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 in the News: Farmers Market w/ Chefs, Musical Street Corners, Goodbye Lloyd Center & More | May 7, 2026

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What would two lauded chefs do with $100 at PSU’s Farmers Market? The Willamette Week followed Gado Gado’s owners while they shopped for a picnic this past weekend.

2026 Mother’s Day Brunch @ The EastBurn | Mimosas, Food Specials

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The EastBurn Public House is serving up mimosas, bloody marys, eggs benedict, scrambles, hash & more for Mother’s Day — No reservations needed.

Win Tickets ($240): 2026 Portland Rose Festival | Fireworks, CityFair, Fun Runs, Parades & More

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The Portland Rose Festival has inspired the public to gather and celebrate against a backdrop of historic external forces for 119 years, demonstrating how our community can carry on traditions and celebrate unity.

Wine Wednesdays @ Negociant | Wine Flights + Flowers Mother’s Day Weekend

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This Mother’s Day weekend we’re partnering with Toadstool Flowers by Wesley Younie to bring a little color to the shop.

Grape Culture @ PAM CUT Tomorrow Theater | Tragic Comedy w/ Toni Nagy and Seraphina Supernova

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Grape Culture, created by comedian Toni Nagy and performance artist Seraphina Supernova, is a two-woman tragic-comedy stripping back the cultural bondage of domination without consent that upholds our current collective paradigm.

Portland Sage Singers presents ‘Rearview Mirror’ @ Patricia Reser Center for the Arts in Beaverton OR | Songs From Decades Gone By

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The Portland Sage Singers are gearing up for our third concert titled “Rearview Mirror,” which will be performed June 2 & June 3, 2026 at the Patricia Reser Center for the Arts.

2026 Memorial Day Weekend Wine & BBQ @ Hip Chicks Do Wine | To-Go Sangria, Wine Tasting, Discounts

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Kick off your Memorial Day Weekend with a deliciously fun and flavorful event at Hip Chicks Do Wine!

Portland Rose Festival Happy Hour @ Portland Spirit | Wine Tastings, Live Entertainment, Prizes

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Kick off the Portland Rose Festival with a lively Happy Hour cruise featuring roving entertainment, a meet and greet with the Rose Festival Court and tastings from official wine partner Sokol Blosser Winery, plus more surprises.

Frosé Fridays @ Hip Chicks Do Wine | Wine Slushies + Small Plates May – August

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

Win Tickets ($50): Foxtide @ Mission Theater | Indie/Alternative

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Made up by Elijah Gibbins-Croft, Oey James, and Ian Robles, Foxtide is a byproduct of being bred by the beach and raised by a DIY house show scene.

Win Tickets ($90): Eras @ World Forestry Center | Oratorio About Wildfires by Oregon Repertory Singers Youth Choir & Third Angle New Music

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World Forestry Center is honored to partner with Oregon Repertory Singers Youth Choir and Third Angle New Music to present Eras—a world premiere wildfire oratorio exploring the intersection of past, present, and future for both people and planet.

7 Deadly Sins: Pants On Fire @ McMenamins White Eagle Saloon | 7 Totally True Tales, One Lying McLiarpants

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Eight storytellers, comedians, and PDX personalities tell wild but true stories from their own lives.

Non-Fiction Book Flash Sale @ Rose City Reads | 1/2 Off History, Cooking, Crafts, Sports & More!

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Enjoy 1/2 off non-fiction books at Rose City Reads!

Watch Portland Fire Games @ Sticky Wicket | 7 TVs, 16 Taps, POG Shots

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Catch Portland Fire 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.

2026 Topaz Farm Live Summer Concert Series on Sauvie Island | Blind Pilot, Buffalo Traffic Jam, Joy Oladokun, Molly Tuttle & More

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Spend some evenings on Sauvie Island with the Topaz Farm Live series, a laid-back outdoor concert experience set on a working regenerative farm just minutes from the city.

Watch Portland Fire @ Pizza Roma | 22 Beers on Tap 12 Large TVs

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12 Large TVS, Including 3 Bar TVs to watch Fire games!

Portland in the News: Baby Ducks, Horses Along 82nd, Flower Moon & More | April 30, 2026

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Residents of a Milwaukie senior living facility were visited by a mama duck who birthed a brood of ducklings in a balcony.

Spring Butchery Classes @ MEATSTUFF | Sausage Making, Pig Butchery, Private Classes & More

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All classes are inclusive of meaty apps, a meal, house wine, beer, & no proof bevs!

Watch Portland Fire @ Birdie Time Pub | $2 Rainier & $5 Wings

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Enjoy $2 Rainiers and $5 wings during game time!

