A round up of what’s going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!
Bridgetown Trivia @ Hollywood Q | FREE, New Venue, 12+ Food Vendors
Announcing, NEW VENUE!! @hollywoodq_pdx joins us starting Wednesday, June 3rd!
Summer Solstice Flower Crown Workshop @ Hip Chicks Do Wine | Wine, Photos, Gifford’s Flowers
Celebrate the longest day of the year in style at our Summer Solstice Flower Crown Workshop at Hip Chicks do Wine!
Win Tickets ($68): True West Presents Uncle Lucius: The 20th Anniversary Tour @ Aladdin Theater | Country, Americana
Uncle Lucius is an Austin, Texas-based roots rock/Americana band known for blending classic rock, blues, country, and soul with a distinctive Texas groove and jam-band energy.
Win Tickets ($94): True West Presents Stewart Copeland – Have I Said Too Much: An Evening of Conversation with the Hall of Fame Rock Star @ Aladdin Theater | Music Talk
He’s a bona fide rock star, the sort of head-turning, headline-generating, household name who was inducted into the Rock and Roll Hall of Fame before today’s music stars had even been born.
Win Tickets ($70): True West Presents Khemmis @ Aladdin Theater | Heavy Metal
After eleven years of releasing albums and touring the world, Colorado’s Khemmis have become a pillar of the modern metal scene.
Win Tickets ($42): McMenamins Presents Shafty – Portland’s Tribute to Phish w/ Weener (Ween tribute) @ Crystal Ballroom | Progressive Rock
Since February 2012, Shafty – Portland’s Tribute to Phish has brought masterful improv to the stage using the decades-deep Phish catalog as a trampoline for creative expression.
Profile Theater presents The Roommate @ Portland Center Stage Ellen Bye Studio at The Armory | Dark Comedy
A dark comedy about what it takes to re-route your life – and what happens when the wheels come off.
Drag Brunch @ The Pharmacy | Hosted by Devlin Lynn Phoenixx, Mimosas
Brunch is back! Devlin Lynn Phoenixx is hosting Drag Brunch at The Pharmacy — and it’s going to be a lot (in the best way).
Make Music Day Clatsop County in Astoria & Seaside | 32 Artists, 11 Venues
The Arts Council of Clatsop County is happy to host year 5 of Make Music Clatsop County!
Conquer the Canyon @ Dry Canyon Trail in Redmond, OR | 5K, 10K, Doggies Dash, Natural Views
Get ready to Conquer the Canyon! Join us Saturday, June 6, 2026, in Redmond, Oregon for one of Central Oregon’s most scenic race experiences.
2026 River Cruises @ Island Style Charters | Tiki Night, Sunset Cruises, City Lights & More
Experience Portland like never before aboard Island Style Charters! From Happy Hour to Family Fun, there’s a cruise for everyone!
Unicorn Beach Party @ Club Privata | PNW’s Premier Lifestyle Club
Let the sun shine down and enjoy a Unicorn night at Club Privata.
2026 Downtown Portland Free Summer Concerts: Noon Tunes @ Pioneer Courthouse Square
It’s not summer in Portland without FREE lunchtime concert series! The Noon Tunes Summer Concert Series returns to Pioneer Square on Tuesdays and Thursdays June 2 – July 30!
Win Tickets ($70): Elijah Scott – In A Bar Somewhere Tour @ Mission Theater | Country-Americana
Elijah Scott is a country-Americana singer-songwriter from Banning, California whose distinctive voice and hybrid sound blend heartfelt storytelling with urban rhythm and soul.
2026 Portland Original Practice Shakespeare Festival in Parks | Free, Audience Interaction, Onstage Prompter
OPSFest brings no-cost Shakespeare to parks all over the Portland Metro area. The company uses the original practice techniques of Elizabethan England: limited rehearsal, scrolls in hand, audience interaction, and an onstage prompter! ——————— Related Portland Events & Info Giveaways: Win Portland STUFF: Prizes, Concert Tickets, Comedy, Festivals, Gift Cards, Food & Drink World Cup:…
Portland in the News: Burnside Centennial, Wish Tree, Bloom Tour & More | May 28, 2026
A chestnut tree in NE Portland has held wishes from strangers for the past ten years.
Win Tickets ($60) Made with Pride Wine Festival @ Directors Park | Community, Creativity, and Wine
Celebrate community, creativity, and incredible wine at the Made with Pride Wine Fest—a vibrant afternoon dedicated to showcasing queer-owned wineries from across Oregon.
Meow Village Presents Arts, Crafts, and Cats @ Multnomah Arts Center | Market, Local Arts & Goods, Food, Cats & Kittens!
Join us for a heartwarming day filled with creativity, compassion, and cats!
Backcourt Collective Presents Portland Fire Pre-Game Party @ Cartside / The Garden Tavern | Food, Fun, and Raffle
Pre-game with us on Saturday before tip-off between Portland Fire and the Indiana Fever at Moda.
LES Shakespeare Company presents The Words Will Come: Inside the Dyslexic Mind @ Shaking The Tree Theatre | Projection, Immersive Sound, Physical Storytelling
An Iranian-American woman confronts her younger self — a child trapped in a world where letters refuse to behave.
Farm to Plate Dinners @ Topaz Farm | Hyper-Seasonal Food, Drinks
Join us beneath our 500-year-old oak tree for a multi-course, family-style dinner shaped entirely by what’s growing on the farm that week.
Win Ticket ($90): Portland Fire vs Connecticut Sun @ Moda Center | Amazing View, Get Autographs, Section 102
Experience the excitement of WNBA in Portland as the Portland Fire face off against the Connecticut Sun.
