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!

Portland’s Pettiest Drag Show @ Escape Bar & Grill | Hosted by Savannah O Bennington

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Escape Bar and Grill’s Monthly Pettiest Drag Showcase, featuring some of your Favorite Local Drag Performers.

Win Tickets ($100): 2025 PDX Urban Wine Experience @ Easton Broad | 15 Wineries, Charcuterie, Dessert

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Join us for an unforgettable afternoon of exceptional wine and local flavor at the 2025 PDX Urban Wine Experience!

Animal Instincts @ Club Privata | PNW’s #1 Lifestyle Club

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Calling all sexy beasts! Let your inner animal out at our Animal Instincts Party.

Win Tickets ($10): Asher Fulero & Friends @ The Goodfoot | Dance/Electronic

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Each week, keyboard wizard Asher Fulero has a different band lined up

Win Tickets ($60): The Jins @ Mission Theater | Indie, Alternative

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The Jins have been on a tear for the last decade, bringing their fusion of incredible riffs, bombastic drums, and driving basslines to fans first in Vancouver, and then across Canada and the US.

Win Tickets ($50): Kyle Gordon @ Mission Theater | Musical Comedy

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Kyle Gordon and his Band present a one-of-a-kind musical comedy experience unlike anything you’ve ever seen before in your entire life ever.

Portland In The News: 3-D Printed Footwear, Forest Hikes, Bigfoot Sightings & More | April 17, 2025

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Portland’s sunny weather is a perfect match for a hike in Forest Park. Portland Monthly has 8 routes to suit your forest bathing needs. There’s no shortage of good eating in the PDX dining scene. The Eater’s Guide to Portland narrows down the options and includes a PDX Pipeline favorite: Rangoon Bistro. Get the giant…

Win Tickets ($76): Seun Kuti @ Aladdin Theater | Egypt 80, Son of Afrobeat Pioneer Fela Kuti

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Seun Kuti is a Nigerian musician, singer, and songwriter renowned for his captivating performances and socially conscious music.

Win Tickets ($105): The Hard Quartet w/ Evicshen @ Revolution Hall | Feat. Stephen Malkmus, Matt Sweeney & More

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The Hard Quartet has leveled, cultivated, and made lush an entirely new steppe in the ecosystem of guitar-bass-drums-voice agriculture

Win Tickets ($56): Deerhoof w/ The Ghost Ease & Kusikia @ Revolution Hall | Indie Rock, Alternative

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For a band that seems to thrive on collapse, it’s simply amazing that this US/Japanese quartet is now celebrating their 31st year.

Win Tickets ($87): Jason Cheny @ Aladdin Theater | Taiwanese American Comedian

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Jason Cheny is a Taiwanese American stand-up comedian based in Los Angeles.

Win Tickets ($90): Boeing Boeing @ Experience Theatre Project | Immersive Comedy Farce

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Take a plane ride back in time to a 1960 Paris apartment, with 3 flight attendant fiancées, 1 bachelor, and plenty of immersive turbulence!

2025 Gorge Artists Open Studios Tour | Free, Self Guided Tour Featuring 48 Artists

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Spring in the Columbia Gorge and the 2025 Gorge Artists Open Studios tour go hand in hand!

2025 Easter Eggstravaganza @ Packer Orchards | Egg Hunts, Tulips, Easter Bunny

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Hop on over to our Easter Eggstravaganza on April 19th and 20th for a weekend full of springtime fun!

Villains Era @ UnderBar Vancouver | Local Drag Showcase

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From our sponsors: Villains Era April 19, 2025 9-11pm | $15 | 21+ Purchase Tickets: eventbrite.com UnderBar 1701 1/2 Broadway St, Vancouver, WA 98663 UnderBar’s Monthly Villains Era Themed Drag Showcase. Hosted By Mother Darkness, Honey Hart.

Seattle Opera presents Tosca @ McCaw Hall | Giacomo Puccini’s Melodrama

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Giacomo Puccini’s melodrama returns to the McCaw Hall stage in a classic production that “has just about everything: great tunes, desperate lovers, loads of action, and a bad guy you’re going to love to hate”

The Storyteller @ Artists Repertory Theatre | World Premiere, Inspired by Shakespeare’s ‘The Tempest’

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Seventeen-year-old Randi has always lived with her dad, off-grid on a rotting old houseboat along the Columbia River’s edge.

Win Tickets ($10): High Sierra Music Fest Band Contest @ The Goodfoot | 4 Bands, Hosted by Scott Pemberton

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We are thrilled to be hosting High Sierra Music Festival’s band contest this evening.

2025 Bend Women’s Expo @ Seventh Mountain Resort | Shopping, Workshops, Networking

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Step into a world designed just for you at the Bend Women’s Expo! Join us at the beautiful Seventh Mountain Resort on May 24, 2025

Win Tickets ($40): UNGUILT. Phish Afterparty @ The Goodfoot | Live Electronic Music Collective

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We are stoked to present this very special collaborative show after Phish!

Keepin’ It Klassy @ Escape Bar & Grill | Drag & Comedy Show

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Escape Bar and Grill’s Monthly Drag & Comedy Show, featuring your Favorite Local Drag Performers!

2025 Savor SW Washington Wine @ Battle Ground Community Center | Wine Tasting + Gourmet Bites

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This year marks the 200th anniversary of grape growing in Washington State, making Savor SW Washington Wine a celebration of history, community, and culinary excellence.

