A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
2026 Portland Rose Festival Opening Night Fireworks @ Tom McCall Waterfront Park | Best Places to Watch, Photos, Video, Schedule
Rose Festival returns this weekend and that means fireworks on the Friday of Memorial Day Weekend! See below for the best places to view the show. ————- Related Portland Events & Info Events: Our May Events Calendar & Giveaways May 22: Fireworks River Cruise Memorial Day Weekend @ Island Style Charters | 7:30PM, 3 Hour Tiki…
Win Tickets ($50): Rhododendron w/ Sea Moss @ Aladdin Theater | Indie Rock
Transformation, growth, and rebirth drive Ascent Effort, the latest release from Portland, Oregon trio Rhododendron.
BACKFENCE Next Level Storytelling @ Powell’s City of Books | Live Storytelling
Just like the BACKFENCE Mainstage shows of yore, the storytellers for this show went through an intensive month-long process to explode the energy of their stories onto the stage.
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!
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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