MANY Portland Weekend Events & Giveaways ($1,300+): Festivals, Concerts, Comedy, Theater, Film, & More!

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A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!

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.

Oregon Metro Future Vision Survey | What Should Portland Look Like in 50 Years?

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Metro is bringing people together to create the Future Vision, a 50-year vision for the greater Portland region. We want to hear from you!

2026 River Cruises @ Island Style Charters | Tiki Nights, Sunset Cruises, Mother’s Day, Memorial Day Weekend, & More

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Experience Portland like never before aboard Island Style Charters! From Happy Hour to Family Fun, there’s a cruise for everyone!

Jekyll In Chains @ Samaritan Odd Fellows Lodge in Milwaukie OR | Musical Reimagining of Dr. Jekyll & Mr. Hyde

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A thrilling and original musical reimagining of Robert Louis Stevenson’s cerebral horror masterpiece “The Strange Case of Dr. Jekyll and Mr. Hyde,””Jekyll in Chains” is set in 1990’s Seattle to grunge and alt rock music inspired by bands like Nirvana, Soundgarden, Alice in Chains, Garbage, and more.

2026 Spring Garden Fair @ Clackamas County Event Center | 125 Local Nurseries, Artisans, Garden Art & More

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Explore the PNW’s favorite garden event in Canby—it’s worth the drive! We have over 125 local nurseries featuring your favorite plants, alongside local artisans offering unique garden art.

Win Tickets ($40): Crafty Wonderland Spring Art + Craft Market @ Oregon Convention Center | 250+ Makers, Mother’s Day Gifts, Shop Local!

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Shop local and find the coolest handmade gifts from over 250 amazing artists!

Win Tickets ($46): Never Ending Fall @ Mission Theater | Alternative/Indie

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Formed in the 4th grade, Never Ending Fall (NEF) is an indie-rock band comprised of lead singer and guitarist Jack Miller, drummer Tommy StClair, guitarist and keyboardist Conrad Boyd, guitarist Pearce Eisenhardt, and bassist and vocalist Johnny Hohman.

2026 Gorge Artists Open Studios Tour | 50 Artists, 41 Open Studios

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This is an annual free self-guided event that has become a spring tradition in the Gorge.

Win Tickets ($56): Girl Trouble w/ The Mistons & Have You Eaten @ Mission Theater | Northwest Garage Rock

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Girl Trouble, Northwest garage rock demigods, return to Portland for one evening, Saturday, June 6, 2026 at McMenamin’s Mission Theater.

Win Tickets ($56): Baby Bugs w/ Elliot Lee @ Mission Theater | Indie, Dark-Pop, Punk

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Baby Bugs is an alternative music project founded by Bowie.

Portland in the News: Wacky Cat Names, Drag Hiking, New Botanical Garden & More | April 16, 2026

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Portlanders love drag and hiking. It was only a matter of time before the two pastimes met at Drag Me Outside. 

Win Tickets ($200): A Taste of Ireland – The Irish Song & Dance Sensation @ Newmark Theatre | World Champion Irish Dancers

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A Taste of Ireland brings an extraordinary night of world champion Irish dancers, live musicians and vocalist to Portland’s Newmark Theatre for one performance only on Sunday May 3.

Win Tickets ($20): 2026 Lilac Days @ Hulda Klager Lilac Gardens in Woodland WA | Plant Sale, Mother’s Day, Museum, House Tours

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Each year in the spring, the Hulda Klager Lilac Gardens hosts Lilac Days to celebrate the beauty of lilacs in bloom.

2026 82nd Avenue of Roses Parade | FREE, Carnival, Food Carts, Car Show & More

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The 20th year theme: “History of East Portland,” because many neighbors who represent this diverse community are new to East Portland.

Free Portland Trivia w/ Bridgetown Trivia | Sundays-Thursdays, Prizes

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Bridgetown Trivia is your neighborhood pub trivia game done right.

Sexy Sequins @ Club Privata | PNW’s Premier Lifestyle Club

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Prepare to dazzle and shine at ‘Sexy Sequins,’ the ultimate nightclub party where glamour meets seduction.

Wicked Craft Beltane Night Market @ Rae Loft | 30+ Vendors, Goddess-Themed Drinks, Music

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Wicked Craft: Bazaar and Craft Fairs are a seasonal market series that focuses on supporting women-owned businesses and artists.

Spring Sip & Stroll in Historic Aurora OR | 8 Wineries, Sweet & Savory Samples, Gift Certificates & More

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Grab your pals and get tickets for this antique and vintage filled wine walk event!

Engineering Careers for a Sustainable Future Networking Event @ Revolution Hall | Panel, Q&A, Breakout Sessions

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If you’re curious about engineering careers in Oregon, save the date for April 30!

2026 Plant and Vegan Bake Sale @ House of Dreams Cat Shelter | Pots, Garden Art, Treats & More

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Indoor/outdoor plants, pots, garden art and delicious vegan baked goodies. Great selection and amazing low prices – for a wonderful cause.

