A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
2025 Spring Improv Classes @ Deep End Theater | Scene Study, Ensemble Improv & More
Our March through April session is packed with four amazing classes.
Forest Pub @ Mission Theater | Building the New PDX Airport with Local Mass Timber
Join our friends from the Port of Portland and project partners to hear stories behind the design, construction, and sourcing of the new main terminal at Portland International Airport.
Win Tickets ($72): David Nihill: Shelf Help @ Aladdin Theater | Comedy + Reading Recommendations
Leaving Dublin, Ireland where he was born and raised until the age of 22, David got drunk on travel and never quite hit sobriety of it.
Win Tickets ($50): And That’s Why We Drink @ Revolution Hall | Comedy, Paranormal, True Crime
Hosted by New York Times best selling authors Em Schulz and Christine Schiefer, “And That’s Why We Drink” is an award-winning comedy podcast, where the paranormal and true-crime meet.
Win Tickets ($105): Asleep at the Wheel @ Aladdin Theater | Grammy Award-Winning Swing Music
For over fifty years, Asleep at the Wheel’s Ray Benson has been traversing the globe as an ambassador of Western swing music and introducing its irresistible sound to generation after generation.
Women of Nob Hill Walking Tour @ Slabtown Tours | Women’s History Month
You will explore a section of the Alphabet Historic District from grand homes to vintage street car commercial structures focusing on the women who lived and or worked in the neighborhood.
Portland’s Alternative Wedding Fair @ Rae Loft | Plan Your Celebration
Browse local alternative companies who don’t say “I do” to the traditions of older times.
2025 Winter Music Festival @ Milwaukie Elks Lodge | 2 Stages, 6 Bands
As the new year gets off to a start, people are making their resolutions. If one of them is to go to more festivals, you won’t have to wait until summer to achieve that.
2025 Shamrock Cruise On The Portland Spirit | Irish Music + Dancing, Food, Full Bar
The 8th annual Shamrock Cruise will board at the Caruthers Street with free and secured parking on Sunday, March 16, 2025.
Come enjoy the annual Shamrock Cruise onboard the Portland Spirit for a three-hour cruise on the Willamette from 4-7pm with the music and dance of Ireland all communities and ages.
Mt Hood Repertory Theatre presents Silent Sky @ OMSI’s Kendall Planetarium | Celestial Visuals, Live Music
Mt Hood Repertory Theatre is producing Silent Sky by Lauren Gundersen in partnership with OMSI.
Last Thursday Art Opening @ The Goodfoot | Featuring: Alan Rose, Brett Bowers, Ian Jankowski-Seniff
The Goodfoot will have an art opening last Thurs Feb 27th. the show will be up until March 23rd.
2025 Oscar Trivia & Viewing Party @ The EastBurn Public House | Shanrock’s Trivia, Prizes, Costumes
It is time for our annual Oscars shenanigans!
Win Tickets ($44): Sydney Sprague w/ Pony @ Mission Theater | Indie Pop
Sydney Sprague channels her sadness, anxiety, and existential dread through driving guitars, shimmering melodies, and the deceptively sweet weapons of indie pop-rock and keen observation.
Free Improv Workshop @ Deep End Theater | Lead by Domeka Parker (Artistic Director)
Join us for a fun afternoon of play! In this workshop we will dip our toes into Deep End’s unique improv style.
Portland in the News: PDX Jazz Festival, Baby Elephant, Timber Jim & More | February 20, 2025
In case you need a pick me up, Oregon Zoo’s newest elephant calf Tula-Tu will be on display to visitors for the first time this Friday.
Clash of the Trivia Titans @ Spare Room | Shanrock’s Triviology 20th Anniversary
This is the Super Bowl of trivia; the Oscars of pub quizzery…there will be one team to rule them all!
Win Tickets ($87): Bruce Cockburn @ Aladdin Theater | Folk, Jazz, Rock
Bruce Cockburn’s latest studio album, O Sun O Moon, is a testament to his enduring artistry, even as he nears his 78th birthday.
Portland’s Pettiest Drag Show @ Escape Bar & Grill | Hosted by Savannah O Bennington
Portland’s Pettiest Drag Showcase, featuring some of your Favorite Local Drag Performers. Hosted By Savannah O Bennington.
Artists Repertory Theatre presents Sapience | By Diana Burbano, Directed by Melory Mirashrafi
Elsa is a primatologist studying the language abilities of orangutans, like her subject Wookie who yearns for connection with humans.
Win Tickets ($54): An Evening with Fink @ Aladdin Theater | Music has been featured in The Walking Dead, True Detective
Fink, AKA Fin Greenall, is a singer-songwriter from Cornwall, UK, currently based in Berlin.