VHS & Vendor Market + Halfway to Halloween Party @ Dot’s Cafe | Costume Party, VHS Swap, Local Vendors, Plants, Mother’s Day Gifts

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Saturday, May 2nd is our next VHS and Vendor market. Plenty of awesome tape vendors side by side with some of the best local artists in the city.

Verdi’s Requiem @ Keller Auditorium | Feat. Portland Opera Orchestra & Chorus + The Choral Arts Ensemble of Portland

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Verdi’s Requiem is music that reaches directly into the soul. It is a powerful, emotional journey through life, death, and the hope for something greater.

Destination Comedy @ The Hostel Cafe | FREE, Stand Up + Learn New Places to Visit in Portland

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Stand up comedians tell hilarious jokes and then tell you exclusive spots in Portland to visit!

Win Tickets ($70): Brent Gunter: Trade Winds Premiere Concert @ Newmark Theatre | Flamenco-Inspired Guitar, Melodic Rock

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On May 15, composer and guitarist Brent Gunter will premiere his new instrumental album Trade Winds in a special live concert production at the Newmark Theatre.

Win Tickets ($60): 2026 McMenamins UFO Festival @ Hotel Oregon in McMinnville | Alien Costume Ball, Parade, Live Music & More

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Get ready, earthlings: The 26th Annual UFO Fest will be landing soon for three days of out-of-this-world fun!

CANCELED – Win Tickets ($46): Alt Bloom @ Mission Theater | Alternative Soul

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Alt Bloom is an alternative soul artist from Montana who discovered his passion for music at a young age singing and playing with anyone he could while growing up.

2026 Camas Plant & Garden Fair | Kids Activities, Live Music, Food & More

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Held the day before Mother’s Day, the plant fair draws in thousands of people to enjoy and explore the amazing selection of plants, trees, garden art and supplies, and much more provided by our dedicated local growers and vendors.

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

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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.

Win Tickets ($46): Caroline Kingsbury: Shock Treatment Tour @ Mission Theater | Indie Pop

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Expect a larger-than-life energy to her iridescent make-up, Bowie-esque boot-and-blazer get-ups and ready-to-risk-it-all ballads that are abundant in brutally honest and vulnerable storytelling lyrics.

Bubbles & Bites @ Hip Chicks Do Wine | 2026 Mother’s Day Weekend

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Celebrate Mom all weekend long at Bubbles & Bites at Hip Chicks do Wine!

Farmhouse Kitchen x Veganizer | $45 for 5 Vegan + Gluten-Free Small Plates

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From Sunday, April 26 to Sunday, May 3, enjoy the Farmhouse Kitchen x Veganizer menu with creamy tom kha soup, vibrant veggie fresh roll, refreshing pomelo salad, spicy tom yum mapo tofu

Win Tickets ($20): Club Curfew: The 90s w/ DJ Gregarious @ Crystal Ballroom | A Happy Hour Dance Party

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Join us for a monthly Happy Hour dance party with DJ Gregarious where your night and your weekend starts EARLY!

Win Tickets ($70): Gus Constantellis – The Book Tour @ Mission Theater | Greek American Stand-Up Comic & Cookbook Author

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Gus Constantellis (he/him) is a gay, first generation Greek American stand up comedian and writer raised in Brooklyn, whose sharp, fast paced comedy draws from his loud immigrant family, Greek heritage, and raunchy yet relatable dating stories.

Portland in the News: Farmers Market Turns 20, Champagne, Historic Gayborhood Revival & More | April 23, 2026

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Portland’s Montavilla Farmers Market celebrates 20 years of slinging local goods. Bridgetown Bites sat down with one of the market’s founders Lisa Hebert to discuss the market’s rich history. Time to pop bottles! National Geographic has named Oregon’s Willamette Valley as the next Champagne region. And a new bar hopes to restore downtown Portland’s former…

Portland Choir & Orchestra presents Prairie Fire: An American Frontier @ Rolling Hills Church in Tualatin OR | Internationally Recognized Principal Cellist Carter Brey

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Internationally recognized and Principal Cellist, Carter Brey, currently performing with the New York Philharmonic Orchestra headlines a Limited Engagement concert, “Prairie Fire – An American Frontier Rhapsody”, with the Portland Choir & Orchestra. 

Win Tickets ($44): Love Isn’t Blind @ Sentinel Hotel | A Comedy/Dating Show Where the Men Can’t Speak

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In this dating experiment, men compete on stage for one lucky bachelorette, with the little caveat that the men can’t speak.

Win Tickets ($40): Fox Walker w/ Hard Maybe & Zyanna @ Showbar | Neo Soul Night

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Fox Walker is a large R&B/Neo-Soul band from Portland, OR, bringing the message of community, authenticity, and self-confidence through music.

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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