A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
Tits & Giggles @ Curious Comedy | A Drag & Comedy Show
Laughs PDX presents this Hilarious and Fun Drag & Comedy Showcase, featuring some of your Favorite Local Comedians and Drag Performers!
Win Tickets ($36): The General (1926) Silent Film w/ Live Music By: MLTZR @ Mission Theater | Silent Film Classic w/ Live Music
A silent film experience featuring a silent film classic paired with live music.
Portland in the News: Farmers Market w/ Chefs, Musical Street Corners, Goodbye Lloyd Center & More | May 7, 2026
What would two lauded chefs do with $100 at PSU’s Farmers Market? The Willamette Week followed Gado Gado’s owners while they shopped for a picnic this past weekend.
2026 Mother’s Day Brunch @ The EastBurn | Mimosas, Food Specials
The EastBurn Public House is serving up mimosas, bloody marys, eggs benedict, scrambles, hash & more for Mother’s Day — No reservations needed.
Win Tickets ($240): 2026 Portland Rose Festival | Fireworks, CityFair, Fun Runs, Parades & More
The Portland Rose Festival has inspired the public to gather and celebrate against a backdrop of historic external forces for 119 years, demonstrating how our community can carry on traditions and celebrate unity.
Wine Wednesdays @ Negociant | Wine Flights + Flowers Mother’s Day Weekend
This Mother’s Day weekend we’re partnering with Toadstool Flowers by Wesley Younie to bring a little color to the shop.
Grape Culture @ PAM CUT Tomorrow Theater | Tragic Comedy w/ Toni Nagy and Seraphina Supernova
Grape Culture, created by comedian Toni Nagy and performance artist Seraphina Supernova, is a two-woman tragic-comedy stripping back the cultural bondage of domination without consent that upholds our current collective paradigm.
Portland Sage Singers presents ‘Rearview Mirror’ @ Patricia Reser Center for the Arts in Beaverton OR | Songs From Decades Gone By
The Portland Sage Singers are gearing up for our third concert titled “Rearview Mirror,” which will be performed June 2 & June 3, 2026 at the Patricia Reser Center for the Arts.
2026 Memorial Day Weekend Wine & BBQ @ Hip Chicks Do Wine | To-Go Sangria, Wine Tasting, Discounts
Kick off your Memorial Day Weekend with a deliciously fun and flavorful event at Hip Chicks Do Wine!
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, 9 Large TVS in Bar, Huge Food Menu!
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.
MANY Portland July 4th Weekend Events & Giveaways ($2,400+): Festivals, Fireworks, Concerts, Comedy, Theater, Film, & More!
| Weekend
Old Town Dance – Daniel Girón @ Darcelle XV | Community Dance Class Run by Daniel Girón
| All Ages, Dance, NW Portland
Portland New Generations Rotary Club Presents Roses and Rosé @ Portland International Rose Test Garden | Sip, Stroll & Support at Roses & Rosé 2026!
| Food & Drink, SW Portland
Rose City Vintage Expo @ Portland Expo Center | Antiques, Collectibles, Americana and More
| north portland, Shopping
Portland in the News: Doggo Dates, World’s Best Cheddar, Godzilla & More | July 2, 2026
| News
Shoestring Circus @ Hazel Dell Commons in Vancouver | Intimate, Story-Driven Circus Experience
| All Ages, theater
10% off Through July 6th – The 26th Annual Portland Erotic Ball @ Crystal Ballroom | 21+, Hosted by Sasha Scarlett, Live Music, Burlesque, Costume Contest, & More
| Dance, downtown, music, theater
THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!
| Today
New Portland Jobs: APANO Action Fund, Play On Shakespeare, World Forestry Center & More
| Jobs
Win Tickets ($358): HAREFEST @ Clackamas County Fairgrounds & Event Center | The Mother of All Tribute Festivals
| music
Win Tickets (30): McMenamins Presents Soul On the Floor with DJ CUTZ1 @ Lola’s Room | Funk, Soul, & R&B
| downtown
Win Tickets ($48): McMenamins Presents Taylor Bickett @ Mission Theater | Indie Pop
| All Ages, music, NW Portland
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