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!

Oregon Metro Future Vision Survey | What Should Portland Look Like in 50 Years?

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Metro is bringing people together to create the Future Vision, a 50-year vision for the greater Portland region. We want to hear from you!

2026 River Cruises @ Island Style Charters | Tiki Nights, Sunset Cruises, Mother’s Day, Memorial Day Weekend, & More

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Experience Portland like never before aboard Island Style Charters! From Happy Hour to Family Fun, there’s a cruise for everyone!

Jekyll In Chains @ Samaritan Odd Fellows Lodge in Milwaukie OR | Musical Reimagining of Dr. Jekyll & Mr. Hyde

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A thrilling and original musical reimagining of Robert Louis Stevenson’s cerebral horror masterpiece “The Strange Case of Dr. Jekyll and Mr. Hyde,””Jekyll in Chains” is set in 1990’s Seattle to grunge and alt rock music inspired by bands like Nirvana, Soundgarden, Alice in Chains, Garbage, and more.

2026 Spring Garden Fair @ Clackamas County Event Center | 125 Local Nurseries, Artisans, Garden Art & More

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Explore the PNW’s favorite garden event in Canby—it’s worth the drive! We have over 125 local nurseries featuring your favorite plants, alongside local artisans offering unique garden art.

Win Tickets ($40): Crafty Wonderland Spring Art + Craft Market @ Oregon Convention Center | 250+ Makers, Mother’s Day Gifts, Shop Local!

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Shop local and find the coolest handmade gifts from over 250 amazing artists!

Win Tickets ($46): Never Ending Fall @ Mission Theater | Alternative/Indie

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Formed in the 4th grade, Never Ending Fall (NEF) is an indie-rock band comprised of lead singer and guitarist Jack Miller, drummer Tommy StClair, guitarist and keyboardist Conrad Boyd, guitarist Pearce Eisenhardt, and bassist and vocalist Johnny Hohman.

2026 Gorge Artists Open Studios Tour | 50 Artists, 41 Open Studios

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This is an annual free self-guided event that has become a spring tradition in the Gorge.

Win Tickets ($56): Girl Trouble w/ The Mistons & Have You Eaten @ Mission Theater | Northwest Garage Rock

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Girl Trouble, Northwest garage rock demigods, return to Portland for one evening, Saturday, June 6, 2026 at McMenamin’s Mission Theater.

Win Tickets ($56): Baby Bugs w/ Elliot Lee @ Mission Theater | Indie, Dark-Pop, Punk

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Baby Bugs is an alternative music project founded by Bowie.

Portland in the News: Wacky Cat Names, Drag Hiking, New Botanical Garden & More | April 16, 2026

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Portlanders love drag and hiking. It was only a matter of time before the two pastimes met at Drag Me Outside. 

Win Tickets ($200): A Taste of Ireland – The Irish Song & Dance Sensation @ Newmark Theatre | World Champion Irish Dancers

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A Taste of Ireland brings an extraordinary night of world champion Irish dancers, live musicians and vocalist to Portland’s Newmark Theatre for one performance only on Sunday May 3.

Win Tickets ($20): 2026 Lilac Days @ Hulda Klager Lilac Gardens in Woodland WA | Plant Sale, Mother’s Day, Museum, House Tours

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Each year in the spring, the Hulda Klager Lilac Gardens hosts Lilac Days to celebrate the beauty of lilacs in bloom.

2026 82nd Avenue of Roses Parade | FREE, Carnival, Food Carts, Car Show & More

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The 20th year theme: “History of East Portland,” because many neighbors who represent this diverse community are new to East Portland.

Free Portland Trivia w/ Bridgetown Trivia | Sundays-Thursdays, Prizes

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Bridgetown Trivia is your neighborhood pub trivia game done right.

Sexy Sequins @ Club Privata | PNW’s Premier Lifestyle Club

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Prepare to dazzle and shine at ‘Sexy Sequins,’ the ultimate nightclub party where glamour meets seduction.

