A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
Oregon Humanities Presents Consider This @ Alberta Rose Theatre | Featuring Nataki Garrett and Jelly Helm
Join us on Wednesday, June 8, 2022, for a conversation about storytelling and yearning with Nataki Garrett, artistic director of Oregon Shakespeare Festival, and Jelly Helm, founder of the branding agency Studio Jelly.
Rose City Rollers Comeback Season @ Oaks Amusement Park | Home Team Season Championships – Double Header!
June 3 @ Oaks Park – Join us for an exciting night of derby as all four Home Teams take to the Hangar to compete for the 2022 Portland Title!
Weekend Celebration w/ Tony Starlight & The All-star Horns | Sinatra by Starlight & The Tony Starlight Variety Show
June 3-4 @ The Tony Starlight Showroom – Join Portland’s favorite crooner for a weekend of music, variety & comedy.
Win Tickets ($20): Black Sheep Brass Band @ The Goodfoot Pub & Lounge | w/ The Carlo Show
June 2 @ The Goodfoot Pub & Lounge – Black Sheep Brass Band has created their own unique brand of California grown, 100% certified #BRASSfedFUNK, that permeates all layers of being.
Win VIP Tickets ($70): Cider Summit Portland @ The Fields Park | 150+ Ciders, Live Music
June 10-11 @ The Fields Park – Sample a selection of more than 150 hard ciders at Cider Summit Portland!
Win Tickets ($36+): Gaylabration 10 Year Anniversary – decaDANCE @ Crystal Ballroom in Downtown Portland | Featuring DJ Deanne, Body Art, Performers, Biggest Dance Party of Pride Weekend!
June 18 @ Crystal Ballroom – The 10 Year Anniversary we’ve all been waiting for!
My People’s Market in SE Portland | Free, Featuring 120+ BIPOC Vendors, Art, Performance, Music & More!
June 3-5 in SE Portland – My People’s Market is back in person for the ninth time, offering an immersive, in-person marketplace featuring 120+ BIPOC vendors each day, cultural performances, musicians, food, and beverages.
MANY Portland 2022 Memorial Day Weekend Events & Giveaways ($1,000+): TEDxPortland, Fireworks, Wine Tasting, Markets, Brunch, Trivia, Music & More! | May 26-30, 2022
Memorial Day weekend is back, Portland! Rose Festival fireworks are back this year at the waterfront on Friday! Update your kitchen appliances at Sunday’s à table – A Culinary Rummage Sale & Bake Sale @ Pix Pâtisserie. Hip Chicks Do Wine Presents Wine & Chocolate Pairing. And catch 15 talks & 6 performances at the largest indoor TEDx event in the world TEDxPortland.
Portland in the News: Orcas on the Coast; More Car Chargers; Blazers for Sale Soon & More! | May 26, 2022
The Portland Trail Blazers will be looking for a new owner soon.
Have you see the orcas on the Oregon Coast? This month, sightings have been higher than usual.
And there’s now expanded bus and shuttle access to Washington Park, so be sure to plan a trip to visit the International Rose Test Garden and Portland Japanese Garden.
First Friday at Freeland – Drag Edition! @ Freeland Spirits Tasting Room | Pride Celebration Hosted by Peachy Springs, Raffle, Specialty Cocktails & More!
June 3 @ Freeland Spirits Tasting Room – Come by for specialty cocktails, raffles, and of course some gaiety! All hosted by our springtime darling Peachy Springs and two favorite local queens, Boujee Cherry and Amy Takill.
Win Tickets ($20): Sunday Saloon @ Ponderosa Lounge & Grill | Fire Playin’ Honky Tonkin’ Boys
June 25 @ Ponderosa Lounge and Grill – Known for their high-energy shows, varied playlist, and a party vibe. Raise your whiskey for a night of fire playin honky tonk country boys!
2022 Rose City Reunion Concert Featuring the Oregon Symphony @ Arlene Schnitzer Concert Hall | FREE, Family Friendly
To launch the return of Portland’s Official Festival, everyone is invited to see the Oregon Symphony for a FREE concert Thursday at Arlene Schnitzer Concert Hall.
Win Tickets ($60): Grammy Winner Fantastic Negrito @ Aladdin Theater | Folk, Blues, R&B
June 14 @ Aladdin Theater – Part love story, part historical excavation, Fantastic Negrito’s extraordinary new album, White Jesus Black Problems, is an exhilarating ode to the power of family and the enduring resilience of our shared humanity.
