THIS WEEK in Portland: Concerts, Comedy, Trivia, Theater, Happy Hours, & More!

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

GIVEAWAYS: Win Tickets to Concerts, Comedy, Festivals, Films, Theater, & More!

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Portland Friday Events, May 3

• Art: First Friday Art Walk in East Side Arts District | 6-9PM, Free, Art Openings, Performances, Live Music at 23 Independent Galleries, Shops, and Studios (more info)
• Cinco de Mayo: Portland Cinco de Mayo Fiesta @ Downtown Waterfront Park | 11AM-11PM, Food, Drink, Entertainment, Artisan Village & more!
• Comedy: Rip City Comedy Fest ’24 – Jessica Michelle Singleton @ Mission Theater | 7PM, Iliza’s Locals
• Comedy: Rip City Comedy Fest ’24 – Sean Patton Late Show @ Mission Theater | 10:30PM, Comedy Central, FX, w/ Sean Jordan & Hannah Roeschlein
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• DJ: First Friday Superjam Featuring/ DJ Magneto & Friends @ The Goodfoot Pub & Lounge | 9PM, Classic Funk, Soul, Disco, Jazz (more info)
• Drinks: Old Fashion Fridays @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Happy Hour: Happy Hour at The Pharmacy (NW 21st) | 2-6PM, Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
• Seattle: Seattle Rep Presents Fat Ham @ Seattle’s Bagley Wright Theater | 2022 Pulitzer Prize Winner, 2023 Tony Award Nominee
• Wine: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
• Wine: First Friday Tasting @ Ora Et Labora Wine Shop | 5-8PM, Mijita Wine Co., Augustina Cellars, and CAT Cellars

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Portland Saturday Events, May 4

• Adult: Fiesta Caliente Cinco de Mayo Celebration @ Club Privata in Downtown Portland | 8PM, Pacific Northwest’s Premier Lifestyle Club
• Books: Free Comic Book Day (more info)
• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Cinco de Mayo: Portland Cinco de Mayo Fiesta @ Downtown Waterfront Park | 11AM-11PM, Food, Drink, Entertainment, Artisan Village & more!
• Coast: Tillamook Creamery TOUR + SIP Event in Tillamook | Private Pairing Event Celebrating Oregon Wine Month, Meet w/ Cheese Experts
• Community: Oregon Humanities Presents Unpacking Our Past: History as a Catalyst for Change @ Historic Alberta House | 12:30-3:30PM (more info)
• Community: Indigenous Culture Day @ Friends of Tryon Creek | 9AM-3Pm (more info)
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• Drinks: $7 Bulleit or Ketel One Mules @ The EastBurn Public House | 5-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Farmers Market: Portland Farmers Market at Portland State University – Park Blocks
• Farmers Market: Hollywood Farmers Market in NE Portland | 8AM-1PM (more info)
• Farmers Market: St. Johns Farmers Market | 9AM-2PM (more info)
• Film: Late Night Showing of Rocky Horror Picture Show @ Clinton Street Theater | 11PM, Weekly Screenings Since 1978 (more info)
• Market: Really Really Free Market @ Gateway Discovery Park | Noon-2PM (more info)
• Music: Garcia Birthday Band @ The Goodfoot Pub & Lounge | 9PM, Grateful Dead Tribute (more info)
• Music: Blueprint Choral Ensembles Present Where in the World is Carmen Sandiego? | 6:13PM, A Free Choose-Your-Own-Adventure Musical Tale in NE Portland
• Thorns: Portland Thorns vs Washington DC Spirit | 7PM, Where to Watch in Portland
• Timbers: Portland Timbers @ Charlotte FC | 4:30PM, Where to Watch in Portland
• Seattle: Seattle Rep Presents Fat Ham @ Seattle’s Bagley Wright Theater | 2022 Pulitzer Prize Winner, 2023 Tony Award Nominee
• Seattle: Seattle Opera Presents The Barber of Seville @ McCaw Hall | One of the Greatest Masterpieces of Comedy Within Music
• Star Wars: May the 4th Be With You: Star Wars Weekend @ Washington Square | Noon-4PM, LEGO Displays & Demos, Meet & Greet, Build Your Own Spacecraft
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
• Wine: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland

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Portland Sunday Events, May 5

