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!

Watch Trail Blazers Playoffs Games in Portland | Downtown, Southeast, North, & NW

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Watch 2021 Trail Blazers playoff games in Portland. Round one vs Denver Nuggets. Places to watch in downtown Portland, Southeast, North, NE, and Northwest.

Many Portland Weekend Events: A Thousand Ways, Outdoor Music, Bar Muselet AAPI Food Pop Up & More! | May 20-23, 2021

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The weekend is back, Portland! Boom Arts presents: A Thousand Ways (Part Two) – a safe theater experience. Botanist is hosting a lot of live shows on their huge patio. And Memorial Day Weekend is coming up including Pix-O-Matic’s birthday, wine tasting, live music & More!

Portland in the News: North Portland Artist Sanctuary, Trapping Murder Hornets; Pride Mural & More | May 20, 2021

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Local Grammy winner Esperanza Spalding is looking for local support for a new artists sanctuary in North Portland.

Pride Northwest is working on a new mural in NW Portland dedicated to Portland’s LGBTQ+ community.

And the Portland Diamond Project hopes if the Oakland A’s leave Oakland, they’ll consider calling the Rose City home.

Pix Pâtisserie Celebrates Pix-O-Matic’s 1-Year Anniversary | FREE Cake & Special Treats Over Portland 2021 Memorial Day Weekend

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May 28-30 @ Pix Patissiere – The Pix-O-Matic saved Pix and we want to thank all of you for giving it a go. Please come to our birthday “party” (once again Pix-O-Matic style).

New Portland Jobs: Powell’s Books, Perch Furniture, CD Baby & More! | May 18, 2021

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Here are the latest Portland job listings on PDX Pipeline for the week including The Tidy People, Habitat for Humanity & More!

Bar Muselet Presents Asian American Pacific Islander Month Pop Up @ The Lobby at Lechon | Wine & Food Pairing

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May 23-24 @ The Lobby at Lechon -This Pop-Up will features Oregon wines with food pairings by two of Portland’s young guns and up and coming Asian American chefs, Chef Christian Yuen and Chef Dexter Gaddi.

Confronting Toxic Productivity | Learn How To Achieve Goals Without Sacrificing Your Life

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May 28 – Are your hours increasing as your productivity dives? In this course, you will learn where toxic productivity comes from and how to stop it! 

Bar Muselet Wine Wednesdays Pop Up @ The Lobby at Lechon | Oregon Wine Month, Flights of Limited Cellar, Library and Older Vintages, Snacks

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May 19 & 26 at Road Beers @ Back Pedal – May is Oregon Wine Month, and to celebrate, we’re bringing the wineries to the city.

Rose City Rollers Present Roller Disco on the Rooftop @ Lloyd Center | Featuring DJ Gregarious Cline

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May 22 @ Lloyd Center – Join the Rose City Rollers for outdoor, socially distanced, open air skating on the Rooftop at Lloyd Center’s West End Parking Structure!

PDXWIT Presents May Happy Hour: Celebrating AAPI | Hosted by Autodesk, Centered on the Asian American and Pacific Islander Experience

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May 18 – Join us for a special edition Virtual Happy Hour hosted by Autodesk and centered on the Asian American and Pacific Islander experience in tech.

Many Portland Weekend Events & Giveaways ($250+): Immerse 2021, A Thousand Ways (Part Two), Sangria Saturday & More! | May 13-16, 2021

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The weekend is back, Portland! Sangria Saturday returns to Hip Chicks Do Wine. Find new group of friends at Sober Social in the Park. And weather this weekend should be perfect for Rose City Roller’s outdoor skating near the waterfront!

Portland In the News: Shutdown Endgame; Japanese American Museum Of Oregon; “Shrill” Actors Love Portland & More | May 13, 2021

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If you needed one more reason to go get your COVID-19 vaccine, we’ve got it: Gov Kate Brown will lift most restrictions once 70% of the state has at least one vaccine dose.

At your next Portland Pickles game, fans will be able to bite into a pickle from Picked Wickles Pickles.

And Portland has a new museum. The Japanese American Museum Of Oregon is located in Portland’s former Japantown, or Nihonmachi.

ENSO Winery Celebrates 10 Years w/ Retro Design | Flights, Glasses, Light Food Menu, Indoor & Outdoor Seating, Reservations

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As we celebrate our 10-year anniversary of being open here on Stark St, we figured it was time to go back to our roots with new (retro) bottle designs.

Boedecker Cellars Winery, Tasting Room & Bottle Shop Now Open in NW Portland | Build Your Own Cheese Boards, Huge Outdoor Space, PDX Pipeline Discount

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Come taste Willamette Valley wines where they are made, right here in PDX!

New Portland Jobs: The Outreach Team, Powell’s Books, SeatGeek & More! | May 11, 2021

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Here are the latest Portland job listings on PDX Pipeline for the week including Rose City Rollers, The Tech Academy & More!

Cider Summit Portland Festival To-Go Is Back for 2021! | Curated Tasting Experience, Pickup, Delivery, Shipping

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Cider Summit Portland is now accepting preorders for its Festival-To-Go Tasting Kits, as it announces its 11th annual local festival will be held virtually again this year.

Freeland Spirits Outdoor Patio Now Open! | Tastings, Flights, Mini Cocktails, Snacks

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At long last, Portland! The beautiful Freeland patio is now open. For now we’re only serving tastings and mini-cocktails, like the Spring Fever and Lavender Gimlet.

Protectly Presents Respokare Anti-Viral Mask | Inactivates 99.99% of 18 Flu Viruses

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RespoKare Anti-Viral Mask inactivates 99.99% of 18 flu viruses, including Coronavirus, influenza type A and B, bird and swine flu, and more!