Win Tickets ($60): An Evening with Jordan Rudess of Dream Theater @ The Old Church Concert Hall | Voted “Best Keyboardist of All Time”
June 12 @ The Old Church Concert Hall – Voted “Best Keyboardist of All Time” by Music Radar Magazine, Jordan Rudess is best known as the keyboardist/multi-instrumentalist extraordinaire for platinum-selling Grammy- nominated prog rock band, Dream Theater.
Win Tickets ($30): Kat Wright w/Blue Darling @ The Old Church Concert Hall | Folk, Roots
June 9 @ The Old Church Concert Hall – Kat Wright, Bob Wagner (guitar) and Josh Weinstein (bass) lean into their trio formation, showcasing their folky / rootsy selves.
VOICES Lectures @ Revolution Hall | Featuring Marlee Matlin, Danielle Feinberg, Ami Vitale and Stephanie Land
4-Date Series @ Revolution Hall – VOICES Lectures celebrates 30 years w/ Marlee Matlin, Danielle Feinberg, Ami Vitale and Stephanie Land.
Movies at Dusk @ Pix Pâtisserie | The Princess Bride, The Big Lebowski, Office Space, Trivia, Beer Garden
June 2-August 25 @ Pix Pâtisserie – Movies at Dusk is back in full swing this summer with uplifting classics to entertain all ages.
Crush On Oregon Wine Showcase @ Castaway Portland | Featuring 30 Oregon Wineries
June 2 @ Castaway Portland – Crush On Oregon will showcase what makes Oregon wine so special and dynamic—from our unique climate to our world-class winemakers.
MANY Portland Weekend Events & Giveaways ($1,350+): Edgefield Brewfest, Vintage Market, Rose City Rollers, Farmers Markets & More! | May 18-22, 2022
The weekend is back, Portland! Sample 100+ beers & ciders at this weekend’s Edgefield Brewfest. Hunt for antique treasures at Maizee Mae’s Vintage & Collectible Market. Enjoy the spring sunshine at Bella Organic Farm & Winery Farm Store, which is open for wine & cider tastings.
Portland in the News: Portlander Nation’s Top Barista; Great Views & Food; Local Films Get Grants | May 19, 2022
A Portland barista has been named the 2022 US Barista Champion.
Four local filmmakers recently received post-production grants.
And these local restaurants not only have great food, but amazing views to match.
Spring Makers Market @ Sustainable Northwest Wood | Handcrafted Treasures, Local Bites & Brews
May 21 @ Sustainable Northwest Wood – Handcrafted goods from Portland’s Makers Community in a festive indoor/outdoor market – lumberjack style.
The Old Town Beaverton Wine Walk | Sample Local Wines at 9 Unique Downtown Businesses
May 21 in Downtown Beaverton – Explore downtown Beaverton while sampling local wines inside 9 unique downtown businesses!
Win Tickets: Jay Si Proof & Left on Tenth @ The Goodfoot Pub & Lounge | Funk, Disco, Jazz, Rock, Reggae
May 25 @ The Goodfoot Pub & Lounge – Jay Si Proof is the artistic vision of singer, trombonist, and composer Jeff Chilton.
Win Tickets ($118): TEDxPortland Year 10 @ Moda Center | Featuring Death Cab for Cutie, Portugal. The Man, Digable Planets, Pink Martini & More!
May 28 @ Moda Center – TEDxPortland is back for a triumphant Year 10 event on May 28, at Moda Center / Theater of the Clouds. It will be the largest indoor TEDx in the world after 3 reschedules and 1,164 days of planning.
Win Tickets ($36): Arlie @ Mission Theater | Indie Pop
July 13 @ Mission Theater – Arlie is a band created by singer-songwriter, composer & multi-instrumentalist Nathaniel Banks.
Win Tickets ($70): The Midnight @ Crystal Ballroom | Synthwave, w/ Nightly
September 29 @ Crystal Ballroom – The Midnight, the duo of producer Tim Daniel McEwan and singer-songwriter Tyler Lyle, are masters of flipping the disparate archetypes of yearning American youth.
Win Tickets ($62): Stars: Capelton Hill – West Coast Tour @ Aladdin Theater | Indie Rock, w/ Nicholas Krgovich
June 8 @ Aladdin Theater – STARS have made their career telling the tales we keep in the darkest, and most hopeful parts of our souls.
Win Tickets ($40): An Evening with Suzzy Roche and Lucy Wainwright Roche @ The Old Church Concert Hall | Folk, Harmonies
June 5 @ The Old Church Concert Hall – Suzzy and Lucy released their lastest recording I Can Still Hear You in the fall of 2020. The album was largely recorded in the darkest hours of the Covid shutdown in the spring of 2020 in NYC.
