A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
MANY Portland Weekend Events & Giveaways ($1,200): PsyCon Psychedelic Convention, UFO Fest, PDX Urban Wine Experience & More! | May 18-21, 2023
The weekend is back, Portland! Enjoy unlimited bites from Portland’s top ranked chefs at Wine & Dine for Hope & Joy. Imago Theatre’s “Where’s Bruno? continues this weekend. Musical comedian Tony Starlight headlines two nights at Alberta Rose Theatre. And ride your bike to the beach w/ American Lung Association.
Portland in the News: Local Splash Pads; Edible Wild Greens; Blazers Get No. 3 Draft Pick | May 18, 2023
Craving a burger? take a look at Portland’s history of burger joints.
The Blazers landed a top-3 lottery pick in the NBA draft.
And as Portland insists on continuing to be hot, check out these local fountains and splash pads to cool off.
Win Tickets ($110): ZooBrew @ Oregon Zoo | 40 Breweries & Cideries, Food Carts, Keeper Chats, Live Music & More!
Enter to win two tickets to ZooBrew at the Oregon Zoo on June 9-10!
Win Tickets ($60): Celtic Light Orchestra presents “Space Invaders!” @ The Den | The World’s Only Light Up Orchestra, Irish Music & Celtic Folklore
July 15-16 @ The Den – Don’t miss this cosmic production of Irish music and dance, Celtic folklore, alien fashion, dazzling lights, and an original script by Portland’s creative duo, Katie Jane Lubiens and Adam Easley.
Win Tickets ($46): Zoë Keating @ Aladdin Theater | Cellist and Composer
June 6 @ Aladdin Theater – Composer and performer Zoë Keating is known for her use of technology – which she uses to record and sample her cello onstage and in the studio.
Win Tickets ($20): Moose Almighty, Super Secret Band @ The Goodfoot Pub & Lounge | Indie Rock
May 25 @ The Goodfoot Pub & Lounge- Moose Almighty’s modern approach to a retro sound blends seventies hard rock with swampy funk, blues, synth freakouts and dynamic improvisation, reminiscent of a hazy, acid tinged Saturday night in a southern dive bar.
Win Tickets ($90): Scott Bradlee’s Postmodern Jukebox @ Revolution Hall | Life In The Past Lane Tour
June 5 @ Revolution Hall – Postmodern Jukebox’s Life In The Past Lane Concert Tour is a celebration of the greatest 20th century musical genres, fused with the recognizable hits of our own modern era, for the perfect patina of “vintage” and “modern.”
Win Tickets ($70): Margaret Cho: Live and LIVID! (Late Show) @ Aladdin Theater | Grammy & Emmy Nominee
June 3 @ Aladdin Theater – As a comedian Margaret has been named one of Rolling Stone magazine’s 50 Best Stand-Up Comics of All Time.
Memorial Day Sunday Funday @ Club Privata | Pacific Northwest’s Premier Lifestyle Club, Portland 2023 Memorial Day Weekend
May 28 @ Club Privata – Join us for the first open Sunday of 2023 where we relax, enjoy cocktails, and celebrate the hotness of Summer.
MANY Portland Mother’s Day Weekend Events & Giveaways ($1,000+): Camas Plant and Garden Fair, Dance Film Festival, White Salmon Wine Walk | May 11-14, 2023
The weekend is back, Portland! Comedian Jo Koy Headlines Moda Center. Enjoy a lavish Greek dinner at Boedecker Cellars 20 Year Anniversary Party. And find Mom that special gift at Unique Markets.
Portland in the News: Those Valuable Timbers; Best Place to Travel; Salmon Sidewalk & More! | May 11, 2023
The Portland Timbers have been ranked the world’s 29th most valuable soccer franchise by sports business website Sportico.
Portland made Forbes’s list of The Best Places To Travel In The U.S. for 2023.
And Portland is home to a salmon sidewalk.
Al’s Den & Ringlers Annex Features Live Music & Comedy in Downtown Portland | Happy Hour, Local Ingredients
Al’s Den is an intimate, speakeasy-style space where live music fills the air.
Win Tickets: Brett’s House Party @ The Goodfoot Pub & Lounge | Improvised Live House Music
May 16 @ The Goodfoot Pub & Lounge – Brett’s House Party plays 100% improvised live house music made with multiple synthesizers, bassists, and electronic drums!
