A round up of what’s going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!
Sangria Saturday @ Hip Chicks Do Wine | Sangria & Wine Flights
July 11 – Join us for a refreshing summer afternoon at Hip Chicks do Wine as we celebrate Sangria Saturday!
HONK! PDX 2026 @ Alberta + Montavilla Neighborhoods | Reclaiming Public Space Through the Joy of Music
July 25-26 – 🎺 HONK! PDX 2026 IS HERE TO MAKE SOME NOISE! 🎷
A-WOL Dance Collective 2026 Art in the Dark @ Mary S Young Park in West Linn | Aerial Performance in the Park
July 23-25, July 30 – August 1 – Suspended in trees, surrounded by beauty…A-WOL’s Art in the Park performance is a fantastical, full-length production set in a unique and rare outdoor theater-style setting.
The 7 Deadly Sins Pants On Fire Double Header @ The White Eagle | Portland’s Wildest and Most Interactive Comedy and Storytelling
July 18 – Eight storytellers, comedians, and PDX personalities tell wild but true stories from their own lives.
Old Town Dance – Daniel Girón @ Darcelle XV | Community Dance Class Run by Daniel Girón
July 11 – Get loose and fill the street with Daniel Girón and Darcelle’s showgirls in this free Old Town dance class.
Roses & Rosé 2026: Sip, Stroll & Support @ Portland’s International Rose Test Garden | 3-8PM
August 1 – Sip, Stroll & Support at Roses & Rosé 2026!
Rose City Vintage Expo @ Portland Expo Center | Antiques, Collectibles, Americana and More
July 24-25 – Rose City Vintage Market always presents the finest vintage dealers in the West
Portland in the News: Doggo Dates, World’s Best Cheddar, Godzilla & More | July 2, 2026
Can a date with your dog lead to true romance? A new dating show being filmed in Hillsboro attempts to match 20 singles (and their dogs).
Shoestring Circus @ Hazel Dell Commons in Vancouver | Intimate, Story-Driven Circus Experience
July 17-26 – Shoestring Circus returns to Vancouver, Washington this summer with Dreamland, an all-new original circus production performed under a vintage big top tent at Hazel Dell Commons
Win Tickets ($358): HAREFEST @ Clackamas County Fairgrounds & Event Center | The Mother of All Tribute Festivals
July 16-18 – Outstanding bands over 3 days on 2 stages! delicious foods, onsite camping, and a giant party full of of fun rock n’ roll revelers
Win Tickets ($30): McMenamins Presents Soul On the Floor with DJ CUTZ1 @ Lola’s Room | Funk, Soul, & R&B
July 11 – Kayan (DJ CUTZ1) was born and raised in the San Francisco Bay Area.
Win Tickets ($48): McMenamins Presents Taylor Bickett @ Mission Theater | Indie Pop
November 1 – Taylor Bickett is a storyteller at heart.
Saturday In The Park Vancouver Pride Event 2026 @ Esther Short Park | Community, Food, Performances, and Activities for the Whole Family
July 11 – Join us for our Annual Saturday In The Park Vancouver Pride Event!
Radical Harvest Craft Faire @ Allgood Brewing Co. | Craft Fair and Clothing Swap
July 18-19 – Radical Harvest is more than a craft fair – it’s a pop-up community center!!
Tough Shit with Oregon Humanities @ Tomorrow Theater | Featuring Sankar Raman, JT Flowers, Kayla Kennett, and Georgia Lee Hussey
July 8 – Tough Shit is an onstage conversation about the most challenging questions Portlanders are facing.
Win Tickets: Fortune Feimster: Takin’ Care of Biscuits Comedy Tour @ Keller Auditorium | Critically Acclaimed Comedy for All Ages
September 12 – Fortune Feimster is a critically acclaimed comedian, actress, and host known for her upbeat style, unique comedic perspective, and infectious energy. She invites audiences into her world where laughter and love reign supreme.
CANCELLED: McMenamins Presents Club Curfew: The 00’s – A Happy Hour Dance Party @ Crystal Ballroom | Monthly Dance Party with DJ Gregarious
July 16th – Join us for a monthly Happy Hour Dance Party with DJ Gregarious, where your night and your weekend starts EARLY!
Portland in the News: Cathedral Park’s Dragon, Coastal Surfing, Portland Fire & More | June 25, 2026
A fearsome creature has emerged in Cathedral Park. Well, actually, he’s pretty cute.
Let It Flow @ Jupiter NEXT | Petit Monde Wine Fair
July 18 – Petit Monde Wine Merchant is turning 15 and we are in a celebratory mood !
Summer Activities @ Columbia River Maritime Museum | 9 Weeks of Family Fun
Summer is here at the Columbia River Maritime Museum!
Summer/Sets Rooftop Party @ Society Hotel Portland | Live DJs & Vibes
Every Wednesday, Portland’s longest-running summer rooftop event series returns to Society Hotel for golden hour, hand-picked DJs, and a crowd that’s been showing up for years.
Naughty & Nerdy – Schools Out @ Club Privata | PNW’s Premier Lifestyle Club
June 26 – No more pencils, No more books, No more teachers’ dirty looks-Well maybe the right kind of dirty look.