Win Tickets ($30): Lily Wecks Single Release w/Presidio Music, Rain Ezra @ The Old Church Concert Hall | Indie Pop
June 2 @ The Old Church Concert Hall – Lily Wecks is a Portland based indie pop artist with a background in classical and jazz piano.
Win Tickets ($60): Calexico @ Revolution Hall | Americana, Indie, Folk
June 3 @ Revolution Hall – Calexico’s Joey Burns and John Convertino return in 2022 with their luminous 10th studio album, El Mirador; a hopeful, kaleidoscopic beacon of rock, bluesy ruminations and Latin American sounds.
Win Tickets ($40): Storyhill w/ Lane Norberg @ The Old Church Concert Hall | Modern Folk Duo
June 2 @ The Old Church Concert Hall – Storyhill is a modern folk duo from Bozeman, Montana that brings brotherly harmonies, infectious melodies and smart story songs together in one perfect package.
Win Tickets ($50): Pedro The Lion @ Revolution Hall | Indie Rock, w/ Charlotte Cornfield
June 2 @ Revolution Hall – David Bazan wrote, arranged, and performed most instruments himself—as is characteristic of most of his work, solo and with Pedro the Lion—several key collaborators helped him find the self-accepting tenderness needed for Havasu.
Animal Aid’s Bet for Pets Fundraiser @ OMSI | Hosted by Poison Waters, Auction, Raffle, Bites & Drinks
June 18 @ OMSI – Try your luck at Animal Aid’s Bet for Pets fundraiser, where every rescue animal is a winner thanks to your support!
Nordic Northwest Presents 2022 Oregon Midsummer Festival @ Oaks Amusement Park | Maypole, Lawn Games, Nordic Summer Delicacies
June 11 @ Oaks Park – In the Northern lands of the midnight sun it is traditional to warm up after a long cold winter by celebrating Midsummer with friends, food, and drinks.
à table – A Culinary Rummage Sale & Bake Sale @ Pix Pâtisserie | Benefit for Les Dames d’Escoffier, Portland 2022 Memorial Day Weekend
May 29 @ Pix Pâtisserie – Portland loves its food and drink and loves to cook. So, the Portland chapter of Les Dames d’Escoffier has the dream rummage sale for you!
Hip Chicks Do Wine Celebrates Portland Pride w/ Special Wine Collection | Limited Production, Benefit for Esther’s Pantry
Hip Chicks Do Wine produces very limited bottles of their Pride Wines each year. They are available for purchase on the website & pickup at their tasting room in SE Portland.
MANY Weekend Events & Giveaways ($2,400+): Festivals, Fireworks, Concerts, Comedy, Theater, Film, & More!
| Weekend
Portland in the News: State Park Passes, Pink Light District, Swimming Holes & More | July 9, 2026
| News
Win Tickets ($70): McMenamins Presents “A Hot August Night” with Super Diamond @ McMenamins Grand Lodge in Forest Grove | The Neil Diamond Tribute
| music
7 Deadly Sins: CHURCH Part Two: Lust @ PAM-CUT’s Tomorrow Theater | Interactive Storytelling Series
| Comedy, events, music, SE Portland
Portland Sketch Fest @ The Siren Theater | Oregon’s Only Sketch Comedy Festival
| Comedy
Haulin Aspen @ Wanoga Sno Park | Marathon, Half Marathon, 6.5-mile “Half As,” and NEW Three-Person Marathon Relay
| Active Lifestlye, sports
New Portland Jobs: Lan Su Chinese Garden, PHAME, Creo Chocolate & More
| Jobs
Win Tickets ($85): Jerry’s Middle Finger @ Crystal Ballroom | Jerry Garcia Tribute Band
| All Ages, downtown, events, music
Kumoricon 2026 @ Oregon Convention Center | Anime & Japanese Culture Convention
| All Ages, Books, events, Food & Drink, NE Portland, Shopping, Visual Art
Win Tickets ($48): McMenamins Presents Gully Boys @ Mission Theater | Indie Rock
| All Ages, music, NW Portland
2026 Summer Free For All In The Parks: Festivals, Free Movies, Free Concerts, Dance, Theater, Comedy, & More
| All Ages, events, Film, Free, music, Visual Art
Win Tickets ($56): McMenamins Presents The Hails Duck Pond Tour @ Mission Theater | Indie-Rock
| All Ages, music, NW Portland
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