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!

à table – A Culinary Rummage Sale & Bake Sale @ Pix Pâtisserie | Benefit for Les Dames d’Escoffier, Portland 2022 Memorial Day Weekend

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May 29 @ Pix Pâtisserie – Portland loves its food and drink and loves to cook. So, the Portland chapter of Les Dames d’Escoffier has the dream rummage sale for you!

Hip Chicks Do Wine Celebrates Portland Pride w/ Special Wine Collection | Limited Production, Benefit for Esther’s Pantry

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Hip Chicks Do Wine produces very limited bottles of their Pride Wines each year. They are available for purchase on the website & pickup at their tasting room in SE Portland.

MANY Portland Weekend Events & Giveaways ($1,200+): Bridge City Riot Tournament, A Night with Ghosts Friday the 13th Tour, Live Music, Trivia & More! | May 12-15, 2022

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The weekend is back, Portland! Enjoy small bites and Flights at Hip Chicks Do Wine Sip & Shop. Celebrate Asian American Pacific Islander Heritage Month and the AANHPI community at Saturday’s Oregon Rises Above Hate gathering. And every Sunday, Portland Spirit hosts a Sunday Brunch Cruise through Downtown Portland.

Portland in the News: WNBA in Portland?; Nearby Nature Camping Parks; One of the Worst Allergy Cities | May 12, 2022

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No secret to allergy sufferers, Lawn Love has named Portland the No.11 worst city for grass allergies.

The Side Yard Farm & Kitchen hosts The Lost Table grieving group potluck once a month in Northeast Portland’s Cully neighborhood.

And a former mayor of Portland is the man in a popular poster seen on campuses worldwide called, “Expose Yourself to Art.”

Win Tickets ($34): Laura Cortese & The Dance Cards @ The Old Church Concert Hall | Folk, Cajun

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June 1 @ The Old Church Concert Hall – Laura Cortese & the Dance Cards is nothing if not a culmination: the gathering of a select group of acoustic roots musicians at the zenith of their careers.

Win Tickets ($44): Come Thru – Caleb Hearon & Holmes Holmes @ The Old Church Concert Hall | Stand Up Comedy, Nexflix’s Human Resources, w/ Becky Braunstein, Memorial Day Weekend

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May 29 @ The Old Church Concert Hall – Caleb Hearon is a comedian at whom nobody has ever been mad. He currently resides in Los Angeles, where he is a writer for Netflix’s spinoff of their hit show Big Mouth, called Human Resources.

Win Tickets ($24): Lost Ox @ The Goodfoot Pub & Lounge | w/ Super Secret Band, Genre-bending Jammers

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May 21 @ The Goodfoot Pub & Lounge – Genre-blending jammers Lost Ox are based in Portland. The band, known for combining elements of funk, psychedelia, jazz, Americana, and progressive rock, has been a staple of the scene since 2017.

Win Tickets ($40): Comedy Duo Girl God @ The Old Church Concert Hall | Queer & Trans Perspective w/ April Clark & Grace Freud

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May 21 @ The Old Church Concert Hall – GIRL GOD is a comedy and writing duo featuring April Clark and Grace Freud. Their live shows are surreal, interactive performances with jokes from their trans and queer perspective that are actually funny and not just looking for applause.

Win Tickets ($30): Esme Patterson @ The Old Church Concert Hall | Folk, Indie Rock

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May 19 @ The Old Church Concert Hall – Esmé Patterson is an American musician from Denver, Colorado. She was formerly a member of the indie folk band Paper Bird.

Win Tickets ($40): The Old Church and Creative Music Guild Present Naya Baaz featuring Rez Abbasi (guitar) and Josh Feinberg (sitar) w/meroitic

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May 18 @ The Old Church Concert Hall – Drawing on influences from Indian, jazz, and western classical traditions, Naya Baaz is a ground-breaking new collaboration featuring 2021 Guggenheim Fellow Rez Abbasi and trail-blazing sitar virtuoso Josh Feinberg.

Portland Youth Philharmonic Presents Camerata PYP Mozart, Mendelssohn, & Farrenc in Beaverton | Featuring Rising International Star Llewellyn Sanchez-Werner

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May 11 @ Patricia Reser Center for the Arts – The Portland Youth Philharmonic (PYP) chamber orchestra Camerata PYP and  Portland Piano International Rising Star Llewellyn Sanchez-Werner bring you thrilling orchestral  performances, plus a piano concerto in May!

