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: ‘Wildwood’ Film, Fire Buzzer Beater, Oregon’s ‘Moon Country’ & More | May 14, 2026
Long before Artemis II’s journey back to the moon, Apollo astronauts trained on Oregon’s lava fields, which scientists thought may mimic the surface of the moon.
Win Tickets ($68): Sleepytime Gorilla Museum w/ Gumby’s Junk @ Aladdin Theater | Experimental Rock
Perhaps we can call them Avant-Prog Metal, or Grindcore Funk Theater, or in the words of one particularly rapt concertgoer “Satanic Anarchic Viking Shit.”
Win 2 Tickets ($30): Danger Kitty w/ Purusa & Ashleigh Flynn @ Kelly’s Olympian | Indie Rock, Americana, Funk
Danger Kitty is a Northern California band making their first trip up to Portland on May 21 for a show at Kelly’s Olympian with Ashleigh Flynn and Purusa.
Win Tickets ($22): Decadent 80s @ Crystal Ballroom | Portland’s Longest Running 80s Night
Get ready for a fun night of dancing to all your favorite hits and requests from the 1980s!
Win Tickets ($70): Veganizer Asian Market @ The Redd on Salmon | Indoor/Outdoor Market, Lion Dancers, Chef Demos & More
Eat, drink, and shop your way through Portland’s (and Oregon’s) largest plant-based Asian heritage event!
2026 Portland Rose Festival Fireworks Dinner Cruises | Sunset Cruises w/ Plated Dinner
Enjoy a sunset dinner cruise featuring a delicious three-course meal, live piano music and access to our outdoor decks for narrated sightseeing.
Circus Royale Drag & Burlesque Extravaganza @ Echo Theater Company | Circus-Inspired Drag & Burlesque Showcase
RAE present this Circus Inspired Drag & Burlesque Showcase, featuring some of your Favorite Local Drag and Burlesque Artists!
Win Tickets ($30): The Future of Film is Female at PAM CUT @ The Whitsell | ‘Dreams in Nightmares’ + ‘Puddysticks’
The Future of Film is Female brings two of their recent indie femme-forward films to PAM CUT @ The Whitsell this weekend!
90s MTV Party @ Club Privata | PNW’s Premier Lifestyle Club
Bring out your bougie in a nod to the ’90s MTV VJs and Superstars that put corsets, bras, and midriffs as part of the fashion forward lifestyle!
Drag Brunch @ The Pharmacy | Hosted By Devlin Lynn Phoenixx
Devlin Lynn Phoenixx is back and she’s serving! Drag Brunch at The Pharmacy returns — and this time, we’re making it a whole situation.
A Portland-Made Documentary Debut: Grassroots to the Grid @ The Redd on Salmon | Free Community Resource Fair + Food Vendors + Film Q&A
What does climate justice look like in Portland?
May Events @ Columbia River Maritime Museum in Astoria OR | Historic Vessels Tour, Lectures, Museum Tour & More
Step into maritime history with guided tours, hands-on activities, and engaging lectures this month!
Tits & Giggles @ Curious Comedy | A Drag & Comedy Show
Laughs PDX presents this Hilarious and Fun Drag & Comedy Showcase, featuring some of your Favorite Local Comedians and Drag Performers!
Win Tickets ($36): The General (1926) Silent Film w/ Live Music By: MLTZR @ Mission Theater | Silent Film Classic w/ Live Music
A silent film experience featuring a silent film classic paired with live music.
Portland in the News: Farmers Market w/ Chefs, Musical Street Corners, Goodbye Lloyd Center & More | May 7, 2026
What would two lauded chefs do with $100 at PSU’s Farmers Market? The Willamette Week followed Gado Gado’s owners while they shopped for a picnic this past weekend.
2026 Mother’s Day Brunch @ The EastBurn | Mimosas, Food Specials
The EastBurn Public House is serving up mimosas, bloody marys, eggs benedict, scrambles, hash & more for Mother’s Day — No reservations needed.
Win Tickets ($240): 2026 Portland Rose Festival | Fireworks, CityFair, Fun Runs, Parades & More
The Portland Rose Festival has inspired the public to gather and celebrate against a backdrop of historic external forces for 119 years, demonstrating how our community can carry on traditions and celebrate unity.
Wine Wednesdays @ Negociant | Wine Flights + Flowers Mother’s Day Weekend
This Mother’s Day weekend we’re partnering with Toadstool Flowers by Wesley Younie to bring a little color to the shop.
