A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
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.
Ladies Night Out @ Club Privata | Portland’s Premiere Lifestyle Club
Dress to impress and step into a world where the men perform for you. Get prepared for us to bring you a show from 8-10pm full of seductive male dancers.
Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings
Wine Wednesday is now in its third year and has become a staple in our weekly routine and part of the tradition around here.
Win Tickets ($56): Iron Maiden vs Metallica @ Crystal Ballroom | Feat. Fear of the Dark & Battery, Inc.
Prepare to be transported to the hallowed grounds of Rock & Metal as Fear Of The Dark unleashes a sonic assault of Iron Maiden anthems.
FREE Improv Workshop @ Deep End Theater | Lead by Domeka Parker
Join us for a fun afternoon of play! In this workshop we will dip our toes into Deep End’s unique improv style.
Win Tickets ($102): The Living Tombstone @ Roseland Theater | Electronic Duo
The Living Tombstone is a musical project founded by Yoav Landau in 2011, initially as a YouTube channel and solo venture.
Portland in the News: From ‘Ghost Mall’ to Startup Hub, Paddleboards vs Blackberries, Places of Pride & More | July 31, 2025
A new exhibit at the Architectural Heritage Center honors Portland spaces that were safe havens for the LGBTQ+ community.
The People’s Courts Pickle Ball Destination | Premium Food & Beverage, Ping Pong, Bocce Ball & More
The People’s Courts is Portland’s premier pickleball event destination hosting corporate parties, teambuilders, wedding parties, birthdays, and more!
2025 Vancouver Wine & Jazz Festival @ Esther Short Park in Vancouver WA | 18 Bands, 70 Wines, 20 Artists & Crafters
The 2025 Festival features nationally acclaimed jazz, blues, and gospel bands.
Win Tickets ($80): Forest Pub @ Mission Theater | Wildfire & Wine – from Vineyard to Palate
Join us for an evening of insight and conversation as we dive into the complex and sensitive relationship between wildfire and wine.
Frosé Fridays @ Hip Chicks Do Wine | New Wine Slushy Every Week
Kick off the weekend and beat the heat with a Wine Slushie and delicious seasonal small plates!
Naughty Negligee @ Club Privata | Portland’s Premiere Lifestyle Club
What a way to get the weekend started and get some relief from a busy work week.
2025 August Fruit Loop Events in Hood River & Parkdale | U-Pick Peaches, Sunflowers, Pickle Festival & More
Experience U-Pick Peaches, Sunflowers, Pickle Festival & More at the Hood River Fruit Loop this August!
Last Thursday Art Opening @ The Goodfoot | Featuring Kyle Allen, Lea Barozzi & Nic Vik
This months feature artists are Kyle Allen, Lea Barozzi & Nic Vik. Along with music selected by DJ Welly Well
Win Tickets ($40): Dennis McNally @ Bagdad Theater | Grateful Dead Biographer & Publicist
Dennis McNally is the Grateful Dead’s authorized biographer and longtime publicist.
Win Tickets ($132): The Swell Season w/ Glen Hansard & Marketa Irglová @ Arlene Schnitzer Concert Hall | Folk-Rock
After reconvening for a limited number of sold-out shows in March 2022, followed by a more extensive US tour in August 2023, the duo returns with new music.
Win Tickets ($22): Decadent 80s Dance Party w/ DJ NoN @ 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!
Win Tickets ($20): Desperate Electric w/ Fox Walker @ The Goodfoot | Futuristic R&B
Hailing from the mountains of Montana, Desperate Electric is a blissful matrimony of futuristic R&B and retro dance grooves.
Portland in the News: Netflix & PDX, Spanish Coffee Legacy, Salmon ‘Rest Stop’ & More | July 24, 2025
Feeling extra tired lately? Imagine being a salmon swimming upstream.
2025 Summer Flowers @ Wooden Shoe Tulip Farm | 20 Acres of Blooms, Food, Vendors
Enjoy 20 acres of blooming sunflowers and over 10 different annual and perennial flower varieties.
2025 Brews for the Birds @ Langer’s Entertainment Center | FREE, Beer & Cider, Music, Vendors
Raise a glass to protect the wild! Join us for Brews for the Birds, a two-day outdoor celebration of music, community, and the precious wildlife and wild spaces of the Tualatin River National Wildlife Refuge Complex.
The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.
