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: Rocky Horror, Zymoglyphic Museum, Moon Walk & More | August 21 2025
If you’ve ever done the ‘Time Warp’, you may have the Clinton Street Theater to thank.
PICA’s 2025 Time-Based Arts Festival | Performances, Exhibitions, & Interdisciplinary Work, 28 Artists in 10 days
Portland Institute for Contemporary Art (PICA) announces TBA:25, the 22nd edition of the Time-Based Art Festival, taking place from September 4 – 14, 2025 at PICA and around Portland.
2025 Labor Day Weekend Wine & BBQ @ Hip Chicks Do Wine | Wine Tasting Small Plates Discounts
Celebrate Labor Day Weekend with a deliciously fun and flavorful event at Hip Chicks Do Wine!
2025 Rose City Comic Con @ Oregon Convention Center | Comics, Gaming, Cosplay, Anime & More!
Portland’s premier pop culture event, Rose City Comic Con, is produced locally with a weird and wonderful vibe that’s unique to the Pacific Northwest.
Portland Spirit Brews on Board | Taste Beers & Ciders from 12+ Local Breweries
Taste your way through Northwest brews on this craft beer tasting cruise aboard the Portland Spirit!
Win Tickets ($108): Aly & AJ @ Arlene Schnitzer Concert Hall | Sisters Pop-Rock Duo
Platinum-selling sister duo Aly & AJ are hitting the road this fall in support of their new album, Silver Deliverer, and Portland fans will get their chance to experience it live.
Win Tickets ($10): Greaterkind @ The Goodfoot | Jazz Fusion, Funk
Greaterkind features Charlie Brown III, Peter Knudsen, Cory Limuaco, and Ian “Yuck” Lindsay.
Win Tickets ($150): 2025 Italy in the Valley @ Cana’s Feast | Wine, Food, Music
Started in 2009, Italy in the Valley is a celebration of wine, food, music, and friendship.
New Wellness Studio Opening in Beaverton – The Tox Portland Cedar Hills
The Tox Technique is a signature approach to bodywork, blending intentional movement and sculpting methods to support your body’s natural rhythm and flow.
Portland in the News: World’s Ugliest Dog, Trail Blazers Sold, Vegan Fast Food & More | August 14, 2025
What do you get when you cross Batty from FernGully with a shell-less armadillo? Something approximating Petunia, a two-year old English Bulldog from Eugene, who was just crowned World’s Ugliest Dog.
Win Tickets ($24): Deltaphonic w/ Superplume @ The Goodfoot | Rock, Blues, Funk, Soul
At the crossroads of Southern rock, blues, funk and soul, Deltaphonic has spent the last decade developing an unmistakable sound.
Win Tickets ($24): Joslyn & The Sweet Compression @ The Goodfoot | Soul-Funk
A rising force out of Lexington, Kentucky, the band led by Joslyn Hampton come out swinging on their sophomore album, ready to uplift and inspire through their singular and stirring soul-funk sound.
2025 MADE Bike Show @ Zidell Barge Building | 200+ Exhibitors, A Celebration of Craft, Community, and Innovation
Set against the industrial backdrop of the legendary Zidell Yards along the Willamette River, the event offers a unique intersection of artistry, performance, and forward-thinking design in the world of bikes.
2025 Silobration NW @ Abbey Road Farm | Wine, Food Trucks, 40+ Makers
Join us for Silobration NW, a two-day celebration of wine, food, music, and fun at Abbey Road Farm!
Win Tickets ($200): 2025 Mississippi Avenue Wine & Beverage Walk | Wine & Beverage Tasting, Shopping
Get ready to wine a little, laugh a lot, and stroll your way through one of Portland’s most vibrant streets.
2025 Viking Beer Festival @ Nordic Northwest Campus | Beer & Mead, Live Music, Nordic Food, Axe Throwing
Embark on a mesmerizing journey to the heart of Viking heritage at the 2025 Viking Beer Fest!
Sip & Shop @ Hip Chicks Do Wine | Wine Flights, Local Vendors
Join us for an afternoon of wine, shopping, and local creativity at the Sip & Shop event at Hip Chicks Do Wine!
2025 Portland Adult Soapbox Derby | All Ages, Shoebox Derby, Schedule, Photos
As usual the date for our event remains the third Saturday in August which in 2025 is August 16. The event will run from 10a-4p for the public and will be held on Mt. Tabor.
Plant Bingo @ Rae Loft | Win Live Plants, Drinks, Snacks
This isn’t your average bingo – each player enters for a chance at a JUNGLE OF WINNINGS!
Taylor Tomlinson: The Save Me Tour @ Arlene Schnitzer Concert Hall | ‘After Midnight’, ‘Quarter-Life Crisis
A rare talent who has garnered mass appeal at a young age, stand-up comedian Taylor Tomlinson continues to receive praise from fans and critics alike.
OUTRO @ 21ten Theatre | A New Psychedelic Country Musical
Wynn’s off her meds and writing again, but this time it’s a swan song. When she finishes these last songs, her OUTRO, she plans to end her life. But the ghost of her father Stan has other ideas.
McMenamins Edgefield Moveable Feast | Multi-Course Progressive Dinner
A gastronomic adventure awaits… Savor summer at Edgefield’s Moveable Feast!
