MANY Weekend Events & Giveaways ($2,400+): Festivals, Fireworks, Concerts, Comedy, Theater, Film, & More!

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

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.

Portland Spirit’s Columbia Gorge Sternwheeler | Heart of the Gorge Sightseeing, Gorgeous Dinner, Brunch, Landmarks

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The Columbia Gorge Sternwheeler is headed back out on the river!

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.

Portland in the News: “Rip City” Retirement; Rose Festival Parades Return; #2 Best Weed City & More! | April 14, 2022

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Portland Rose Festival parades are back this year, w/ a shorted route for the Grand Floral Parade.

Real Estate Witch recently ranked Portland the #2 best weed city behind Denver.

And the broadcaster who originally coined the phrase “Rip City” is retiring after more than 50 years.

The Night Circus @ Raven’s Manor | Night Flight Aerial Presents Pole, Silks, Contortion & More!

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April 21 @ Raven’s Manor – Night Flight Aerial & Circus Arts returns to Raven’s Manor for a wonderfully wicked Night Circus! Sip on delicious drinks while witnessing the finest circus acts Portland has to offer.

Win Tickets ($38): Strand of Oaks @ Aladdin Theater | Folk, Rock, w/ Pat Finnerty

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May 19 @ Aladdin Theater – A stunning, hopeful reflection on love, loss, and enlightenment, In Heaven is a triumph in music making, and a preeminent addition to the Strand of Oaks discography.

Win Tickets ($77): Welcome To Night Vale: The Haunting of Night Vale @ Revolution Hall | w/ Special Musical Guest Erin McKeown

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April 30 @ Revolution Hall – WELCOME TO NIGHT VALE is a twice-monthly podcast in the style of community updates for the small desert town of Night Vale.

Win Tickets ($130): Rufus Wainwright @ Aladdin Theater | Singer, Songwriter, Composer, Baroque Pop

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April 30 @ Aladdin Theater – For the first time in 7 years, Rufus Wainwright released a brand new studio album during the beginning of the pandemic in 2020 titled “Unfollow the Rules.”

Win Tickets ($75): Paula Poundstone @ Revolution Hall | “Wait, Wait … Don’t Tell Me!,” TIME Calls Her 1 of The 5 Funniest Stand-Up Specials Ever

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April 23 @ Revolution Hall – Paula Poundstone is known for her smart, observational humor and a spontaneous wit that has become the stuff of legend.

Win Tickets ($96): Ace Frehley @ Aladdin Theater | Legendary Leading Guitarist for KISS, Rock ‘N’ Roll

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April 28 @ Aladdin Theater – In his time away from KISS (1983-1996, and 2002-present), Frehley has put together the most successful solo career of any member—current or former.

Portland Events

MANY Weekend Events & Giveaways ($2,400+): Festivals, Fireworks, Concerts, Comedy, Theater, Film, & More!

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: State Park Passes, Pink Light District, Swimming Holes & More | July 9, 2026

While some Portlanders are tightlipped about their favorite swimming holes, Portland Monthly spills the beans about the best places to cool off within three hours of Portland. 

Win Tickets ($70): McMenamins Presents “A Hot August Night” with Super Diamond @ McMenamins Grand Lodge in Forest Grove | The Neil Diamond Tribute

August 22 - An uncanny tribute to beloved master singer/songwriter/performer, American pop icon Neil Diamond – Super Diamond has appeared on The Late Show with David Letterman, CNN, VH1, Fox News, and Comedy Central, and has been featured in publications such as Rolling Stone Magazine, The New York Times, and the San Francisco Chronicle.

7 Deadly Sins: CHURCH Part Two: Lust @ PAM-CUT’s Tomorrow Theater | Interactive Storytelling Series

July 24 - 7 Deadly Sins: CHURCH is a seven-part interactive live storytelling series that explores each of the Seven Deadly Sins, what they mean in this particular moment in history, and how we might choose to think of them in these turbulent times.

Portland Sketch Fest @ The Siren Theater | Oregon’s Only Sketch Comedy Festival

July 23-25 - It's Oregon's only festival dedicated solely to Sketch Comedy, and it's back for its 8th year bigger and better!

Haulin Aspen @ Wanoga Sno Park | Marathon, Half Marathon, 6.5-mile “Half As,” and NEW Three-Person Marathon Relay

August 8 - Experience trail running at its best at Haulin' Aspen in the heart of Oregon's stunning Deschutes National Forest.

New Portland Jobs: Lan Su Chinese Garden, PHAME, Creo Chocolate & More

New Portland Jobs: Lan Su Chinese Garden, PHAME, Creo Chocolate & More!

Win Tickets ($85): Jerry’s Middle Finger @ Crystal Ballroom | Jerry Garcia Tribute Band

August 8 - Three decades after the loss of Jerry Garcia, a close-knit band of musicians are carrying the torch for his distinctive blend of soul, guitar, and eclectic American music.

Kumoricon 2026 @ Oregon Convention Center | Anime & Japanese Culture Convention

Celebrating more than twenty years of anime and Japanese culture, Kumoricon is back for its biggest year yet!

Win Tickets ($48): McMenamins Presents Gully Boys @ Mission Theater | Indie Rock

November 6 - The Gully Boys origin story begins in the aisles of a Minneapolis thrift shop.

2026 Summer Free For All In The Parks: Festivals, Free Movies, Free Concerts, Dance, Theater, Comedy, & More

July 10 - August 29: Summer is here! Come down to the park and experience free movies, concerts, festivals, and special events.

Win Tickets ($56): McMenamins Presents The Hails Duck Pond Tour @ Mission Theater | Indie-Rock

November 11 - Following a string of encounters too strange to be coincidence, Robbie Kingsley, Franco Solari, Dylan McCue and Zach Levy came together to form The Hails.

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