Blueprint Choirs Presents Music Festival and Gala @ Lloyd Center | Entertainment, Fun, & Food
Come and join Blueprint (and all our numerous symphonies and choirs) for a day of entertainment, fun, and food!
Win Tickets ($260) Portland Horror Film Festival @ Hollywood Theater & Clinton Street Theater | 60+ International Short & Feature Films
Portland Horror Film Festival returns to the historic Hollywood Theatre and Clinton Street Theater June 3-7th for its 11th annual event!
Win Tickets ($90) True West Presents Brett Dennen – Art is Life @ Aladdin Theater
Across his career, Brett Dennen has established himself as the kind of singer-songwriter who finds inspiration by digging into the nooks and crannies of the human condition—exploring pain, joy, sadness, and all points in between.
Win Tickets ($90) True West Presents Portland Cello Project: Mixtape Pop vs Grunge @ Aladdin Theater
Portland Cello Project is a genre-defying cello ensemble known for reimagining everything from Bach to Beyoncé. Based in Portland, Oregon, the group has built a reputation for pushing the boundaries of classical instrumentation by bringing cello music to rock clubs, concert halls, and festivals across the country.
Win Tickets ($10): Cascade Booksellers Association Presents Rose City Book & Paper Fair @ DoubleTree Portland | Used, Rare and Collectible Books
Oregon’s premier event for used, rare, and collectible books!
Peachy Springs’ Drag Bingo @ Holy Ghost & Advice Booth | RuPaul’s Drag Race Meets The Price is Right, Prizes
A BINGO night like no other, as a cross between RuPaul’s Drag Race and The Price is Right!
Grateful Dad Father’s Day Run @ Sellwood Riverfront Park | Half Marathon, 10k, 5K, & Kids Run
Experience the celebration, where the miles are full of dad energy, the vibes are upbeat, and every finisher celebrates with a stack of fluffy pancakes at the finish line!
Father’s Day Cruise @ Portland Spirit | BBQ Brunch, Live Music + River Views
Give Dad an unforgettable Father’s Day with a special two-hour cruise on the Willamette River.
Bra-Ha-Ha!–Benefitting Bradley Angle House @ Hip Chicks Do Wine | Bra Decorating + Movie
The Imperial Sovereign Rose Court with Rose Empress LVIII – Summer Lynne Seasons & Rose Empress LXVI – Adrienne Alexander Present…Bra-Ha-Ha! A Bra Decorating Contest! Benefiting Bradley Angle House!
Win Tickets ($38): McMenamins and World Forestry Center Present Forest Pub: Emerald Ash Borers @ Mission Theater | Science Lecture
An invasive shiny beetle is threatening Oregon’s ash trees –and the ecosystems that depend on them.
Win Tickets ($134): True West Presents Tab Benoit w/ Ghalia Volt – Soul of the Swamp Tour @ Aladdin Theater | Blues, Rock
Tab Benoit is a 4x Grammy nominated singer, songwriter and guitarist who has built a remarkable 30+ year career on the foundation of his gritty and soulful Delta swamp blues, acquiring a devoted legion of fans along the way, as well as 5 Blues Music Awards, including BB King Entertainer of the Year (twice) and an induction into The Louisiana Music Hall of Fame.
Win Tickets ($124): True West Presents Lue Elizondo – Persona Non Grata Tour @ Aladdin Theater | Science Lecture
Lue Elizondo – Persona Non Grata is a live touring theatre experience that takes the UAP conversation directly to audiences across the country.
Grillo’s PBR Release Party @ Rhinestone | Pickle Shots, Food Specials, Country Co-Op DJ Set
Come celebrate your two favorite things. Pickles & Pabst. Grillo’s Pickles & Pabst Blue Ribbon have done a limited collaboration pickle beer and Rhinestone is the place to get it in Portland!
Portland in the News: Invasive Hornets, PSU Dog Park, Sauna City & More | May 21, 2026
Oregon’s economy is heating up as sauna businesses pop up all over the state.
THIS WEEK in Portland: Halloween Events, Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!
| Today
Win Tickets ($70): 94/7FM KNRK presents “December to Remember” w/ Buffalo Traffic Jam @ Crystal Ballroom | Folk Music
| All Ages, downtown, music
Win Tickets ($40): World Forestry Center presents Forest Pub: Mushrooms @ Mission Theater | An Evening of Storytelling, Science & Community
| All Ages, events, NW Portland, Science
New Portland Jobs: Path Home, HOLLA School, Pole Portland & More
| Jobs
Pass the Hatchet Halloween Takeover @ LaVerne’s | Bayou-Gothic Decor, Spooky Food & Drink Specials
| events, Food & Drink, Halloween, NE Portland
Get Spooked at Haunted Escape Room – Escapism’s Malice Manor in NE Portland | Ghost Story, Private Rooms, 2026 Halloween Activity
| All Ages, events, Halloween, NE Portland
Halloween Party II @ Trouble Bar | Dance Party, Costume Contest, Prizes, Drink Specials
| events, Food & Drink, Free, Halloween, music, SE Portland
The Happy Hour @ Bikram Yoga | FREE, Learn & Practice Meditation
| Active Lifestlye, All Ages, events, Free, NE Portland
Win Tickets ($200): BOOgie Night: Burlesque Dinner Show & Disco @ Hōkū Events on Madison | Halloween Burlesque w/ A ’70s Disco Twist
| events, Food & Drink, Halloween, music, SE Portland
Portland Symphonic Choir presents Tales From The Vault @ Bank of Expensify | Part Halloween Party, Part Musical Adventure
| downtown, events, Food & Drink, Halloween, music, SW Portland, theater
A Scary Home Companion @ Victorian Belle | Spooky Sketch Comedy
| events, Food & Drink, Halloween, north portland, theater
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
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