Discover Portland’s Hidden Mysteries w/ Urban Adventure Quest’s Amazing Scavenger Hunt Adventure! | Stay Active Outside, Discount / Promo Code

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Looking for a way to turn Portland into a giant game board? Get your family outside with a city-wide scavenger hunt.

Boom Arts Presents: A Thousand Ways (Part Two) An Encounter by 600 Highwaymen @ The Armory | A Safe, In-person Theatrical Experience for 2

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May 14-16, 21-23 @ The Armory – 600 HIGHWAYMEN’S A THOUSAND WAYS is an enthralling, imaginative, and profound social experience that delivers us from isolation to congregation.

Portland in the News: Cute Dogs, Portland’s Best Movies, Where to Get Your Shot & More! | May 6, 2021

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“Come for the immunity, stay for the dogs!” OHSU employees have started an Instagram full of photos of canine companions accompanying their humans to their COVID 19 vaccine appointment. And other Portland happenings…

Many Portland Mother’s Day Weekend Events: Brunch, Concerts, Markets, Trail Blazers, Timbers, & More | May 6-9, 2021

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See our big list of Portland events including Portland Trail Blazers welcome fans back, Mother’ Day brunches & events, Timbers take on Seattle, local markets, concerts, and more! 

New Portland Jobs: CD Baby, Leatherman, Allied Works & More! | May 4, 2021

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New Portland job listings including CD Baby, Delmain, Leatherman, Albertsons, Kinship House, Reed College, Bulk Bookstore, Camp Fire Columbia, Northwest Mothers Milk Bank, Allied Works, Seagrape Apothecary, A-WOL Dance Collective, & more!

Mother’s Day Gift Baskets @ Hip Chicks Do Wine | Local Products, Customizable, Delivery

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Order your gift basket for Mom (or for yourself) soon! We have a customizable gift basket with tons of locally made products. You can order the full basket or pick and choose the pieces you want for your own gift giving.

Where to Watch 2021 Kentucky Derby in Portland | Outdoor Viewing, Private Bar & More!

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The 2021 Kentucky Derby is set to run May 1, 2021. The race will run starting 3:50PM Pacific time in Louisville, KY.

Immerse 2021 – A Virtual Benefit for The Freshwater Trust | Behind The Scenes Opportunity, VIP Care Package

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At Immerse 2021, you’ll have the behind-the-scenes opportunity to immerse yourself in The Freshwater Trust’s analytical approach and data-driven work to fundamentally change how all rivers are fixed.

Celebrate Mom w/ Stem Wine Bar in North Portland | 2021 Mother’s Day Wine & Chocolate Flight, Vegan Mother’s Day Brunch

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May 9 @ Stem Wine Bar – Celebrate and treat the AMAZING mothers in your life to Stem’s Mother’s Day Specials!

Portland In the News: How to Get a COVID-19 Shot; Purple Tomato; 6th Seat in Congress & More | April 29, 2021

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If you still haven’t gotten your COVID-19 vaccine, here’s a handy tool to find an appointment or walk-in clinic.

OSU has created another antioxidant-rich purple tomato! Seeds are now available for the Midnight Roma.

And because of population growth in the Beaver State, Oregon is getting a 6th seat in Congress.

Many Portland Weekend Events & Giveaways ($250+): Farmers Markets, Waterfront Skating, Tulip Festival’s Final Weekend & More! | April 29-May 2, 2021

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The weekend is back, Portland! Sangria Saturday returns to Hip Chicks Do Wine. Rose City Rollers present outdoor skating near the waterfront and this weekend is your last chance to see the Wooden Shoe Tulip Festival.

New Portland Jobs: Grovemade, Allied Works Architecture, Rose Haven & More! | April 27, 2021

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Here are the latest Portland job listings on PDX Pipeline including Bench Craft Company, Bluestone & Hockley & More!

Sober Social in the Park with My Sober Girlfriends | A Friendship Community for Growth-oriented Sober Women, Raffle

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My Sober Girlfriends is Portland’s first friendship community for growth-oriented sober women. They’ll be meeting in a park near you weekends during the month of May.

Free2Move Carsharing is Coming to Portland | Free Registration, Easy To Use App, Access 200+ Vehicles

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Carsharing is coming back to Portland. Free2Move Carsharing offers a new mobility service for those who want greater flexibility in how they travel in and out of the city.

Portland Farmers Market 2022 Market Schedule & Info | King, Shemanski Park, Kenton, Lents International, PSU

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Two Portland Farmers Markets will be opening the first week of May: King Farmers Market: Opens May 1 & Shemanski Park Farmers Market Opens May 4!

Portland In the News: Naked Bike Ride Canceled for 2021; Vaccine Appointment Finder; Oregon’s “Wish Recycling” & More! | April 22,2021

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Despite our tendency to “wish recycle,” Oregonians are still ranked near the top of greenest states in the US.

Like many large venues across Oregon, Oaks Park in SE Portland is now open with 15% capacity.

And despite not being able to ride together this year for World Naked Bike Ride, organizers are still encouraging cyclists to bike naked during the full moon.

Many Portland Weekend Events & Giveaways ($250+): Crab, Seafood & Wine Festival, Pizza Week, LIVE Comedy Spectacular, Oscars & More! | April 22-25, 2021

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The weekend is back, Portland! Murder mystery dinner theater is back in Portland Saturday with The Dinner Detective. Pix Patisserie is pairing wine & macarons. And Pizza Week features dozens of delicious pies across the city!

Material+Movement Features Popup @ Redux | Design Your Own Jewelry, Mother’s Day Gift Idea

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April 24 @ Redux Boutique – Material+Movement is popping up inside Redux Boutique for a Design Your Own jewelry event in time for Mother’s Day!

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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