Win Tickets ($56): Stomptown Presents Line ’em Up – Queer Line Dancing @ Crystal Ballroom | Portland’s LGBTQ+ Country Western Dance Hub
July 24 – Join Stomptown, Portland’s LGBTQ+ Country Western dance hub, for an exhilarating night of non-stop line dancing.
Win Tickets ($42): McMenamins Presents Tik Tok: 2010s Recession Pop Dance Night @ Mission Theater | Featuring DJ Dance Dance
November 13 – Get ready to rewind to the era of skinny jeans, Tumblr crushes, and iPod Touch playlists – when the world felt upside down but the music absolutely slapped.
Summer Chardonnay Festival @ Tumwater Vineyard in West Linn | Sip, Savor, and Celebrate
June 27 – Kick off your summer at the inaugural Summer Chardonnay Festival at Tumwater Vineyard!
Win Tickets ($30): Trad-Wife: Comedy Special Taping @ Curious Comedy Theater | Internationally Touring, Award Winning Comedy by Cat Alvarado
July 24 – An Emmy-Nominated Comedy Writer Is Opening for His Former Student. Both Are Taping Specials the Same Night.
Tits & Giggles Drag & Comedy Show @ Curious Comedy Theater | Hilarious and Fun Drag & Comedy Showcase
June 26 – Laughs PDX presents this Hilarious and Fun Drag & Comedy Showcase, featuring some of your Favorite Local Comedians and Drag Performers!
Wild Wednesdays @ Oregon Zoo | Experience the Zoo After Hours
July 1 – Experience the zoo after hours, without daytime crowds or kids.
Win Tickets ($80): Roy Rogers @ Mission Theater | Master Delta Slide Guitarist
Roy Rogers has been considered one of the world’s preeminent master Delta slide guitarists with many decades of touring the globe.
Portland in the News: Graffiti No More, Winning Blooms, Speeding Tickets & More | June 18, 2026
2,014 beautiful blooms were judged at the Lloyd Center mall this month. This will be the last Spring Rose Show held there as the mall prepares to close this August.
Spend the Day at the Farm @ Frog Pond Farm | Visit, Feed, and Interact with 80+ Animals
Have you ever met a baby llama? Now is your chance!
Friends of Dorothy with Poison Waters @ The Reser in Beaverton | A Queer Cabaret Featuring Local Talent
June 24 – Celebrate PRIDE with the incomparable Poison Waters as she hosts Friends of Dorothy: A Queer Cabaret — a one-of-a-kind live show featuring the best local talent the Portland metro area has to offer.
Midsommar-Ket and VHS Swap @ Dots | Local Artist, VHS, and Vendor Market
June 20 – The Wicker Man Returns!
The Third Lounge Presents The Variety Society Returns @ ADX | A Benefit Night of Comedy & Music
June 27 – Join us for an unforgettable night of music, comedy, and live entertainment as The Variety Society Returns brings together an incredible lineup of performers for a special benefit show supporting the future home of The Third Lounge.
The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.
The Dinner Detective is an interactive murder mystery dinner experience.
This Is An Awesome Comedy Show @ Show Bar at Revolution Hall | Featuring Sean Jordan, Kyle Kinane, and Susan Rice
July 6 – Comedians Kyle Kinane and Sean Jordan are teaming up for their only Portland shows of the summer in support of the new feature-length documentary film, This Is An Awesome Rock Show.
THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!
| Today
7 Deadly Sins Pants on Fire Freaky/Filthy Late Show @ The White Eagle Saloon | 7 True Tales, One Lie
| Comedy, events, north portland, theater
Win Tickets ($22): 2026 Corn Maze ‘5 Kind Acts’ + Pumpkin Patch @ Bella Organic Farm on Sauvie Island | Apple Cider, Trains, Petting Zoo & More
| All Ages, events, Food & Drink, Halloween, NW Portland, Visual Art
Win Tickets ($80): Haunted Corn Maze @ Bella Organic Farm on Sauvie Island | Ghouls, Zombies, Costume Party
| All Ages, events, Food & Drink, Halloween, NW Portland, theater
2026 Swan Island Dahlia Festival | 50 Acres of Blooms, Food Carts, Live Music
| All Ages, events, Food & Drink, music
7 Deadly Sins Pants On Fire Family Friendly Show @ White Eagle Saloon | Seven True Tales, One Lie
| All Ages, Comedy, north portland, theater
Win Tickets ($130): Portland Weird Fest @ Oaks Park | 60+ Vendors, Rides, Live Bands, Costume Contest & More
| All Ages, Food & Drink, music, SE Portland, Shopping
Win Tickets ($136): Dogstar w/ The Backfires @ Crystal Ballroom | Keanu Reeves, Alt-Rock
| All Ages, downtown, events, music
Win Tickets ($92): Marc Price @ Mission Theater | Comedy, Star of ‘Trick or Treat’, ‘Family Ties’
| Comedy, NW Portland
Win Tickets ($22): Decadent 80s w/ DJ NoN @ Crystal Ballroom | Portland’s Longest Running 80s Night
| downtown, events, music
2026 Cannon Beach Cottage Tour | Self-Guided Walking Tour of Beautiful Homes, Opening Night Bash
| All Ages, events, Visual Art
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