2025 Art in the Pearl | FREE, 100+ Artists, Craft Demos, Food, Labor Day Weekend
Art In The Pearl has been named one of the top 10 Arts and Crafts Festivals in the country.
CANCELLED: 13 Till Midnight @ Mission Theater | Taylor Swift Tribute
13 Til Midnight takes you on a journey through Taylor’s greatest hits, deep cuts and fan favorites, across eras and albums.
Win Tickets ($40): An Evening w/ Brett Dancer (Baltimore) / Track Mode Recordings @ The Sonder Bar | Deep House, Dance
Originally from Kalamazoo, MI, Brett Dancer began buying records in 1984, and by 1986 was fully immersed in Chicago house music.
Win Tickets ($58): 2025 NW Natural Street of Dreams | Tour 18+ Extraordinary Homes
Spanning four extended weekends (Thursdays–Sundays), the 2025 show features a dynamic mix of luxury, innovation, and housing diversity, reflecting the evolving dream of home.
Win Tickets ($46): Henrik @ Mission Theater | Indie Folk
Henrik is a 23 year old independent folk artist from Salem County, NJ. He’s been writing songs since he was a little kid
Win Tickets ($42): Fred Cole Birthday Celebration w/ Toody Cole, Los Hackals, The Reverberations @ Crystal Ballroom | Garage Rock
We are giving away another pair of tickets to the Fred Cole Birthday Celebration w/ Toody Cole, Los Hackals & The Reverberations @ Crystal Ballroom on August 28. To win, comment below on this post why you’d like to attend. Winner will be drawn and emailed August 25. Join Our Newsletter & WIN Portland Tickets!…
Portland in the News: Who is Dillon, Block Parties, Incoming Emergency Alert & More | August 7, 2025
Have you ever wondered what a pickle does for fun in Portland? Willamette Week asked our favorite fermented friend, Dillon T. Pickle, how he spends his day.
2025 Kenton Street Fair | FREE, 90+ Vendors, Live Music, Local Food
Kenton Street Fair returns for its 13th year on N. Denver Ave in the heart of Downtown Kenton.
Afternoon Garden Teas @ Victorian Belle | Sweet + Savory Bites, Iced + Hot Tea, Wine
The Victorian Belle’s Afternoon Garden Teas are a fun and elegant way to celebrate in August and September!
Win Tickets ($250): 2025 Circle V Portland @ Castaway Portland | 20+ Restaurants, Craft Beverages, Vendors
Circle V Portland is back for its second year! Join us for a one-of-a-kind tasting extravaganza celebrating our city’s delicious plant-based food and drink scene.
2025 Jade International Night Market @ PCC Southeast Campus | FREE, Food & Retail Vendors, Live Entertainment
The Jade International Night Market, organized by APANO, is a vibrant, free annual celebration of the diversity and multicultural communities that make up the Jade District and East Portland.
Roller Derby Global Championship Rematch @ The Hangar | Rose City Rollers vs Arch Rival from St. Louis
Portland’s reigning World Champions, the Rose City Rollers, take on Arch Rival from St. Louis on 8/23!
2025 Sunflower Festival @ Bella Organic | 5 Acres U-Pick, Food, Wine, Farm Animals
Bella Organic Farm’s Sunflower Festival is officially open from August 8th every day until September 7th, 2025!
2025 NW Natural Street of Dreams | Tour 18+ Extraordinary Homes
The NW Natural Street of Dreams®—a signature summer event produced by the Home Building Association of Greater Portland (HBA)—returns July 31–August 24, 2025.
THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!
| Today
New Portland Jobs: A to Z Wineworks, Tualatin Valley Fire & Rescue, Bulk Bookstore & More
| Jobs
This Is An Awesome Comedy Show @ Show Bar at Revolution Hall | Featuring Sean Jordan and Kyle Kinane
| Comedy, SE Portland
Win Tickets ($38): Forest Pub: Drag as a Doorway to the Forest @ Mission Theater | An Evening of Drag, Dialogue, and Connection with Nature
| events, LGBTQ, NW Portland
ForestFest: Free Day at the Discovery Museum @ World Forestry Center | Hiking, Live Music, Storytelling, and More!
| Active Lifestlye, All Ages, Books, events, music, NW Portland
Watch Portland Fire @ The High Dive | Happy Hour, Service Industry Discounts
| events, Food & Drink, Portland Fire, SE Portland, sports
Scooped Ice Cream Festival @ Esther Short Park in Vancouver, WA | 50+ Flavors of All You Can Eat Ice Cream
| Food & Drink
Chamber Music Northwest presents CONFLUENCE: Our Shared Voices 2026 Summer Festival | 70 of the world and our region’s finest chamber musicians!
| music
TeaFestPDX @ World Forestry Center | A Celebration of Tea Culture
| events, Food & Drink
St. Helens Independence Day Celebration 2026 @ Columbia View Park | Music, Food, and Activities for All Ages
| All Ages, events, Free
Win Tickets ($160): 2027 Portland Folk Festival @ Crystal Ballroom | 30+ Local & National Artists
| music
Win Tickets ($86): McMenamins Presents Madison Ryann Ward @ Mission Theater | Contemporary Christian, Pop + R&B
| music
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