Denim & Diamonds @ Club Privata | Portland’s Premiere Lifestyle Club

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Come join us as we celebrate the best of both worlds, casual and glamorous, with our Denim & Diamonds Party at Club Privata!

Win Tickets ($72): Ebo Taylor & Pat Thomas @ Revolution Hall | Ghanaian Guitarist, Afrobeat, Afro-pop

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May 10 @ Revolution Hall – Immerse yourself in a night of rich musical heritage and cross-cultural rhythms, featuring the legendary Ghanaian guitarist, composer, and producer Ebo Taylor.

Tea & Bloom Spring Tea Fair @ Lan Su Chinese Garden | Music, Shopping, Blossom Tours

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Sip and shop with local tea-centric vendors, enjoy live traditional Chinese music performances, and marvel at the magic of spring with Lan Su’s horticulture specialists.

2025 Portland Cinco de Mayo Half Marathon, 10k, 5k | Scenic Course Along Springwater Corridor Trail

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Celebrate Cinco de Mayo with Running a Half, 10k or 5k on May 4th!

Portland in the News: Historic Old Town, Birding at Rest Stops, Free Food Market & More | April 10

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What do bathroom breaks and birding have in common? Travel Portland reports due to spring migrations rare birds can be spotted at rest stops all around Oregon. Oregon DMVs have been inundated with appointment requests as the deadline to get a REAL ID in order to board flights approaches. And good news for Goonies fans:…

Win Tickets($8-40): 2025 Crafty Wonderland Spring Art + Craft Market @ Oregon Convention Center | 200+ Booths of Handmade Goods

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Shop Handmade, Support Local at the Crafty Wonderland Spring Art + Craft Market!

Alice in Wonderland Teas @ Victorian Belle | Sweet & Savory Bites Paired w/ Teas

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The Victorian Belle’s Alice in Wonderland-themed Afternoon Teas are a fun and elegant way to celebrate in April and May!

With Love From PDX Now Offering Bi-Weekly CSA Boxes | Locally Grown Fruits & Veggies

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Eat healthy and local with our new Community Supported Agriculture boxes!

Portland 2025 Easter Brunch @ The EastBurn Public House | Eggs Benedict, Mimosas, Cocktails, Bloody Marys & More!

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Have your eggs how you really want them at EastBurn’s Easter Brunch!

NW’s Largest Garage Sale & Vintage Sale @ Clark County Event Center | 800+ Indoor Sales

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Get ready for the ultimate shopping experience at the NW Largest Mega and Vintage Sale on April 19th!

Build a Charcuterie Board Workshop @ Hip Chicks Do Wine | Learn Cheese Cutting Technique, Includes Wine or NA Drink

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Join us in learning how to create your own Charcuterie Board!

Reach the Beach 2025 | Bike From Sauvie Island to Fort Stevens State Park, All Ages & Skills, Multiple Start Locations, Scenic Landscapes

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Kick off your cycling season with the American Lung Association’s 35th annual Reach the Beach Oregon!

Win Tickets ($50): Easter Egg Hunt @ Lee Farms | Prizes, Farm Animals, Crafts & More

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Pick your own prizes, decorate a sugar cookie, color & craft, visit ALL the farm animals, play on the farm Bouncers, Haymazes, Slides and more!

Portland Choir & Orchestra performs Brahms’ Requiem @ Reser Center | Performed in German w/ English Subtitles

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The 150 musicians of Portland Choir & Orchestra have been delighting audiences with inspiring choral and orchestral music for 20 years.

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 Festival 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.

Happy Hour Sightseeing @ Portland Spirit | Food, Drinks, + River Sailing

Perfect for a happy hour on the river with friends, a family adventure or visitors scoping out Portland for the first time.

McMenamins Presents 7DS: The Absolute Worst Show: Worst. Vacation. Ever @ White Eagle Saloon | Interactive Open Mic Comedy & Storytelling

The Absolute Worst is an interactive, open-mic comedy/storytelling show where audience members face off against three curated comedians and storytellers to find out who can lay claim to having lived the worst love story ever, with both absolutely fabulous and absolutely terrible prizes at stake.

Win Tickets ($44) McMenamins Presents Coda (Led Zeppelin Tribute) @ Mission Theater | Rock & Roll

CODA is a Seattle-based Led Zeppelin tribute super group with a cast of 6 world class musicians.

Portland in the News: Angry Birds, Sidewalks Sparking Joy, Fleet Week Delays & More | June 4, 2026

Is your sidewalk sad? A Portlander has a tutorial on creating your own 'sidewalk joy' project. 

2026 White Lotus Summer Market @ Fubonn Shopping Center | FREE, AAPI Food Vendors, Artists & More

The White Lotus Summer Market returns as Portland’s premier multi-weekend outdoor market experience, bringing together food, culture, and community across four consecutive weekends.

Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings

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 ($81) McMenamins Presents Little Stranger w/ Tropidelic & Jarv @ Crystal Ballroom | Alt Indie Hip-Hop

Hailing from Philadelphia and now based in the vibrant city of Charleston, SC, alt indie hip-hop duo Little Stranger (Kevin and John Shields, no relation but best friends) have spent years honing their signature sound and perfecting their version of the 'organized chaos' that a Little Stranger live show entails.

Win Tickets ($22) McMenamins Presents Decadent 80s Dance Party @ Crystal Ballroom | Portland’s Longest Running 80s Night

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

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