The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical

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The end of the world is coming. At least, that’s what the citizens of Bikini Bottom believe when a volcano threatens to wipe them off the map.

Win Tickets ($46): One Way Out @ Mission Theater | Allman Brother’s Tribute

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One Way Out PDX is the Portland, OR based 8-member powerhouse tribute to the music of the great Allman Brothers Band.

2026 Portland Cinco de Mayo Festival @ Tom McCall Waterfront Park | Celebration of Mexican Culture, Music & Cuisine

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The Portland Guadalajara Sister City Association (PGSCA) invites you to the 39th Annual Portland Cinco de Mayo Fiesta, a celebration of Mexican culture, music, and cuisine at the scenic Tom McCall Waterfront Park.

Win Tickets ($48): Steal Your Bass & Jerry’s Pickle @ Mission Theater | Grateful Dead Cover Bands

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Steal Your Bass isn’t your typical Grateful Dead cover band- they’ve reimagined the entire sonic landscape of the Dead’s music by replacing the traditional lead guitar with a lead bass bringing the music to new depths.

4th Annual International Booklover’s Burlesque Festival @ Alberta Rose Theatre | Performing Artists, Authors, Professional Actors/Readers

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Join us for THE INTERNATIONAL BOOKLOVER’S BURLESQUE FESTIVAL!

Portland in the News: Filling in the Cracks, Indigenous Punk, Oregon Beer Awards & More | April 9, 2026

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Anonymous artists have been filling Portland sidewalk cracks with tile mosaics.

2026 Pink! Rosé Festival @ Hillsboro Ballpark | 28 of Tualatin Valley’s Finest Wineries

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The fifth annual Pink! Rosé Festival, the wine event everyone will be talking about, returns to Tualatin Valley this spring.

Portland Men’s Gay Chorus presents She Persisted @ Alberta Rose Theatre | Feat. Resonate, Portland Lesbian Choir’s A Cappella Ensemble

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For the 5th year in a row, Cascade, the proud a cappella ensemble of Portland Gay Men’s Chorus struts their stuff and shows off its Charisma, Uniqueness, Nerve, and Talent like they mean it in this one of a kind show of queer excellence, joy and pride.

Blueprint Arts presents The Time Heists! | FREE Choose-Your-Own-Adventure Musical Tale

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Blueprint brings a unique concept within the choral and theatrical arena: letting the audience choose what comes next!

Portland Events

MANY Portland Weekend Events & Giveaways ($1,300+): Festivals, Concerts, Comedy, Theater, Film, & More!

A round up of what's going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!

Win Tickets ($950) Pickathon 2026 @ Pendarvis Farm in Happy Valley, OR | Indie Music Festival

Pickathon 2026 is back at Pendarvis Farm in Happy Valley, Oregon, July 30 through August 2. Now in its 26th year, this beloved Portland-area festival brings together legends and rising stars across four magical days in the woods.

Watch 2026 World Cup @ Birdie Time Pub | $2 Rainier & $5 Wings

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

Happy Hour Sightseeing @ Portland Spirit | Food, Drinks, + River Sailing

Perfect for a happy hour on the river with friends, a family adventure or visitors scoping out Portland for the first time.

McMenamins Presents 7DS: The Absolute Worst Show: Worst. Vacation. Ever @ White Eagle Saloon | Interactive Open Mic Comedy & Storytelling

The Absolute Worst is an interactive, open-mic comedy/storytelling show where audience members face off against three curated comedians and storytellers to find out who can lay claim to having lived the worst love story ever, with both absolutely fabulous and absolutely terrible prizes at stake.

Win Tickets ($44) McMenamins Presents Coda (Led Zeppelin Tribute) @ Mission Theater | Rock & Roll

CODA is a Seattle-based Led Zeppelin tribute super group with a cast of 6 world class musicians.

Portland in the News: Angry Birds, Sidewalks Sparking Joy, Fleet Week Delays & More | June 4, 2026

Is your sidewalk sad? A Portlander has a tutorial on creating your own 'sidewalk joy' project. 

2026 White Lotus Summer Market @ Fubonn Shopping Center | FREE, AAPI Food Vendors, Artists & More

The White Lotus Summer Market returns as Portland’s premier multi-weekend outdoor market experience, bringing together food, culture, and community across four consecutive weekends.

Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings

A weekly flight of wines centered around a theme, whether that is a grape varietal, a producer, a region, a style of winemaking or sometimes just the crews’ favorites.

Win Tickets ($81) McMenamins Presents Little Stranger w/ Tropidelic & Jarv @ Crystal Ballroom | Alt Indie Hip-Hop

Hailing from Philadelphia and now based in the vibrant city of Charleston, SC, alt indie hip-hop duo Little Stranger (Kevin and John Shields, no relation but best friends) have spent years honing their signature sound and perfecting their version of the 'organized chaos' that a Little Stranger live show entails.

Win Tickets ($22) McMenamins Presents Decadent 80s Dance Party @ 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!

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