Win Tickets ($87): Bored Teachers: The Struggle is Real Comedy Tour @ Revolution Hall | #1 Ranked Teacher-Comedy Podcast
Bored Teachers are BACK with all new material on their “The Struggle is Real!” Comedy Tour.
Win Tickets ($52): Matt Braunger @ Aladdin Theater | ABC’s Agent Carter, NBC’s Up All Night, Comedy
Matt Braunger was raised in Portland, Oregon. A headlining comedian since 2007 and an actor since childhood, Matt studied theatre in New York and improvisation in Chicago.
Glamorous Glitter @ Club Privata | Pacific Northwest’s Upscale Lifestyle Nightclub
Close out your February at the Pacific Northwest’s Upscale Lifestyle Nightclub and wear your most glamorous glitter attire!
Wine on the Water @ Portland Spirit | Sunset Cruise w/ 14 Local Wineries
Taste your way through Oregon on this sunset wine tasting cruise aboard the Portland Spirit! More than a dozen local wineries will be on board to showcase their latest vintages.
Win Tickets ($50): 2025 Hortlandia @ Wingspan Event Center | Indoor Plant & Garden Art Sale
Take a break from the rain and come inside to HORTLANDIA. Explore boutique nurseries, gardening equipment makers, gardening books (used and new), the HPSO botanical display, our nonprofit community partners, and garden-themed artwork.
Cappella Romana presents Canon for Racial Reconciliation @ First United Methodist Church | Choir & Gospel Instrument Ensemble
Cappella Romana invites you to experience a groundbreaking fusion of traditions with the Pacific Northwest première of the complete Canon for Racial Reconciliation for choir and gospel instrument ensemble!
Win Tickets ($50): The Hails, Never Ending Fall @ Mission Theater | Indie, Punk
March 12 @ Mission Theater – There has always been a strange air about the sequence of events meant to unite Robbie Kingsley, Franco Solari, Dylan McCue, Andre Escobar and Zach Levy, that begs the question, is anything ever truly up to chance?
Win Tickets ($70): The Devil Makes Three @ Crystal Ballroom | Folk, Blues, Ragtime, Rock N Roll
March 1 @ Crystal Ballroom – With six studio albums and almost 20 years under their belt, longstanding Americana triumvirate The Devil Makes Three (TDM3) continues to write, tour, and play as hard as ever they have.
Portland in the News: Crow City, PDX Monopoly, Jazz Festival & More | February 13, 2025
Snow has arrived in Portland! If you have the right gear and safe road conditions, Travel Portland has a list of stunning winter waterfalls to visit.
Underground Drag & Comedy Show 3 Year Anniversary Edition @ UnderBar | Hosted By Savannah O Bennington
From our sponsors: Underground Drag & Comedy Show 3 Year Anniversary Edition February 22, 2025 9-11pm | $15 | 21+ Purchase Tickets: eventbrite.com UnderBar 1701 1/2 Broadway St, Vancouver, WA 98663 UnderBar’s Monthly Drag and Comedy Showcase, featuring some of your Favorite Local Drag Performers. Hosted By Savannah O Bennington
Sword & Veil Presents Carnivàle @ Victorian Belle | Dancing, Costume Contest, Vendors
Sword and Veil, a themed costume soirée at a haunted mansion held quarterly at the stunning Victorian Belle Mansion in North Portland’s Kenton neighborhood, presents Carnivàle
Free Portland Trivia w/ Bridgetown Trivia | Sundays-Thursdays, Prizes
Bridgetown Trivia is your neighborhood pub trivia game done right.
2025 Biamp Portland Jazz Festival | Feat. Erykah Badu, 70+ Events, 35+ Venues
The 2025 Biamp Portland Jazz Festival, presented by PDX Jazz, is coming February 20 – March 1 with 70+ events!
Win Tickets ($24): Company Grand w/ River City Riot @ The Goodfoot | Rock & Roll, Blues, Funk
Bend’s Company Grand is an exhilarating 9-piece band that was founded during the Summer of 2014.
Win Tickets ($30): Goodfoot 24 Year Anniversary Show w/ Patterns Fly @ The Goodfoot | Organ Trio Funk, Psychedelic
Help us celebrate our birthday with the astounding Patterns Fly!
Hearts of Horror @ Cinema of Horrors Haunted House | Valentine’s Haunted Attraction, Kissing Booth, Chocolate
Celebrate Valentine’s Day with a spine-tingling twist at Hearts of Horror in Kelso, WA! This February, discover a hauntingly romantic experience
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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