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 Thursday Events, May 16
- Benefit: Wine & Dine for Hope & Joy @ The Redd on Salmon | 5:30PM, Unlimited Bites from Portland’s Top Ranked Chefs, Benefit for UKANDU
- Comedy: Paul Giamatti’s CHINWAG @ Revolution Hall | 8PM, Award Winning Actor Joins Professor of Philosophy Stephen Asma for a Live Podcast Taping
- Community: Portland Trail Blazers Pop Up Pong Party @ Pioneer Courthouse Square | 11:30AM-1:30PM, Dancers, Douglas Fur (more info)
- Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
- Drinks: $7 Margarita Thursday @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
- Drinks: New Deal Distillery Presents 20 Years Distilled: Gins | 4-6PM, Free, Gin-focused Happy Hour
- Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
- Film: Pagan May @ Clinton Street Theatre | 7PM, Haxan (more info)
- Happy Hour: Happy Hour at The Pharmacy (NW 21st) | 2-6PM, Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
- Karaoke: Keyed up Karaoke w/ Saint Syndrome @ Barrel Room Portland | 9PM, Pacific Northwest’s Only Piano Queen (more info)
- Music: The Other Place @ Barrel Room Portland | 6:45PM (more info)
- Music: The Walkaways – Phish Tribute, Special Purpose @ The Goodfoot Pub & Lounge | 8:30PM (more info)
- Roller Skating: Secret Roller Disco | 7-9PM, Free (more info)
- 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 17
- Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
- Dance: Boom Arts Presents “The History of Empires” @ The Armory | A Cheerfully Nihilistic Dance/Theater Piece
- DJ: Soul Stew Featuring DJ Aquaman and Friends @ The Goodfoot Pub & Lounge | 9PM, Funk, Soul, Disco (more info)
- Drag: Keepin It Klassy Drag and Comedy Show SOB Birthday Show @ Escape Bar & Grill | 9-11PM, Hosted By Savannah O Bennington
- 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
- Fashion: Free Nazeerah Launch Party @ Blockhouse | 5-8PM, Cocktails, Food, Music, Giveaways & Sustainable Fashion
- Festival: UFO Fest @ Hotel Oregon | Featuring Former Navy Pilot Ryan Graves, Experts, Experiencers, Costume Contest, Parade & More
- Happy Hour: Happy Hour at The Pharmacy (NW 21st) | 2-6PM, Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
- Music: Dueling Piano Show @ Barrel Room Portland | 7PM, Vegas Style Dueling, Requests, Cocktails, Dining
- Music: Blitzen Trapper @ Aladdin Theater | 8PM, w/ Small Paul, Country, Folk, Rock
- Music: Stiff Little Fingers @ Revolution Hall | 8PM, w/ Ricky Warwick, Punk Rock
- Music: The Weather Machine, Katelyn Convery @ Crystal Ballroom | Alternative Rock
- Thorns: Portland Thorns vs Houston Dash | 5PM, Where to Watch in Portland
- Seattle: Seattle Opera Presents The Barber of Seville @ McCaw Hall | One of the Greatest Masterpieces of Comedy Within Music
- 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 18
- Art: Mt. Tabor Art Walk | Meet Artists, Juried Show & Sale (more info)
- Bikes: Reach the Beach 2024 | Bike From Sauvie Island to Astoria, All Ages & Skills, Multiple Start Locations, Scenic Landscapes, Coupon/Promo Code
- Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
- Community: Third Saturday @ Laurelwood Park | 1-4PM, Free Afternoon of Games, Giant Jenga, Cornhole, Ladder Toss (more info)
- Community: Oregon & SW Washington MS Society Presents Walk MS: Portland @ Moda Center | 10AM (more info)
- Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
- Dance: Boom Arts Presents “The History of Empires” @ The Armory | A Cheerfully Nihilistic Dance/Theater Piece
- Drag: LICK: A Draglesque Experience @ Underbar in Vancouver | 9-11PM, Hosted by Savannah O Bennington
- 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: UFO Fest @ Hotel Oregon | Featuring Former Navy Pilot Ryan Graves, Experts, Experiencers, Costume Contest, Parade & More
- Film: Late Night Showing of Rocky Horror Picture Show @ Clinton Street Theater | 11PM, Weekly Screenings Since 1978 (more info)
- Film: Pagan May @ Clinton Street Theatre | 7PM, The Wicker Man (more info)
- Jobs: Oregon Tradeswomen’s Career Fair @ NECA/IBEW Electrical Training Center | 9AM-3PM (more info)
- Music: Fox and Bones “Long Time Honey” Record Release @ Mississippi Studios | 8PM, Featuring Quick & Easy Boys, w/ Reb & the Good News
