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!

Win Tickets ($102): The Living Tombstone @ Roseland Theater | Electronic Duo

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The Living Tombstone is a musical project founded by Yoav Landau in 2011, initially as a YouTube channel and solo venture.

Portland in the News: From ‘Ghost Mall’ to Startup Hub, Paddleboards vs Blackberries, Places of Pride & More | July 31, 2025

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A new exhibit at the Architectural Heritage Center honors Portland spaces that were safe havens for the LGBTQ+ community.

The People’s Courts Pickle Ball Destination | Premium Food & Beverage, Ping Pong, Bocce Ball & More

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The People’s Courts is Portland’s premier pickleball event destination hosting corporate parties, teambuilders, wedding parties, birthdays, and more!

2025 Vancouver Wine & Jazz Festival @ Esther Short Park in Vancouver WA | 18 Bands, 70 Wines, 20 Artists & Crafters

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The 2025 Festival features nationally acclaimed jazz, blues, and gospel bands.

Win Tickets ($80): Forest Pub @ Mission Theater | Wildfire & Wine – from Vineyard to Palate

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Join us for an evening of insight and conversation as we dive into the complex and sensitive relationship between wildfire and wine.

Frosé Fridays @ Hip Chicks Do Wine | New Wine Slushy Every Week

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Kick off the weekend and beat the heat with a Wine Slushie and delicious seasonal small plates!

Naughty Negligee @ Club Privata | Portland’s Premiere Lifestyle Club

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What a way to get the weekend started and get some relief from a busy work week.

2025 August Fruit Loop Events in Hood River & Parkdale | U-Pick Peaches, Sunflowers, Pickle Festival & More

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Experience U-Pick Peaches, Sunflowers, Pickle Festival & More at the Hood River Fruit Loop this August!

Last Thursday Art Opening @ The Goodfoot | Featuring Kyle Allen, Lea Barozzi & Nic Vik

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This months feature artists are Kyle Allen, Lea Barozzi & Nic Vik. Along with music selected by DJ Welly Well

Win Tickets ($40): Dennis McNally @ Bagdad Theater | Grateful Dead Biographer & Publicist

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Dennis McNally is the Grateful Dead’s authorized biographer and longtime publicist.

Win Tickets ($132): The Swell Season w/ Glen Hansard & Marketa Irglová @ Arlene Schnitzer Concert Hall | Folk-Rock

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After reconvening for a limited number of sold-out shows in March 2022, followed by a more extensive US tour in August 2023, the duo returns with new music.

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

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

Win Tickets ($20): Desperate Electric w/ Fox Walker @ The Goodfoot | Futuristic R&B

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Hailing from the mountains of Montana, Desperate Electric is a blissful matrimony of futuristic R&B and retro dance grooves.

Portland in the News: Netflix & PDX, Spanish Coffee Legacy, Salmon ‘Rest Stop’ & More | July 24, 2025

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Feeling extra tired lately? Imagine being a salmon swimming upstream.

2025 Summer Flowers @ Wooden Shoe Tulip Farm | 20 Acres of Blooms, Food, Vendors

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Enjoy 20 acres of blooming sunflowers and over 10 different annual and perennial flower varieties.

2025 Brews for the Birds @ Langer’s Entertainment Center | FREE, Beer & Cider, Music, Vendors

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Raise a glass to protect the wild! Join us for Brews for the Birds, a two-day outdoor celebration of music, community, and the precious wildlife and wild spaces of the Tualatin River National Wildlife Refuge Complex.

The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.

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Are you tired of the same old date nights? Portland’s perfect remedy for entertainment boredom is The Dinner Detective.

Win Tickets ($24): Andy Coe Band’s Jerry Garcia Celebration @ The Goodfoot | Jazz, Blues, Psychedelic

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With a rich background in jazz and a joyful enthusiasm for blues and psychedelic rock, Andy Coe is recognized as a deeply intuitive, emotive guitarist

Win Tickets ($40): Sangria Saturday @ Hip Chicks Do Wine | Sangria Specials, Wine Tasting

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Join us for an unforgettable Sangria Saturday at Hip Chicks do wine, where we blend the vibrant flavors of summer with our specially crafted sangrias and curated wine flights.