McMenamins Celebrates 40 Years: Happy Birthday, Barley Mill! | Food & Drink Specials, Beer, Live Music, No Cover
On June 17, 1983 McMenamins Barley Mill Pub opened its doors, poured the first beer and turned up the Grateful Dead. Celebrate in 2023 w/ live music, cocktail & food specials.
Win Tickets ($30): Fox and Bones 1,000th Show Celebration @ Mississippi Studios | w/ The Quick & Easy Boys, The Get Ahead & James Coates
Join Fox and Bones backed by psychedelic gunslingers The Quick & Easy Boys on Friday May 26th as they celebrate their 1,000th show at Portland’s historic Mississippi Studios.
2 Nights Featuring Tony Starlight @ Alberta Rose Theatre | Neil Diamond’s 80th Birthday Tribute, Musical Variety Show
Tony Starlight presents two comedy filled shows on May 19-20 @ Alberta Rose Theatre.
Win Tickets ($45): Mariee Siou – Circle of Signs EP Release Concert @ The Old Church Concert Hall | w/ Kacey Johansing
May 26 @ The Old Church Concert Hall – Mariee Siou has been a fixture in the Neo-folk scene since her 2007 debut “Faces in the Rocks”—now acclaimed as a cult classic in the indie music world.
Win Tickets ($50): Mighty Poplar @ Aladdin Theater | w/ Maya de Vitry, Bluegrass
May 25 @ Aladdin Theater – Regarded as some of the finest players of their generation, Mighty Poplar is never showy and always in service of the song.
Win Tickets ($90): Grammy Nominee Bebe Rexha @ Crystal Ballroom | BEST F’N NIGHT OF MY LIFE Tour
June 7 @ Crystal Ballroom – “Meant To Be” earned Rexha a nomination for Best Country Duo/Group Performance at the 61st Annual GRAMMY® Awards, where she was also up for Best New Artist.
Win Tickets ($50): Fruit Bats @ Revolution Hall | w/ Jeffrey Silverstein, Folk Rock, Alternative
May 25 @ Revolution Hall – New Fruit Bats album A River Running to Your Heart finds the project in the middle of a people-powered climb leading to the biggest shows, loudest accolades, and most enthusiastic new fans in Fruit Bats history!
Thursday Night Bingo @ Unity Spiritual Center of Portland | Cash Prizes, Benefit for Unity, All Ages
Thursdays @ Unity Spiritual Center of Portland – Everyone is welcome to come out, play and have fun + CASH PRIZES!
MANY Portland Weekend Events & Giveaways ($1,600+): Portland Cinco de Mayo Fiesta, Rip City Comedy Festival, PDX Moon Market & More! | May 4-7, 2023
The weekend is back, Portland! Portland Cinco de Mayo Fiesta features food, drink, vendors and more all weekend. Artists Repertory Theater opens True Story. Move for a good cause at Walk/Run for the Animals. And this is the last weekend of Wooden Shoe Tulip Festival.
Portland in the News: City Green Lights Street Dining; Extreme Pollen Season; Foodie Passport & More | May 4, 2023
Explore new dining options w/ Black Business Association of Oregon’s “Foodie Passport”.
Oregon’s legislature recently banned foam takeout containers.
And Portland has OK’d the extension of the pandemic relic of street seating.
Win Tickets ($24): Common Girl @ Mission Theater | Shoegaze, Post-hardcore, w/ Kill Michael, World’s Worst, Simpleton
See Portland band Common Girl on May 24 w/ Kill Michael, World’s Worst & Simpleton.
Xotica-Go-Go @ X Lounge | Featuring DJs & Go-Go Dancers Every Thursday in Downtown Portland
XOTICA-GO-GO is back, with headlining DJs and exotic go-go dancers to fill both sides of X Lounge on Thursday nights!
Rauw Alejandro: Saturno World Tour 2023 @ Moda Center | Portland Cinco de Mayo Ticket Deal, w/ JABBAWOCKEEZ
See Rauw Alejandro live in concert when the Saturno World Tour 2023 makes its way to Moda Center on May 5 w/ JABBAWOCKEEZ!
Oregon Rises Above Hate Presents AAPI Cultural Immersion Day in Old Town Portland | Free Admission to Cultural Institutions, Performances, Activities & More!
On May 6, celebrate Asian American and Pacific Islander Heritage Month with free community performances, activities and admission to Portland cultural institutions.
Win Tickets ($20): The Sextones, Andrew Cruz & Chris Lujan @ The Goodfoot Pub & Lounge | Soul & Funk
May 11 @ The Goodfoot Pub & Lounge – The Sextones built a devoted following across the West Coast before breaking out internationally with their self-released 2017 debut album Moonlight Vision.