Wicked Craft Beltane Night Market @ Rae Loft | 30+ Vendors, Goddess-Themed Drinks, Music

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Wicked Craft: Bazaar and Craft Fairs are a seasonal market series that focuses on supporting women-owned businesses and artists.

Spring Sip & Stroll in Historic Aurora OR | 8 Wineries, Sweet & Savory Samples, Gift Certificates & More

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Grab your pals and get tickets for this antique and vintage filled wine walk event!

Engineering Careers for a Sustainable Future Networking Event @ Revolution Hall | Panel, Q&A, Breakout Sessions

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If you’re curious about engineering careers in Oregon, save the date for April 30!

2026 Plant and Vegan Bake Sale @ House of Dreams Cat Shelter | Pots, Garden Art, Treats & More

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Indoor/outdoor plants, pots, garden art and delicious vegan baked goodies. Great selection and amazing low prices – for a wonderful cause.

The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical

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The end of the world is coming. At least, that’s what the citizens of Bikini Bottom believe when a volcano threatens to wipe them off the map.

Win Tickets ($46): One Way Out @ Mission Theater | Allman Brother’s Tribute

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One Way Out PDX is the Portland, OR based 8-member powerhouse tribute to the music of the great Allman Brothers Band.

2026 Portland Cinco de Mayo Festival @ Tom McCall Waterfront Park | Celebration of Mexican Culture, Music & Cuisine

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The Portland Guadalajara Sister City Association (PGSCA) invites you to the 39th Annual Portland Cinco de Mayo Fiesta, a celebration of Mexican culture, music, and cuisine at the scenic Tom McCall Waterfront Park.

Win Tickets ($48): Steal Your Bass & Jerry’s Pickle @ Mission Theater | Grateful Dead Cover Bands

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Steal Your Bass isn’t your typical Grateful Dead cover band- they’ve reimagined the entire sonic landscape of the Dead’s music by replacing the traditional lead guitar with a lead bass bringing the music to new depths.

4th Annual International Booklover’s Burlesque Festival @ Alberta Rose Theatre | Performing Artists, Authors, Professional Actors/Readers

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Join us for THE INTERNATIONAL BOOKLOVER’S BURLESQUE FESTIVAL!

Portland in the News: Filling in the Cracks, Indigenous Punk, Oregon Beer Awards & More | April 9, 2026

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Anonymous artists have been filling Portland sidewalk cracks with tile mosaics.

2026 Pink! Rosé Festival @ Hillsboro Ballpark | 28 of Tualatin Valley’s Finest Wineries

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The fifth annual Pink! Rosé Festival, the wine event everyone will be talking about, returns to Tualatin Valley this spring.

Portland Men’s Gay Chorus presents She Persisted @ Alberta Rose Theatre | Feat. Resonate, Portland Lesbian Choir’s A Cappella Ensemble

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For the 5th year in a row, Cascade, the proud a cappella ensemble of Portland Gay Men’s Chorus struts their stuff and shows off its Charisma, Uniqueness, Nerve, and Talent like they mean it in this one of a kind show of queer excellence, joy and pride.

Blueprint Arts presents The Time Heists! | FREE Choose-Your-Own-Adventure Musical Tale

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Blueprint brings a unique concept within the choral and theatrical arena: letting the audience choose what comes next!

Win Tickets ($90): Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce

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When they gather to celebrate a tenth wedding anniversary, four New York power couples experience a severe attack of Farce.

Wajan x Veganizer Indonesian Nasi Padang Style Feast @ Wajan | 8 Vegan & Gluten-Free Small Plates

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For this Veganizer event, Chef Feny of Wajan is sharing a vegan take on Nasi Padang style dishes, bold in spice and rich in flavor, inspired by the cuisines of Sumatra and Java, Indonesia.

2026 Mother’s Day Brunch Cruises @ Portland Spirit | Buffet, Sparking Wine, 2-Hour River Cruises

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Sweep mom off her feet this Mother’s Day with a special brunch cruise.

