors, Makers & Dispensaries
August 20 @ The Redd on Salmon – In the spirit of carnivals, street fairs and summer celebrations, the 5th Annual Summer Fair brings the public into the wonderful world of Oregon cannabis.
REX HILL Southern Supper | Traditional North Carolina Pig Roast, Communal-style Dinner
August 27 in Newberg – Cheers to summer! Join us for an evening in the REX HILL Gardens for a traditional North Carolina Pig Roast featuring REX HILL Pinot Noir & Chardonnay.
MANY Portland July 4th Weekend Events & Giveaways ($2,400+): Festivals, Fireworks, Concerts, Comedy, Theater, Film, & More!
| Weekend
Old Town Dance – Daniel Girón @ Darcelle XV | Community Dance Class Run by Daniel Girón
| All Ages, Dance, NW Portland
Portland New Generations Rotary Club Presents Roses and Rosé @ Portland International Rose Test Garden | Sip, Stroll & Support at Roses & Rosé 2026!
| Food & Drink, SW Portland
Rose City Vintage Expo @ Portland Expo Center | Antiques, Collectibles, Americana and More
| north portland, Shopping
Portland in the News: Doggo Dates, World’s Best Cheddar, Godzilla & More | July 2, 2026
| News
Shoestring Circus @ Hazel Dell Commons in Vancouver | Intimate, Story-Driven Circus Experience
| All Ages, theater
10% off Through July 6th – The 26th Annual Portland Erotic Ball @ Crystal Ballroom | 21+, Hosted by Sasha Scarlett, Live Music, Burlesque, Costume Contest, & More
| Dance, downtown, music, theater
THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!
| Today
New Portland Jobs: APANO Action Fund, Play On Shakespeare, World Forestry Center & More
| Jobs
Win Tickets ($358): HAREFEST @ Clackamas County Fairgrounds & Event Center | The Mother of All Tribute Festivals
| music
Win Tickets (30): McMenamins Presents Soul On the Floor with DJ CUTZ1 @ Lola’s Room | Funk, Soul, & R&B
| downtown
Win Tickets ($48): McMenamins Presents Taylor Bickett @ Mission Theater | Indie Pop
| All Ages, music, NW Portland
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