Artists Repertory Theatre Presents True Story @ Portland Center Stage | Film Noir Mystery
May 6 – June 4 @ Portland Center Stage -Drawing from the classic noir detective stories about the slipperiness of truth and blurring the lines of good and bad, True Story propulsively examines how facts, biases, and perceptions are manipulated.
Win Tickets ($30): Jay Si Proof @ Mission Theater | w/ The Graduating Class, New Body Electric
May 26 @ Mission Theater – Jay Si Proof, or JSP, is the philosophical indie funk vision of multi-instrumentalist composer/arranger Jeff Chilton (Jay Si) whose credits include performing with The Diamonds, The Platters, & Broken Social Scene.
Win Tickets ($40): The Talbott Brothers w/ Glitterfox @ The Old Church Concert Hall | Acoustic, Indie Folk
May 13 @ The Old Church Concert Hall – Their albums ‘Ghost Talker’ (2019) and ‘Letters’ (2022) garnered attention from ‘Rolling Stone’ and ‘Billboard’ calling it “cinematic” with “captivating blood harmonies.”
Win Tickets ($60): Hoodoo Gurus @ Revolution Hall | Australian Rock Band
May 19 @ Revolution Hall – The legendary Hoodoo Gurus. By any measure, one of Australia’s greatest, best loved, most enduring rock bands of all time.
Win Tickets ($40): The Shape of Minds to Come Tour @ The Old Church Concert Hall | Featuring John Duncan, Schneider TM, Scot Jenerik, Chandra Shukla
Coming to The Old Church Concert Hall on May 12, The Shape of Minds to Come Tour features John Duncan, Schneider TM, Scot Jenerik, Chandra Shukla.
Win Tickets ($50): Drugdealer @ Aladdin Theater | w/ The Apricots & Gus Englehorn
May 19 @ Aladdin Theater – Ultimately, ‘Hiding In Plain Sight’ is an odyssey from philautia – the ability to love oneself – to philia, a greater ability to love and embrace the contributions of those around you.
Win Tickets ($50): An Evening with Kris Allen @ The Old Church Concert Hall | American Idol, Pop, Rock
May 11 @ The Old Church Concert Hall – In 2019, Kris celebrated the 10th anniversary of his American Idol win by releasing “10,” an album of reimagined acoustic versions of some of his most beloved songs of the previous decade.
NW Dance Project Presents Stravinsky @ Newmark Theatre | Featuring 2 World Premiere Works Reimagining Classic Ballets
June 2-3 @ The Newmark Theatre – Experience two world premiere works that wildly reimagine classic Stravinsky ballets – The Rite of Spring and Petrushka.
MANY Portland Weekend Events & Giveaways ($2,600+): Festivals, Concerts, Comedy, Theater, Film, & More!
| Weekend
Portland in the News: Graffiti No More, Winning Blooms, Speeding Tickets & More | June 18, 2026
| News
Spend the Day at the Farm @ Frog Pond Farm | Visit, Feed, and Interact with 80+ Animals
| All Ages, events
Friends of Dorothy with Poison Waters @ The Reser in Beaverton | A Queer Cabaret Featuring Local Talent
| All Ages, events, LGBTQ, music, theater
Midsommar-Ket and VHS Swap @ Dots | Local Artist, VHS, and Vendor Market
| events, music, SE Portland, Shopping
New Portland Jobs: A to Z Wineworks, Tualatin Valley Fire & Rescue, Bulk Bookstore & More
| Jobs
The Third Lounge Presents The Variety Society Returns @ ADX | A Benefit Night of Comedy & Music
| All Ages, Comedy, events, Free, music, SE Portland
The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.
| Comedy, downtown, events, Food & Drink, theater
This Is An Awesome Comedy Show @ Show Bar at Revolution Hall | Featuring Sean Jordan and Kyle Kinane
| Comedy, SE Portland
Win Tickets ($38): Forest Pub: Drag as a Doorway to the Forest @ Mission Theater | An Evening of Drag, Dialogue, and Connection with Nature
| events, LGBTQ, NW Portland
ForestFest: Free Day at the Discovery Museum @ World Forestry Center | Hiking, Live Music, Storytelling, and More!
| Active Lifestlye, All Ages, Books, events, music, NW Portland
Watch Portland Fire @ The High Dive | Happy Hour, Service Industry Discounts
| events, Food & Drink, Portland Fire, SE Portland, sports
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