Win Tickets ($114): Demetri Martin: The Quick Draw Tour @ Revolution Hall | Late Show Added!

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Known for his unique blend of wit and creativity, Demetri Martin has built a successful career as a stand-up comedian, writer, and director.

Win Tickets ($40): Amplify PDX Block Party @ Open Signal | Live Music, Storytelling, Games & More

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Amplify PDX is an unapologetic fundraiser for over 25 local nonprofits at the heart of Portland’s radical spirit.

Win Tickets ($930): 2025 Pickathon at Pendarvis Farm in Happy Valley | Taj Mahal , Fruit Bats, Portugal. The Man, & More!

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We are giving away a pair of adult weekend passes to 2025 Pickathon at Pendarvis Farm in Happy Valley on July 31-August 3.

Summer Luau Weekend @ Club Privata | Portland’s Premiere Lifestyle Club

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Club Privata’s 4th Annual Summer Luau is your excuse to dress down, heat up, and celebrate summer like never before.

Win Tickets ($70): Queer Screams Film Festival @ Clinton Street Theater | Special Guest Don Mancini Creator of CHUCKY

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Queer Screams is a film festival dedicated to the celebration of LGBTQ+ genre cinema from emerging and established queer artists within the community – locally, nationally and internationally.

2025 Portland Sketch Comedy Festival @ Siren Theater | Sketch Artists from Around North America

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The Portland Sketch Comedy Festival is BACK for its 7th year at The Siren Theater!

Portland in the News: Dame is Back! Is Portland Sinking, Portland Fire, Bend Pet Parade & More | July 17, 2025

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Dogs, snakes, chickens and lizards, oh my! A plethora of pets strut their stuff over July 4th weekend at Bend’s nearly 30 year old Pet Parade. 

Win Tickets ($69): Shoestrong Circus @ Hazel Dell Commons in Vancouver | Acrobatics, Illusions, Juggling & More

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Shoestring Circus is bringing big-top magic to Vancouver!

Win Tickets ($86): Aloe Blacc @ Revolution Hall | Iconic R&B + Soul

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Iconic R&B and soul vocalist Aloe Blacc has focused his career on putting positivity and beauty into the world.

Win Tickets ($24): 2025 Portland Festival of Cinema, Animation & Technology @ OMSI | 170+ Films & Animations, 30+ countries

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Portland Festival of Cinema, Animation & Technology (PFCAT) will screen 170+ films and animations from over 30 countries at the Oregon Museum and Science and Industry.

2025 Great Columbia Crossing 10K Run/Walk @ Astoria-Megler Bridge | One Bridge, Two States

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From Washington to Oregon, across one of the Pacific Northwest’s most remarkable landmarks, the Great Columbia Crossing is more than a race.

2025 Astoria Open Studios | 50+ Local Artists Open Their Studios to the Public

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Over 50 local artists will open their studios to the public, offering a rare behind-the-scenes look at where and how they work.

Win Tickets ($16): Brett’s House Party @ The Goodfoot | Live Electronic Band

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BHP is a live electronic band led by extraordinary bassist, Brett McConnell.

Win Tickets ($100): Demola Live @ Aladdin Theater | Multi-Genre Violinist

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Demola (also known as “Demola the violinist”) is a musician, singer-songwriter, a multi-instrumentalist, record producer and an award winning SELF TAUGHT MULTI-GENRE VIOLINIST.

2025 4 Days of Aloha @ Clark College & Esther Short Park | Hawaiian Arts & Culture Festival

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Presented by the nonprofit Ke Kukui Foundation, 4 Days of Aloha is a one-of-a-kind cultural festival that brings the heart of Hawaiʻi to the Pacific Northwest.

Clean Energy Training Program @ Northwest Native Chamber

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Get involved in the clean energy transition with the Native Clean Energy Workforce Initiative!

Portland in the News: Goats’ Home Secured, Best Pizza, Big Pink’s New Owner & More | July 10, 2025

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At long last, the Belmont Goats have found their final home. They will live out their retirement in Pier Park and you can volunteer to help with the move. 

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 presents CONFLUENCE: Our Shared Voices 2026 Summer Festival | 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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