Wine Wednesdays @ Negociant | Alpine Spain, Chausse & More

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A weekly flight of wines centered around a theme, whether that is a grape varietal, a producer, a region, a style of winemaking or sometimes just the crews’ favorites.

Win Tickets ($86): Melody’s Echo Chamber – Unclouded Tour w/ Strange Lot @ Revolution Hall | French Indie, Gospel

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Melody’s Echo Chamber (aka French musician Melody Prochet) returns with her fourth album Unclouded, out December 5th via Domino.

2026 Mt. Hood Jazz Festival | World-Class Jazz Artists, Student Musicians & More

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This April, the heart of East County comes alive as the 2026 Mt. Hood Jazz Festival returns to Mt. Hood Community College for five unforgettable days of world-class music, education, and community celebration.

Win Tickets ($64): Wild Nothing – ‘Gemini’ Anniversary Tour w/ Lunar Vacation @ Revolution Hall | Indie Rock

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Because “Hold,” Jack Tatum’s fifth album under the moniker Wild Nothing, was written in the aftermath of new parenthood during the pandemic, it was probably inevitable that it would be searching and existential music.

Cinco de Mayo Half Marathon, 10k & 5k @ Sellwood Riverfront Park | Quesadillas, Party, Finisher Shirt

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Experience the fiesta, where the miles are lively, the vibes are caliente, and every finisher celebrates with a sizzling quesadilla at the finish line!

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!

Scooped Ice Cream Festival @ Esther Short Park in Vancouver, WA | 50+ Flavors of All You Can Eat Ice Cream

July 18-19 - The Pacific Northwest's premier ice cream festival is back at Esther Short Park in Vancouver, WA for two all-you-can-eat days of scoops, live music, and summer fun. Scooped! returns July 18 and 19, 2026, 11:00 AM to 7:00 PM — and your ticket includes unlimited ice cream from 50+ flavors served up across Scoop Valley.

Chamber Music Northwest’s CONFLUENCE: Our Shared Voices 2026 Summer Festival | Experience more than 70 of the world and our region’s finest chamber musicians!

Music has the ability to connect us beyond words, labels, and borders, inviting us to celebrate both our differences and our common ground.

Tea Fest PDX @ World Forestry Center | A Celebration of Tea Culture

June 27 - TeaFestPDX is more than a festival, it’s a community.

St. Helens Independence Day Celebration 2026 @ Columbia View Park | Music, Food, and Activities for All Ages

July 4 - Celebrate the Fourth of July at Columbia View Park in St. Helens, Oregon – one of the most scenic Independence Day destinations in the Pacific Northwest.

Win Tickets ($160): 2027 Portland Folk Festival @ Crystal Ballroom | 30+ Local & National Artists

January 30 - An annual celebration of folk and Americana music showcasing 30 local and national artists hosted by the historic Crystal Ballroom.

Win Tickets ($86): McMenamins Presents Madison Ryann Ward @ Mission Theater | Contemporary Christian, Pop + R&B

September 4 - Faith-based singer/songwriter Madison Ryann Ward writes warmhearted songs that mix mature pop and contemporary R&B with accents of gospel, blues, and folk.

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.

Portland in the News: Waterfront Restaurant, Airport Accolades, Heatwave & More | June 11, 2026

The Portland Spirit has big plans to open a new restaurant in the former Rose Festival headquarters in Tom McCall Waterfront Park. 

McMinnville Art Festival @ Downtown McMinnville | 50+ Artists & Artisans, Interactive Kids’ Crafting, Art Demos, & More

July 18-19 - Celebrate creativity in the heart of Oregon wine country at the McMinnville Art Festival, a free two-day outdoor event showcasing the work of talented artists and artisans from across the region.

PRIDE at the Museum @ OMSI | A night at the museum celebrating the LGBTQ+ Community

June 12 - Celebrate PRIDE at the Museum with an evening of science, community, and joyful exploration!

Villain Arts Tattoo Festival @ The Rose Quarter | Celebrate the Art of Tattooing

July 17-19 - Tattooing is more than body art—it’s a global language of identity, resilience, and self-expression.

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