THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!

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A round up of what’s going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!

Celebrate 2022 Mother’s Day w/ Boedecker Cellars Winery in NW Portland | Chocolates, Female Crafted Tasting Flight, Reservations

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May 6-8 @ Boedecker Cellars Winery – Treat mom, and yourself, to a special tasting flight of five female crafted Pinot Noirs.

Win Tickets ($70): David Bromberg @ Aladdin Theater | American Roots, Bluegrass, Folk

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May 21 @ Aladdin Theater – With his 1971 self-titled Columbia Records release, multi-instrumentalist, singer and songwriter David Bromberg emerged as a wunderkind of American roots music.

Win Tickets ($40): Matt Braunger @ Aladdin Theater | ABC’s Agent Carter, NBC’s Up All Night, Comedy

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May 20 @ Aladdin Theater – Portland-born Matt Braunger comes home! On May 20th, the Comedy Central star returns to PDX, bringing the laughs to Aladdin Theater.

2022 Lunar New Year Dragon Dance Parade and Celebration in Portland’s Old Town | Free Performances

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Join Portland Chinatown Museum on Saturday, May 7 for their annual Lunar New Year Dragon Dance Parade and Celebration in Old Town Portland.

Win Tickets ($24): Tropitaal 9-Year Celebration – A Desi/Latino Soundclash @ The Goodfoot Pub & Lounge | Featuring DJs Anjali and the Incredible Kid, Special Guest DJ Blas

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May 14 @ The Goodfoot – Take the sultry vibe of the Latin American Tropics, combine with the rhythm of India (“Taal”) and stir into Tropitaal, a Desi/Latino Soundclash where the hottest club sounds from India and Latin America go head to head in an all-night dance-off of epic proportions.

Win Tickets ($50): The Chats @ Crystal Ballroom | Shed Rock, w/ Mean Jeans, THICK

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May 26 @ Crystal Ballroom – The Chats represent everything that’s good about Australia and nothing that’s bad: a rebel spirit, gallows humour and the endless hedonistic pursuit of A Bloody Good Time.

MANY Portland Weekend Events & Giveaways ($1,650+): Hood River Cider Festival; Columbia River Gorge Cruise, Trivia; Live Music & More! | April 28-May 1, 2022

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The weekend is back, Portland! Explore nature w/ Portland Spirit’s Columbia Gorge Sternwheeler. And the tulips are still blooming strong at Wooden Shoe Tulip Festival.

Portland in the News: Population Growth; Keeping Climate Goals In Reach; What’s Next for Blazers & More | April 28, 2022

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Despite ambitious plans, Portland is struggling to reduce its dependence on cars.

Portland’s population grew 5% in the last 5 years, a little more than the state’s rate.

And Portland Japanese Garden is one step closer to a new headquarters for their Japan Institute.

Lone Wolves- Solo Sketch Comedy @ The Siren Theater | Collective of Portland’s Smartest & Funniest Sketch Comedians

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April 30, May 6, 7, 21 @ The Siren Theater – The Lone Wolves are a collective of some of the smartest and funniest sketch comedians in Portland, and they are back with a brand new show.

Win Tickets ($90): An Evening With Steve Hackett @ Revolution Hall | Legendary Lead Guitarist of GENESIS

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May 18 @ Revolution Hall – Former lead guitarist with GENESIS, Steve Hackett is renowned as an immensely talented and innovative rock musician.

Win Tickets ($44): Julianna Barwick @ Aladdin Theater | w/ Malibu, Ambient Post Rock, Electronic

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May 15 @ Aladdin Theater – Julianna Barwick is a Los Angeles based composer, vocalist, and producer who makes deep, reflective compositions rooted in the human voice.

Win Tickets ($80): Kurt Vile and The Violators @ Crystal Ballroom | w/ Chastity Belt, Psych-popmaster, Indie Rock, Folk

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May 17 @ Crystal Ballroom – Since his earliest self-produced CD-Rs, Philadelphia psych-popmaster Kurt Vile has referred to himself as “Philly’s Con-stant Hitmaker.”

Win Tickets ($90): Citizen Cope @ Crystal Ballroom | Blues, Soul, Folk, Rock

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May 12 @ Crystal Ballroom – Over time, Cope’s music has become the soundtrack to the lives of those who, have embraced it and he continues to inspire audiences through what can only be described as deep personal connection.

Clark County Fair 2022 Summer Concerts | Daughtry; Cheap Trick; Martina McBride; & Blood, Sweat and Tears, Presale Code

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August 5-8 – The Clark County Fair’s 2022 Concert line up includes Daughtry; Cheap Trick; Martina McBride; & Blood, Sweat and Tears

All Classical Portland & New York’s WQXR Presents An African American Requiem | Live Broadcast Featuring Oregon Symphony, Portland Composer Damien Geter

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On May 7, All Classical Portland is partnering with WQXR in New York to present a simultaneous live broadcast of the world premiere of Portland composer Damien Geter’s ‘An African American Requiem.’