• Brunch: Brunch at The Pharmacy (NW 21st) |10AM-2:30PM, Breakfast Burritos, Omelets, Chicken Fried Steak, Chicken & Waffles, Bloody Marys, Mimosas (more info)
• Brunch: Portland Spirit Sunday Brunch Cruise | Bottomless Champagne & Mimosas, Live Music, Locally Sourced Cuisine
• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Burger: $12 Burger & Pint @ The EastBurn Public House | 5-11PM, Heated Patio, SIN Night 25% off drinks & $6 Half- pound Burger (more info)
• Cinco de Mayo: Cinco De Mayo Celebration @ Rockwood Market Hall | 4-7PM (more info)
• Cinco de Mayo: Portland Cinco de Mayo Fiesta @ Downtown Waterfront Park | 11AM-11PM, Food, Drink, Entertainment, Artisan Village & more!
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Farmers Market: Hillsdale Farmers Market | 9AM-1PM, 50+ Local Farmers & Food Artisans (more info)
• Farmers Market: Montavilla Farmers Market | 10AM-2PM
• Farmers Market: King Farmers Market in NE Portland | 10a-2p
• Film: Pagan May @ Clinton Street Theatre | 7PM, The Witch (more info)
• Film: Free Community Screenings @ Movie Madness | 11:30AM, 6PM & 9PM (more info)
• Games: Free Pool @ The Goodfoot Pub & Lounge | 5PM-2AM, Food & Drink Specials (more info)
• Music: Bombay Bicycle Club @ Revolution Hall | 8PM, w/ Gengahr, Indie Rock
• Seattle: Seattle Opera Presents The Barber of Seville @ McCaw Hall | One of the Greatest Masterpieces of Comedy Within Music
• Seattle: Seattle Rep Presents Fat Ham @ Seattle’s Bagley Wright Theater | 2022 Pulitzer Prize Winner, 2023 Tony Award Nominee
• Star Wars: May the 4th Be With You: Star Wars Weekend @ Washington Square | Noon-4PM, LEGO Displays & Demos, Meet & Greet, Build Your Own Spacecraft
• Trivia: ShanRock’s Triviology Presents Sunday Trivia @ The Knock Back | 7PM, Prizes
• Trivia: ShanRock’s Triviology Presents Sunday Trivia @ The EastBurn Public House | 5PM, Prizes
• Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Wayfinder Bar | 6:30PM
• Wine: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
• Wine: PDX Urban Wine Experience @ Easton Broad | 2-5PM, Featuring 18 Portland Winemakers, Benefit for Street Roots

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Portland Monday Events, May 6

• Bikes: NakedHearts:PDX presents Mellow Monday Rides | 7PM, Casual Rides, Meet New People (more info)
• Comedy: It’s Gonna Be Okay FREE Monday Night Comedy @ The EastBurn Public House | 8PM, Hosted by Lewis Sequeira
• Comedy: Laugh Basement Comedy Show @ The Goodfoot Pub & Lounge | Featuring Jamal Coleman, Hosted by Hewitt Pagenstecher, DJ BHOLT
• Community: CSA Demystified @ Vivienne Culinary Books | 5-7PM, Learn About Benefits of CSAs (more info)
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Happy Hour: All Day Happy Hour at The Pharmacy (NW 21st) | Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
• Music: Drew Holcomb & The Neighbors – Find Your People Tour @ Revolution Hall | 8PM, Folk Rock, w/ Donovan Woods (Win Tickets, $50)
• Music: Prateek Kuhad: Silhouettes Tour @ Aladdin Theater | 8PM, Pop, Folk, Indie (Win Tickets, $60)
• Trivia: ShanRock’s Triviology Presents Monday Trivia @ Waypost | 7PM, Prizes
• Trivia: Free Trivia in Downtown Portland w/ Bridgetown Trivia @ Ringlers Pub | 7:30PM
• Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ No Fun Bar | 7PM
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries

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Portland Tuesday Events, May 7

• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• Dining: Half-price Pints w/ Food Purchase @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Happy Hour: Happy Hour at The Pharmacy (NW 21st) | 2-6PM, Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
• Music: Julia Holter @ Aladdin Theater | 8PM, Art Pop, Ambient, Experimental (Win Tickets, $40)
• Music: Free Downtown Concerts on the Transit Mall Presents Jennifer O’Leary @ Sixth & Main | Noon-1PM (more info)
• Trivia: ShanRock’s Triviology Presents Tuesday Trivia @ The Shaku Bar | 7PM, Prizes
• Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Alberta Street Pub | 7PM
• Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Side Street | 7PM
• Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ My-O-My | 7PM
• Trivia: Free Portland Trivia w/ Bridgetown Trivia @ The Pharmacy (NW 21st) | 7:30PM
• Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Rogue Eastside Pub | 7PM
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries

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Portland Wednesday Events, May 8

• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• Drinks: Whiskey Wednesday @ The EastBurn Public House | 8AM-11PM, $2 Off All Premium Whiskeys, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Farmers Market: Shemanski Park Farmers Market | 10am-2PM
• Farmers Market: People’s Food Co-op Farmers Market | 2-7PM
• Jobs: Moda Health Job Fair | 9AM-3PM, Meet w/ Recruiters, On-the-spot Interviews, Dozens of Openings
• Happy Hour: Bike Portland Presents Bike Happy Hour @ Gorges Beer Co. – The Trailhead on Rainbow Road / SE Ankeny & 28th | 3-6PM (more info)
• Happy Hour: Happy Hour at The Pharmacy (NW 21st) | 2-6PM, Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
• Music: Jeff Crosby Band, David Henry @ The Goodfoot Pub & Lounge | 9PM, Americana (Win Tickets, $24)
• Music: Open Mic Night @ The EastBurn Public House | Signups 5:30PM, Show 6PM, Late Night Happy Hour (more info)
• Theater: Seattle Rep Presents Fat Ham @ Seattle’s Bagley Wright Theater | 2022 Pulitzer Prize Winner, 2023 Tony Award Nominee
• Trivia: Free Trivia in Sellwood w/ Bridgetown Trivia @ Smitty’s Taphouse | 7PM
• Trivia: ShanRock’s Triviology Presents Wednesday Trivia @ Dots Cafe | 7PM, Prizes
• Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Church Bar | 7PM
• Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Schilling Cider House | 7PM
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
• Wine: Tasting Foundations II: Demystifying Wine Tasting @ Ora Et Labora Wine Shop | 6-8PM

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Portland Thursday Events, May 9

• Cruise: Portland Spirit Celebrates 30 Years with 90s-Themed Cruise | 5:30PM, Celebrating the Best of Portland, Benefit for Local Non-Profits
• Drinks: $7 Margarita Thursday @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Happy Hour: Happy Hour at The Pharmacy (NW 21st) | 2-6PM, Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
• Music: Free Downtown Concerts on the Transit Mall Presents Ken Brewer @ Pioneer Place @ Tory Burch | Noon-1PM (more info)
• Music: Supernatural Beavers @ The Goodfoot Pub & Lounge | 9:45PM, Rock & Blues (more info)
• Music: Yellow Days @ Aladdin Theater | 8PM, Indie Soul Pop, w/ The Jack Moves (Win Tickets, $50)
• Roller Skating: Secret Roller Disco | 7-9PM, Free (more info)
• Seattle: Seattle Rep Presents Fat Ham @ Seattle’s Bagley Wright Theater | 2022 Pulitzer Prize Winner, 2023 Tony Award Nominee
• Trivia: Free Trivia in North Portland w/ Bridgetown Trivia @ Second Profession Brewing | 7PM
• Trivia: Free Trivia in Downtown Portland w/ Bridgetown Trivia @ Pine Street Market | 7PM
• Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @505 Distilling | 7PM
• Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Space Room | 7PM
• Trivia: ShanRock’s Triviology Presents Thursday Trivia @ BareBones | 7PM, Prizes
• Trivia: ShanRock’s Triviology Presents Thursday Trivia @ The EastBurn Public House | 7PM, Prizes
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries

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Portland Friday Events, May 10

• Beer: Canby Brewfest @ Clackamas County Fair and Event Center | 40 Beers, Live Music, Food Trucks, Yard Games, Benefit
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• DJ: Soul Stew Featuring DJ Aquaman and Friends @ The Goodfoot Pub & Lounge | 9PM, Funk, Soul, Disco (more info)
• Drinks: Old Fashion Fridays @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Happy Hour: Happy Hour at The Pharmacy (NW 21st) | 2-6PM, Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
• Mother’s Day: Wine Not Mother’s Day Cookie Decorating Workshop @ Hip Chicks Do Wine | 6-8PM (more info)
• Music: Steely Dead @ Mission Theater | 8PM, Unique Blend of Grateful Dead and Steely Dan (Win Tickets, $50)
• Seattle: Seattle Opera Presents The Barber of Seville @ McCaw Hall | One of the Greatest Masterpieces of Comedy Within Music
• Seattle: Seattle Rep Presents Fat Ham @ Seattle’s Bagley Wright Theater | 2022 Pulitzer Prize Winner, 2023 Tony Award Nominee
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
• Wine: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland

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Portland Saturday Events, May 11