Are you tired of the same old date nights? Portland’s perfect remedy for entertainment boredom is The Dinner Detective.
Win Tickets ($24): Andy Coe Band’s Jerry Garcia Celebration @ The Goodfoot | Jazz, Blues, Psychedelic
With a rich background in jazz and a joyful enthusiasm for blues and psychedelic rock, Andy Coe is recognized as a deeply intuitive, emotive guitarist
Win Tickets ($40): Sangria Saturday @ Hip Chicks Do Wine | Sangria Specials, Wine Tasting
Join us for an unforgettable Sangria Saturday at Hip Chicks do wine, where we blend the vibrant flavors of summer with our specially crafted sangrias and curated wine flights.
Win Tickets ($114): Demetri Martin: The Quick Draw Tour @ Revolution Hall | Late Show Added!
Known for his unique blend of wit and creativity, Demetri Martin has built a successful career as a stand-up comedian, writer, and director.
Win Tickets ($40): Amplify PDX Block Party @ Open Signal | Live Music, Storytelling, Games & More
Amplify PDX is an unapologetic fundraiser for over 25 local nonprofits at the heart of Portland’s radical spirit.
Win Tickets ($930): 2025 Pickathon at Pendarvis Farm in Happy Valley | Taj Mahal , Fruit Bats, Portugal. The Man, & More!
We are giving away a pair of adult weekend passes to 2025 Pickathon at Pendarvis Farm in Happy Valley on July 31-August 3.
Summer Luau Weekend @ Club Privata | Portland’s Premiere Lifestyle Club
Club Privata’s 4th Annual Summer Luau is your excuse to dress down, heat up, and celebrate summer like never before.
Win Tickets ($70): Queer Screams Film Festival @ Clinton Street Theater | Special Guest Don Mancini Creator of CHUCKY
Queer Screams is a film festival dedicated to the celebration of LGBTQ+ genre cinema from emerging and established queer artists within the community – locally, nationally and internationally.
2025 Portland Sketch Comedy Festival @ Siren Theater | Sketch Artists from Around North America
The Portland Sketch Comedy Festival is BACK for its 7th year at The Siren Theater!
Portland in the News: Dame is Back! Is Portland Sinking, Portland Fire, Bend Pet Parade & More | July 17, 2025
Dogs, snakes, chickens and lizards, oh my! A plethora of pets strut their stuff over July 4th weekend at Bend’s nearly 30 year old Pet Parade.
Win Tickets ($69): Shoestrong Circus @ Hazel Dell Commons in Vancouver | Acrobatics, Illusions, Juggling & More
Shoestring Circus is bringing big-top magic to Vancouver!
MANY Portland Weekend Events & Giveaways ($1,300+): Festivals, Concerts, Comedy, Theater, Film, & More!
| Weekend
Win Tickets ($950) Pickathon 2026 @ Pendarvis Farm in Happy Valley, OR | Indie Music Festival
| Uncategorized
Watch 2026 World Cup @ Birdie Time Pub | $2 Rainier & $5 Wings
| events, SE Portland, sports
Happy Hour Sightseeing @ Portland Spirit | Food, Drinks, + River Sailing
| All Ages, Food & Drink
McMenamins Presents 7DS: The Absolute Worst Show: Worst. Vacation. Ever @ White Eagle Saloon | Interactive Open Mic Comedy & Storytelling
| Comedy
Win Tickets ($44) McMenamins Presents Coda (Led Zeppelin Tribute) @ Mission Theater | Rock & Roll
| events, music
Portland in the News: Angry Birds, Sidewalks Sparking Joy, Fleet Week Delays & More | June 4, 2026
| News
2026 White Lotus Summer Market @ Fubonn Shopping Center | FREE, AAPI Food Vendors, Artists & More
| All Ages, events, Food & Drink, Free, music, SE Portland, Shopping
Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings
| events, Food & Drink, NW Portland
Win Tickets ($81) McMenamins Presents Little Stranger w/ Tropidelic & Jarv @ Crystal Ballroom | Alt Indie Hip-Hop
| downtown, events, music
Win Tickets ($22) McMenamins Presents Decadent 80s Dance Party @ Crystal Ballroom | Portland’s Longest Running 80s Night
| Dance, downtown, events, music
Win Tickets ($81) McMenamins Presents Sondre Lerche @ Mission Theater | Indie Rock
| All Ages, events, music
Keep in Touch!
Subscribe to our e-mail newsletter to receive updates