Oregon Rises Above Hate Celebration in Old Town Portland | Performances, Free Entry in Downtown Portland Museums, Food Carts

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Come together to celebrate Asian American Pacific Islander Heritage Month and the AANHPI (Asian, Asian American, Native Hawaiian, Pacific Islander) community on May 14 in Old Town Portland.

Win Tickets ($60): Foy Vance: Signs of Life Tour @ Aladdin Theater | w/ Lee Rogers & Gareth Dunlop

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May 27 @ Aladdin Theater – Foy Vance, the singer and songwriter hailing from Bangor, Northern Ireland, is in the midst of releasing his fourth studio album, Signs of Life.

Win Tickets ($98): Justin Hayward @ Revolution Hall | The Voice of the Moody Blues, w/ Mike Dawes

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May 28 @ Revolution Hall – Justin Hayward’s renowned, highly successful career in music is now in its fifth decade. The timeless troubadour is best known as the vocalist, lead guitarist and composer for the iconic Moody Blues.

Win Tickets ($80): Lawrence, MisterWives @ Crystal Ballroom | “Sounds of Summer Tour” w/ Winnetka Bowling League

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May 29 @ Crystal Ballroom – Lawrence is “the brother/sister musical phenomenon you need to hear,” says Affinity.

Win Tickets ($80): Yann Tiersen @ Crystal Ballroom | Folktronica, Post-Rock, w/ Charlie Cunningham

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June 9 @ Crystal Ballroom – Yann Tiersen’s nuanced and subtle approach is a beautifully textured, highly immersive and thoughtfully constructed electronic world to step inside.

Win Tickets ($34): Bad Bad Hats w/ The Ophelias @ Mission Theater | Indie Rock

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May 25 @ Mission Theater – Bad Bad Hats are an indie rock trio known for bringing a joyful, exuberant presence to their live shows.

Win Tickets ($30): 80s Video Dance Attack 17th Anniversary Party @ McMenamins Crystal Ballroom | Portland 2022 Memorial Day Weekend, Giant Video Screens

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May 27 @ Crystal Ballroom – Come celebrate the 17th Anniversary of 80s Video Dance Attack! Dress up in your best 80s outfit and dance to VJ Kittyrox’s mix of music videos from MTV’s greatest era.

The Masked Singer National Tour @ Arlene Schnitzer Concert Hall | Starring Natasha Bedingfield

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July 22 @ Arlene Schnitzer Concert Hall – Get ready to unmask the craziness… The Masked Singer National Tour hosted by Natasha Bedingfield is coming to Portland in 2022, bringing the #1 show on television to the next level on its first-ever North American tour!

PDX Urban Wine Experience @ Boedecker Cellars | Featuring 13 Member Wineries of PDX Urban Winery Association

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Join PDX Urban Wine on Sunday, May 22 @ Boedecker Cellars where thirteen local winemakers will be pouring 38 wines, showcasing 25 varietals.

Bella Organic Farm & Winery Farm Store Open for Tastings, Food, Harvest Bounty & More! | Summer U-Pick, Charcuterie, Pies, Pretzels & More!

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Bella Organic Farm & Winery is a great destination right now! Open 5 days a week in May and 7 days a week starting in June.

Win Weekend Passes ($60): Rose City Rollers 2022 Comeback Season @ Oaks Amusement Park | Junior Derby: Bridge City Riot Tournament

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May 14-15 @ Oaks Park – Portland’s own Rose City Rosebud All Stars (ages 12 to 18) will take to the track at the World Famous Hangar at Oaks Amusement Park to battle rival teams on their way to the first JRDA (Junior Roller Derby Association) playoffs since 2019.

MANY Portland Mother’s Day Weekend Events & Giveaways ($1,000+): Unique Markets, Kentucky Derby, An African American Requiem & More! | May 5-8, 2022

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Mother’s Day weekend is back, Portland! Get mom a nice gift from Unique Markets or the Camas Plant and Garden Fair. Listen to the world premiere of An African American Requiem. And this is your last chance to tour the Wooden Shoe Tulip Festival.

Portland in the News: Record Rain; Deep Thoughts by Andy; Rider Ambassadors & More! | May 5, 2022

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If you’ve been thinking it’s been a very wet spring, you’re right! Portland has already had a record setting number of record rain events this year.