Grape Culture @ PAM CUT Tomorrow Theater | Tragic Comedy w/ Toni Nagy and Seraphina Supernova
Grape Culture, created by comedian Toni Nagy and performance artist Seraphina Supernova, is a two-woman tragic-comedy stripping back the cultural bondage of domination without consent that upholds our current collective paradigm.
Portland Sage Singers presents ‘Rearview Mirror’ @ Patricia Reser Center for the Arts in Beaverton OR | Songs From Decades Gone By
The Portland Sage Singers are gearing up for our third concert titled “Rearview Mirror,” which will be performed June 2 & June 3, 2026 at the Patricia Reser Center for the Arts.
2026 Memorial Day Weekend Wine & BBQ @ Hip Chicks Do Wine | To-Go Sangria, Wine Tasting, Discounts
Kick off your Memorial Day Weekend with a deliciously fun and flavorful event at Hip Chicks Do Wine!
Portland Rose Festival Happy Hour @ Portland Spirit | Wine Tastings, Live Entertainment, Prizes
Kick off the Portland Rose Festival with a lively Happy Hour cruise featuring roving entertainment, a meet and greet with the Rose Festival Court and tastings from official wine partner Sokol Blosser Winery, plus more surprises.
Frosé Fridays @ Hip Chicks Do Wine | Wine Slushies + Small Plates May – August
Kick off the weekend and beat the heat with a Wine Slushie and delicious seasonal small plates!
Win Tickets ($50): Foxtide @ Mission Theater | Indie/Alternative
Made up by Elijah Gibbins-Croft, Oey James, and Ian Robles, Foxtide is a byproduct of being bred by the beach and raised by a DIY house show scene.
Win Tickets ($90): Eras @ World Forestry Center | Oratorio About Wildfires by Oregon Repertory Singers Youth Choir & Third Angle New Music
World Forestry Center is honored to partner with Oregon Repertory Singers Youth Choir and Third Angle New Music to present Eras—a world premiere wildfire oratorio exploring the intersection of past, present, and future for both people and planet.
7 Deadly Sins: Pants On Fire @ McMenamins White Eagle Saloon | 7 Totally True Tales, One Lying McLiarpants
Eight storytellers, comedians, and PDX personalities tell wild but true stories from their own lives.
Non-Fiction Book Flash Sale @ Rose City Reads | 1/2 Off History, Cooking, Crafts, Sports & More!
Enjoy 1/2 off non-fiction books at Rose City Reads!
Watch Portland Fire Games @ Sticky Wicket | 7 TVs, 16 Taps, POG Shots
Catch Portland Fire games with 7 TVs (sound on upon request), 16 taps (beer, draft cocktails, cider, seltzer, and one NA IPA). Have a “POG Shot”, a passionfruit, orange, and guava shot that includes rum.
2026 Topaz Farm Live Summer Concert Series on Sauvie Island | Blind Pilot, Buffalo Traffic Jam, Joy Oladokun, Molly Tuttle & More
Spend some evenings on Sauvie Island with the Topaz Farm Live series, a laid-back outdoor concert experience set on a working regenerative farm just minutes from the city.
Watch Portland Fire @ Pizza Roma | 22 Beers on Tap, 9 Large TVS in Bar, Huge Food Menu!
12 Large TVS, Including 3 Bar TVs to watch Fire games!
Portland in the News: Baby Ducks, Horses Along 82nd, Flower Moon & More | April 30, 2026
Residents of a Milwaukie senior living facility were visited by a mama duck who birthed a brood of ducklings in a balcony.
Spring Butchery Classes @ MEATSTUFF | Sausage Making, Pig Butchery, Private Classes & More
All classes are inclusive of meaty apps, a meal, house wine, beer, & no proof bevs!
Watch Portland Fire @ Birdie Time Pub | $2 Rainier & $5 Wings
Enjoy $2 Rainiers and $5 wings during game time!
VHS & Vendor Market + Halfway to Halloween Party @ Dot’s Cafe | Costume Party, VHS Swap, Local Vendors, Plants, Mother’s Day Gifts
Saturday, May 2nd is our next VHS and Vendor market. Plenty of awesome tape vendors side by side with some of the best local artists in the city.
Verdi’s Requiem @ Keller Auditorium | Feat. Portland Opera Orchestra & Chorus + The Choral Arts Ensemble of Portland
Verdi’s Requiem is music that reaches directly into the soul. It is a powerful, emotional journey through life, death, and the hope for something greater.
Destination Comedy @ The Hostel Cafe | FREE, Stand Up + Learn New Places to Visit in Portland
Stand up comedians tell hilarious jokes and then tell you exclusive spots in Portland to visit!
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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