The FARM Arts & Media Center Presents Free First Friday | Featuring All-Day Live-Model Sketch

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May 6 @ The FARM Arts & Media Center – The FARM Arts & Media Center Is Hosting An Entire Day Of Sketching Art-Models..FREE ENTRANCE !

Win Tickets ($30): 5 Guys Named Moe @ Ponderosa Lounge & Grill | High Energy 12-Piece Horn Driven Show, 2 Free Tickets

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May 27 @ Ponderosa Lounge & Grill – 5 Guys Named Moe is a high-energy ​12-piece horn-driven show band that’s sure to be a hit!

Pix Pâtisserie Celebrates Moms w/ Sparkling Wine Mother’s Day Tea | 2022 Portland Mother’s Day Gift Idea, In Person & To-Go

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May 8 @ Pix Pâtisserie – Show your appreciation and love for mom by treating her for tea and bubbles this Mother’s Day.

MANY Portland Earth Day Weekend Events & Giveaways ($2,000+): Gorge Artists Open Studios Tour, Astoria Crab, Seafood & Wine Festival, The Night Circus & More! | April 21-24, 2022

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Earth Day weekend is back, Portland! Explore the Columbia River Gorge on a lovely spring weekend w/ Gorge Open Artists Tour. Find some good deals and loads of fun at Ray’s Ragtime Hollywood Paper Doll Sale Event on Saturday. And North America’s largest wellness expo The Yoga Expo Portland is this weekend at Oregon Convention Center.

Portland in the News: Black-Owned Business Boom; Updates on Legalized Psilocybin & More! | April 21, 2022

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President Biden is visiting Portland today to promote infrastructure and make a few fundraising stops.

As we’re getting closer to legal psilocybin in Oregon, here’s a look how how the rules are developing.

And this week at Oregon Convention Center, more than 500 people became U.S. citizens at Portland’s largest naturalization ceremony ever.

The Street Trust’s 2022 Oregon Active Transportation Summit | In-person Workshops, Virtual Sessions, Tours & More!

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The Street Trust’s 2022 Oregon Active Transportation Summit will take place Monday, April 25 through Wednesday, April 27, with a pre-Summit bike ride and happy hour on Sunday, April 24th.

Win Tickets ($60): Grammy Nominated The Special Consensus @ The Old Church Concert Hall | Bluegrass

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May 11 @ The Old Church Concert Hall – The Special Consensus is a bluegrass band that has achieved a contemporary sound in their four decades of performing, making their music a modern classic.

Win Tickets ($90): The Mountain Goats @ Aladdin Theater | Indie Folk, w/ Cardioid

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May 9-11 @ Aladdin Theater – The Mountain Goats are, for all practical purposes, the endlessly clever and prolific John Darnielle and whatever cast of musicians he’s working with at the moment.

Win Tickets ($36): Hey Violet, Wrenn & Victoria Anthony @ Mission Theater | Pop Punk, EDM, Electropop

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May 6 @ Mission Theater – Over the past few years, Los Angeles based pop band Hey Violet have steadily built an engaged fanbase with their powerful, immaculately crafted alt-pop songs.

Ray’s Ragtime Hollywood Paper Doll Sale Event | 40% Off, Dress DJs Rescue & Gregarious w/ Raffle Buy-in

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April 23 @ Ray’s Ragtime – Rays Ragtime DJ RESCUE & DJ GREGARIOUS are showing up to Ray’s Ragtime Hollywood in their underwear!

CANCELLED: Alex Zhang Hungtai (Dirty Beaches) + Arrington De Dionyso (Old Time Relijun) @ The Old Church Concert Hall | Post Punk, No Wave

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May 8 @ The Old Church Concert Hall – Since retiring his project Dirty Beaches, Zhang has been focusing on explorations of improvised music, free jazz, and his new role as a composer of soundtracks for film.

Win Tickets ($58): Whose Live Anyway? @ Revolution Hall | Improv Featuring Ryan Stiles, Greg Proops, Jeff B. Davis, and Joel Murray

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May 8 @ Revolution Hall l- The current cast members of the Emmy-nominated TV show Whose Line Is It Anyway? are proud to present their new improv tour: WHOSE LIVE ANYWAY?

Win Tickets ($36): The Jacob Jolliff Band @ The Old Church Concert Hall | Progressive Bluegrass

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May 7 @ The Old Church Concert Hall – The Jacob Jolliff Band includes some of the most virtuosic young acoustic musicians in the world.

Win Tickets ($50): Mild High Club @ Revolution Hall | w/ JW Francis, Psychedelic Pop, Jazz

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May 7 @ Revolution Hall – Influenced by AOR and jazz, Alex Brettin began working on Mild High Club material in 2012 by himself, using guitars, keyboards, computers, and a four-track recorder.

Win Tickets ($50): An Evening with Pierre Bensusan w/ Special Guest Mary Flower @ The Old Church Concert Hall | French-Algerian Acoustic Guitar Virtuoso

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May 6 @ The Old Church Concert Hall – World Music fingerstyle guitar master Pierre Bensusan supporting “Azwan” about our oneness and interconnectivity in the midst of a unifying global crisis.