The City of Portland is taking over ownership of 82nd Avenue from ODOT, which will allow it to make badly needed safety improvements.

And the city has added Rider Ambassadors to the Portland Streetcar. This team provides a non-security presence to increase rider safety.

2022 Mother’s Day Weekend Brunch Pop-Up @ Stem Wine Bar in North Portland | New Mexican Inspired Cuisine by Chef Connor Gallaher of Urdaneta

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May 7&8 @ Stem Wine Bar – Show your appreciation and celebrate all of the important, strong, caring, nurturing, meaningful motherly influences in your life with a lovely brunch at Stem!

Boom Arts Presents: The Truth Has Changed @ Hollywood Theatre | A Critical Report on What We Must Do to Save Our Democracy

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May 18 @ Hollywood Theater – By renowned climate activist Josh Fox, The Truth Has Changed is a critical report on what we must do to save our democracy.

Win Tickets ($64): Rising Appalachia @ Crystal Ballroom | w/ Jeffrey Martin, Folk, Roots Music

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August 2 @ Crystal Ballroom – As world travelers for nearly two decades, Rising Appalachia have merged multiple global music influences with their own southern roots on their new album.

Win Tickets ($50): The Antlers @ Aladdin Theater | Indie Rock, “Post-rock Orchestra”

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May 23 @ Aladdin Theater – Based out of Brooklyn, The Antlers come to Portland with bright and luminous music from their first album in seven years, titled ‘Green to Gold’.

Win Tickets ($50): Destroyer @ Revolution Hall | Indie Rock, w/ Rosali, “Rock’s Exiled King”

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May 22 @ Revolution Hall – Canadian indie-rock band, Destroyer, plays Revolution Hall on May 22nd with music from their latest release.

Win Tickets ($90): Wishbone Ash Phoenix Rising Featuring Argus @ Aladdin Theater | Folk, Jazz, R&B

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May 22 @ Aladdin Theater – Wishbone Ash is overjoyed to be heading back on the road after the longest gap in gigs since the band’s founding in 1969!

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.

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!

Watch 2026 World Cup Games @ Sticky Wicket | 7 TVs, 16 Taps, POG Shots

Watch World Cup 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.

Win Tickets ($46): McMenamins presents Holi Summer Fest: A Celebration of Color @ Grand Lodge in Forest Grove, OR | Organic Colors, Bollywood & Bhangra Dance Party

HOLI HAI! After four sold-out Holi Festivals Anjali & The Kid bring their color throw experience to Forest Grove for their biggest Holi yet featuring all organic colors handmade by farmers and tribal communities in India.

Italy in the Valley @ Cana’s Feast Winery | Italian Food, Wine Tastings, Vendors

Started in 2009, Italy in the Valley is a celebration of wine, food, music, and friendship.

Petal Pedal in Silverton, OR @ The Oregon Garden | Oregon’s Premier Day Ride

June 20 - Explore the fertile Willamette Valley in high bloom. Petal Pedal is Oregon’s premier day ride for many reasons.

Harmony in the Vineyard in Dayton, OR @ Stoller Family Estate | Benefit Concert for Music Education

CELEBRATING 10 YEARS, Harmony in the Vineyard at Stoller Family Estate is Aaron Meyer’s biggest (and favorite) fundraising event of the year.

Win Tickets ($70): 8th Annual Edgefield Brewfest | 100+ Beers & Ciders, Live Music, Games

Head out to McMenamins Edgefield for the 8th annual Edgefield Brewfest: a brew-tiful weekend of fun on the Edgefield lawn to celebrate all things hoppy, malty, fruity and delicious!

Win Tickets ($70): McMenamins Presents DJ Logic & Friends @ Mission Theater | Celebrating the music of the Grateful Dead

The theorem of turntablist as musician has been long proven in the capable hands of DJ Logic, whom with jazz as his foundation has become a wax innovator by crossing genres and mixing his sound across the map.

Win Weekend Passes ($950): Pickathon 2026 @ Pendarvis Farm in Happy Valley, OR | Indie Music Festival

Pickathon 2026 is back at Pendarvis Farm in Happy Valley, Oregon, July 30 through August 2. Now in its 26th year, this beloved Portland-area festival brings together legends and rising stars across four magical days in the woods.

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