A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
Portland Rose Festival Happy Hour @ Portland Spirit | Wine Tastings, Live Entertainment, Prizes
Kick off the Portland Rose Festival with a lively Happy Hour cruise featuring roving entertainment, a meet and greet with the Rose Festival Court and tastings from official wine partner Sokol Blosser Winery, plus more surprises.
Frosé Fridays @ Hip Chicks Do Wine | Wine Slushies + Small Plates May – August
Kick off the weekend and beat the heat with a Wine Slushie and delicious seasonal small plates!
Win Tickets ($50): Foxtide @ Mission Theater | Indie/Alternative
Made up by Elijah Gibbins-Croft, Oey James, and Ian Robles, Foxtide is a byproduct of being bred by the beach and raised by a DIY house show scene.
Win Tickets ($90): Eras @ World Forestry Center | Oratorio About Wildfires by Oregon Repertory Singers Youth Choir & Third Angle New Music
World Forestry Center is honored to partner with Oregon Repertory Singers Youth Choir and Third Angle New Music to present Eras—a world premiere wildfire oratorio exploring the intersection of past, present, and future for both people and planet.
7 Deadly Sins: Pants On Fire @ McMenamins White Eagle Saloon | 7 Totally True Tales, One Lying McLiarpants
Eight storytellers, comedians, and PDX personalities tell wild but true stories from their own lives.
Non-Fiction Book Flash Sale @ Rose City Reads | 1/2 Off History, Cooking, Crafts, Sports & More!
Enjoy 1/2 off non-fiction books at Rose City Reads!
Watch Portland Fire Games @ Sticky Wicket | 7 TVs, 16 Taps, POG Shots
Catch Portland Fire games with 7 TVs (sound on upon request), 16 taps (beer, draft cocktails, cider, seltzer, and one NA IPA). Have a “POG Shot”, a passionfruit, orange, and guava shot that includes rum.
2026 Topaz Farm Live Summer Concert Series on Sauvie Island | Blind Pilot, Buffalo Traffic Jam, Joy Oladokun, Molly Tuttle & More
Spend some evenings on Sauvie Island with the Topaz Farm Live series, a laid-back outdoor concert experience set on a working regenerative farm just minutes from the city.
Watch Portland Fire @ Pizza Roma | 22 Beers on Tap 12 Large TVs
12 Large TVS, Including 3 Bar TVs to watch Fire games!
Portland in the News: Baby Ducks, Horses Along 82nd, Flower Moon & More | April 30, 2026
Residents of a Milwaukie senior living facility were visited by a mama duck who birthed a brood of ducklings in a balcony.
Spring Butchery Classes @ MEATSTUFF | Sausage Making, Pig Butchery, Private Classes & More
All classes are inclusive of meaty apps, a meal, house wine, beer, & no proof bevs!
Watch Portland Fire @ Birdie Time Pub | $2 Rainier & $5 Wings
Enjoy $2 Rainiers and $5 wings during game time!
VHS & Vendor Market + Halfway to Halloween Party @ Dot’s Cafe | Costume Party, VHS Swap, Local Vendors, Plants, Mother’s Day Gifts
Saturday, May 2nd is our next VHS and Vendor market. Plenty of awesome tape vendors side by side with some of the best local artists in the city.
Verdi’s Requiem @ Keller Auditorium | Feat. Portland Opera Orchestra & Chorus + The Choral Arts Ensemble of Portland
Verdi’s Requiem is music that reaches directly into the soul. It is a powerful, emotional journey through life, death, and the hope for something greater.
Destination Comedy @ The Hostel Cafe | FREE, Stand Up + Learn New Places to Visit in Portland
Stand up comedians tell hilarious jokes and then tell you exclusive spots in Portland to visit!
Win Tickets ($70): Brent Gunter: Trade Winds Premiere Concert @ Newmark Theatre | Flamenco-Inspired Guitar, Melodic Rock
On May 15, composer and guitarist Brent Gunter will premiere his new instrumental album Trade Winds in a special live concert production at the Newmark Theatre.
Win Tickets ($60): 2026 McMenamins UFO Festival @ Hotel Oregon in McMinnville | Alien Costume Ball, Parade, Live Music & More
Get ready, earthlings: The 26th Annual UFO Fest will be landing soon for three days of out-of-this-world fun!
CANCELED – Win Tickets ($46): Alt Bloom @ Mission Theater | Alternative Soul
Alt Bloom is an alternative soul artist from Montana who discovered his passion for music at a young age singing and playing with anyone he could while growing up.
2026 Camas Plant & Garden Fair | Kids Activities, Live Music, Food & More
Held the day before Mother’s Day, the plant fair draws in thousands of people to enjoy and explore the amazing selection of plants, trees, garden art and supplies, and much more provided by our dedicated local growers and vendors.
Win Tickets ($85): Jerry’s Middle Finger @ Crystal Ballroom | Jerry Garcia Tribute Band
Three decades after the loss of Jerry Garcia, a close-knit band of musicians are carrying the torch for his distinctive blend of soul, guitar, and eclectic American music.
Win Tickets ($46): Caroline Kingsbury: Shock Treatment Tour @ Mission Theater | Indie Pop
Expect a larger-than-life energy to her iridescent make-up, Bowie-esque boot-and-blazer get-ups and ready-to-risk-it-all ballads that are abundant in brutally honest and vulnerable storytelling lyrics.
Bubbles & Bites @ Hip Chicks Do Wine | 2026 Mother’s Day Weekend
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
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
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
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
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
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
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
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?
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
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
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
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!
Shop local and find the coolest handmade gifts from over 250 amazing artists!
Win Tickets ($46): Never Ending Fall @ Mission Theater | Alternative/Indie
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
This is an annual free self-guided event that has become a spring tradition in the Gorge.
MANY Portland Weekend Events & Giveaways ($2,400+): Festivals, Concerts, Comedy, Theater, Film, & More!
| Weekend
Portland in the News: Waterfront Restaurant, Airport Accolades, Heatwave & More | June 11, 2026
| News
McMinnville Art Festival @ Downtown McMinnville | 50+ Artists & Artisans, Interactive Kids’ Crafting, Art Demos, & More
| All Ages, events, Free, Shopping, Visual Art
PRIDE at the Museum @ OMSI | A night at the museum celebrating the LGBTQ+ Community
| All Ages, events, Food & Drink, LGBTQ, Science, Shopping
Villain Arts Tattoo Festival @ The Rose Quarter | Celebrate the Art of Tattooing
| All Ages, events, Services, Shopping
New Portland Jobs: Portland Fire, Clark County Fair, Bend Chamber of Commerce & More
| Jobs
Win Tickets ($92): McMenamins Presents Justin Nozuka @ Mission Theater | Folk, Rock + R&B
| All Ages, music
7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
| All Ages
Bigfoot Adventure Cruises @ Portland Spirit | Learn the History of Bigfoot on a Jetboat
| All Ages
Win Tickets ($72): Volunteer With SOLVE and Win Portland Pickles Tickets | Clean and restore neighborhoods and natural areas
| All Ages, Free
Watch 2026 World Cup Games @ Sticky Wicket | 7 TVs, 16 Taps, POG Shots
| events, north portland, sports
Win Tickets ($46): McMenamins presents Holi Summer Fest: A Celebration of Color @ Grand Lodge in Forest Grove, OR | Organic Colors, Bollywood & Bhangra Dance Party
| Dance, music
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