Win Tickets ($50): CRUMB @ Revolution Hall | Psychedelic Rock, w/ Reptaliens

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May 6 @ Revolution Hall – Crumb’s collective skills make a project of independent self-discovery, four creative minds converging around an idea that is always shifting and reforming.

Win Tickets ($50): Anaïs Mitchell @ Revolution Hall | Tony & Grammy Award Winning Creator of Broadway Musical Hadestown

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May 5 @ Revolution Hall – Anaïs Mitchell was named to TIME’s prestigious TIME100 list in 2020 and she’s been dubbed by NPR as “one of the greatest songwriters of her generation.”

Win Tickets ($50): Jens Lekman & Youth Orchestras Across The USA @ Aladdin Theater | Featuring Leslie Deshazor, w/ Bravo Youth Orchestra

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May 5 @ Aladdin Theater – This spring Jens Lekman is finally returning to the USA to play with youth orchestras across the country!

2022 Kentucky Derby Party @ Abbey Road Farm | Contests for Best Dressed, Lawn Games, Southern Style BBQ, Photo Booth

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May 7 @ Abbey Road Farm – Join us to watch “the most exciting two minutes in sports”!

Portland 2022 Earth Day Events: Volunteer Opportunities, Cleanups, Live Music

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In 2022, Earth Day falls on Friday, April 22! In Portland this year, there will be several ways to honor the 52nd anniversary of Earth Day!

MANY Portland Easter Weekend Events & Giveaways ($1,900+): Brunch, All-Ages Egg Hunts, Treats, Huge Vintage Sale & More! | April 14-17, 2022

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Easter weekend is back, Portland! See if you can find the golden egg at Pix Pâtisserie’s Easter celebration on Sunday. Bella Organic is hosting a huge, all ages egg hunt on Saturday! Enjoy mimosas & more at EastBurn Public House’s Easter Brunch. And hunt for vintage treasures at NW’S Largest Garage Sale & Vintage Sale.

THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!

A round up of what's going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!

Win Tickets ($42): Line ‘Em Up – Queer Line Dancing @ Crystal Ballroom | Dance Lessons w/ Stomptown

September 12 - Join Stomptown, Portland's LGBTQ+ Country Western dance hub, for an exhilarating night of non-stop line dancing.

2026 Swan Island Dahlia Festival | 50 Acres of Blooms, Food Carts, Live Music

We invite you to celebrate the season of Dahlias! Stroll through almost 50 acres of breathtaking fields and a beautiful display garden of stunning dahlias featuring over 375 varieties.

7 Deadly Sins Pants On Fire Family Friendly Show @ White Eagle Saloon | Seven True Tales, One Lie

September 19 - Join us as we host Portland's wildest and most interactive comedy and storytelling entertainment event with Pants On Fire! at the historic White Eagle Hotel & Saloon. 

Win Tickets ($130): Portland Weird Fest @ Oaks Park | 60+ Vendors, Rides, Live Bands, Costume Contest & More

September 19 - Portland Weird Fest is back for Year 3 — and Portland is about to get wonderfully weird!

Win Tickets ($136): Dogstar w/ The Backfires @ Crystal Ballroom | Keanu Reeves, Alt-Rock

September 17 - Let the record show that here in 2026, Dogstar is clearly All In Now.

Win Tickets ($92): Marc Price @ Mission Theater | Comedy, Star of ‘Trick or Treat’, ‘Family Ties’

September 21 - Marc, best known as Skippy from the beloved 80's sitcom Family Ties, is a multi-talented performer who has conquered the worlds of stand-up comedy, acting, hosting, and even writing and producing.

Win Tickets ($22): Decadent 80s w/ DJ NoN @ Crystal Ballroom | Portland’s Longest Running 80s Night

September 11 - Get ready for a fun night of dancing to all your favorite hits and requests from the 1980s!

2026 Cannon Beach Cottage Tour | Self-Guided Walking Tour of Beautiful Homes, Opening Night Bash

September 11-13: Discover the charm, history, and beauty of one of the Oregon Coast's most beloved traditions during the 23rd Annual Cannon Beach Cottage Tour!

2026 Time-Based Art Festival @ Portland Institute for Contemporary Art | Experimental Performances, Live Music, Dance & More

September 9-13 - This year’s festival brings artists and audiences together for its annual celebration of creative expression that can best be experienced together, in the present moment.

Lake Oswego Clean Energy and EV Fair @ Lake Oswego United Methodist Church | Test Drive EVs, Learn About Solar, Batteries & More

September 19 - The fair is a fun, family-friendly event celebrating clean transportation, renewable home energy and sustainable living.

Win Tickets ($42): Valkerie w/ Withholden, Laughing About Nothing, Fawkes Glove @ Mission Theater | Alternative Rock

September 25 - In their second project, Myocardia, we meet the alternative rock four piece, Valkerie, after accumulated break ups, heart conditions, and deaths.