• Beer: Canby Brewfest @ Clackamas County Fair and Event Center | 40 Beers, Live Music, Food Trucks, Yard Games, Benefit
• Bazaar: Meagan Sky’s Self-Love Soiree (Mothers Day Edition) @ The Old Church | 6:30-10PM, Live Music, Speakers, Healers, Self-Care Bazaar
• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Comedy: Becky Robinson: SHE GONE TOUR @ Aladdin Theater | 5:30PM, “Entitled Housewife”, LGBTQ+ Comedian, Writer, Actor
• Community: Archaeology Roadshow @ Portland State University | 10AM-2PM, Free, Demos, Exhibits (more info)
• Community: Oregon Humanities Presents Getting to the Root of It: Growing Movements from the Ground Up @ Historic Alberta House | 1-4PM (more info)
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• DJs: DJs Anjali & The Incredible Kid Presents Tropitaal Desi-Latino Soundclash @ The Goodfoot Pub & Lounge | 9PM (more info)
• Drinks: $7 Bulleit or Ketel One Mules @ The EastBurn Public House | 5-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Farmers Market: Hollywood Farmers Market in NE Portland | 8AM-1PM (more info)
• Farmers Market: St Johns Farmers Market | 9AM-2PM (more info)
• Farmers Market: Portland Farmers Market at Portland State University – Park Blocks
• Festival: Baker’s Dozen Coffee Beer & Doughnut Festival @ Culmination Brewing | 13 Breweries, 13 Roasters, 13 Bakers (Win Tickets, $80)
• Film: Pagan May @ Clinton Street Theatre | 7PM, Conan the Barbarian (more info)
• Film: Late Night Showing of Rocky Horror Picture Show @ Clinton Street Theater | 11PM, Weekly Screenings Since 1978 (more info)
• Garden Fair: Camas Plant and Garden Fair | 9AM-4PM, Mother’s Day Gift Ideas, Native Plants, Arts & Crafts
• Market: Unique Markets in Portland @ Veterans Memorial Coliseum | Noon-4PM, Mother’s Day Gifts, Featuring 125 Local Brands, Designers & Artists
• Mother’s Day: Hip Chicks Do Wine Present Moms & Mimosas | Reservations, Sangria, Wine Flights, Snacks
• Mother’s Day: Mother’s Day Tea @ Victorian Belle | Tea Service, Pastries, Gardens
• Murder Mystery: The Dinner Detective in Downtown Portland | 6-8:30PM, Largest Murder Mystery Dinner Show In The U.S., Everyone’s Suspect
• Music: OK NOT OK – A Radiohead Tribute @ Mission Theater | 8PM, Featuring Members of the Portland Cello Project (Win Tickets, $50)
• Seattle: Seattle Rep Presents Fat Ham @ Seattle’s Bagley Wright Theater | 2022 Pulitzer Prize Winner, 2023 Tony Award Nominee
• Thorns: Portland Thorns vs Seattle Reign FC | 7PM, Where to Watch in Portland
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
• Wine: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland

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Portland SundayMother’s Day Events, May 12

• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Brunch: Brunch at The Pharmacy (NW 21st) |10AM-2:30PM, Breakfast Burritos, Omelets, Chicken Fried Steak, Chicken & Waffles, Bloody Marys, Mimosas (more info)
• Brunch: Portland Spirit Sunday Brunch Cruise | Bottomless Champagne & Mimosas, Live Music, Locally Sourced Cuisine
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• Dining: $12 Burger & Pint @ The EastBurn Public House | 5-11PM, Heated Patio, SIN Night 25% off drinks & $6 Half- pound Burger (more info)
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Farmers Market: Hillsdale Farmers Market | 9AM-1PM, 50+ Local Farmers & Food Artisans (more info)
• Farmers Market: Montavilla Farmers Market | 10AM-2PM
• Farmers Market: King Farmers Market in NE Portland | 10a-2p
• Film: Free Community Screenings @ Movie Madness | 11:30AM, 6PM & 9PM (more info)
• Games: Free Pool @ The Goodfoot Pub & Lounge | 5PM-2AM, Food & Drink Specials (more info)
• Market: Unique Markets in Portland @ Veterans Memorial Coliseum | Noon-4PM, Mother’s Day Gifts, Featuring 125 Local Brands, Designers & Artists
• Mother’s Day: Hip Chicks Do Wine Present Moms & Mimosas | Reservations, Sangria, Wine Flights, Snacks
• Mother’s Day: Staghorn PDX Presents Mother’s Day Market at 5&Dime on SE Foster | 3-7PM, Flowers, Vintage, Homegoods, Plant Swap (more info)
• Mother’s Day: Portland Spirit Mother’s Day Cruises | Brunch, Mimosas, Beautiful Willamette River Views, Live Music
• Mother’s Day: Mother’s Day Tea @ Victorian Belle | Tea Service, Pastries, Gardens
• Seattle: Seattle Rep Presents Fat Ham @ Seattle’s Bagley Wright Theater | 2022 Pulitzer Prize Winner, 2023 Tony Award Nominee
• Seattle: Seattle Opera Presents The Barber of Seville @ McCaw Hall | One of the Greatest Masterpieces of Comedy Within Music
• Timbers: Portland Timbers @ Seattle Sounders | 1:30PM, Where to Watch in Portland
• Trivia: ShanRock’s Triviology Presents Sunday Trivia @ The Knock Back | 7PM, Prizes
• Trivia: ShanRock’s Triviology Presents Sunday Trivia @ The EastBurn Public House | 5PM, Prizes
• Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Wayfinder Bar | 6:30PM
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
• Wine: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland
• Wine: Winemaker Tasting: Mario Bagella @ Ora Et Labora Wine Shop | 3-5PM