- Music: Jujuba @ The Goodfoot Pub & Lounge | 9:45PM, Featuring Nojeem Lasisi, Danceable Afrobeat (more info)
- Music: Portland Peace Choir Presents Turn The World Around @ Trinity United Methodist Church | 7PM, Free (more info)
- Music: Dueling Piano Show @ Barrel Room Portland | 7PM, Vegas Style Dueling, Requests, Cocktails, Dining
- Psilocybin: Psilocybin Assisted Therapy Association Presents the Collaborence – Educate, Empower, Collaborate Conference | 9AM-5PM, In Person & Online, Addressing the Mental Health Crisis
- Seattle: Seattle Opera Presents The Barber of Seville @ McCaw Hall | One of the Greatest Masterpieces of Comedy Within Music
- Tea: Wonderland Afternoon Tea @ Victorian Belle | Tea Service, Pastries, Gardens
- Timbers: Portland Timbers @ Minnesota United FC | 5:30PM, 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
- Wine: Lone Wolf Seminar: The Wasserman Wines of Germany @ Ora Et Labora Wine Shop | 2-4PM
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Portland Sunday Events, May 19
- Art: Local Artist Showcase w/ VEWS and the Vibes @ Barrel Room Portland | 7PM (more info)
- Art: Mt. Tabor Art Walk | Meet Artists, Juried Show & Sale (more info)
- Bikes: Sunday Parkways East Portland | 11AM-4PM, Car-Free Streets, Free Bike Tuneups, Dance Performances & More!
- Brunch: Drag Brunch @ The Pharmacy | Noon, Hosted by Devlin Lynn Phoenixx, Mimosas
- 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
- Community: Free Tours at Hoyt Arboretum | 11AM-Noon, Explore the Walking Trails w/ Trained Volunteer (more info)
- Community: Free Clothing Exchange @ Kenton Church | 2-4PM (more info)
- Community: Repair Fair @ Tigard Public Library | 1-4PM (more info)
- Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
- Dance: Boom Arts Presents “The History of Empires” @ The Armory | A Cheerfully Nihilistic Dance/Theater Piece
- 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: Pagan May @ Clinton Street Theatre | 7PM, Valerie and Her Week of Wonders (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: Oregon Sinfonietta Concert @ Sunnyside Seventh-day Adventist Church | 3-5PM, Free (more info)
- Seattle: Seattle Opera Presents The Barber of Seville @ McCaw Hall | One of the Greatest Masterpieces of Comedy Within Music
- Tea: Wonderland Afternoon Tea @ Victorian Belle | Tea Service, Pastries, Gardens
- 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: Build a Charcuterie Board @ Hip Chicks Do Wine | 6-7:30PM (more info)
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Portland Monday Events, May 20
- 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
- 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 @ The Pharmacy (NW 21st) | Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
- Music: Wednesday @ Revolution Hall | 8PM, w/ Draag, Alternative Rock
- Music: Monthly Acoustic Jam Session @ Rae Loft | 5:30-9:30PM
- 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 21
- Author: Author Talk w/ Pamela Statz @ Up Up Books | 6-7:30PM (more info)
- Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
- Dining: Woodinville Whiskey Pairing Cocktail Dinner @ The EastBurn Public House | 6:30PM, Cozy Atmosphere, Multi-Course Curated Dinner
- Drinks: 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: Lost Ox & Friends @ The Goodfoot Pub & Lounge | 9PM, Genre Blending Jammers (more info)
- Music: Free Downtown Concerts on the Transit Mall Presents Machado Mijiga @ Pioneer Place | 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 22
- Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
- Dance: Mount Tabor Dance Community | 6-9PM, Free Community Dance Night (more info)
- 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
- Happy Hour: Happy Hour at The Pharmacy (NW 21st) | 2-6PM, Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
- Happy Hour: Bike Portland Presents Bike Happy Hour @ Gorges Beer Co. – The Trailhead on Rainbow Road / SE Ankeny & 28th | 3-6PM (more info)
- Music: Open Mic Night @ The EastBurn Public House | Signups 5:30PM, Show 6PM, Late Night Happy Hour (more info)
- Music: Battle Beast Circus of Doom Over North America @ Revolution Hall | 8PM, w/ Blackbriar
- Music: We Three @ Aladdin Theater | 8PM, Alt-pop Trio, w/ SkyDxddy
- Music: Lip Sync Smackdown @ The Pharmacy (NW 21st) | w/ Nashville Hott (more info)
- Music: Jam And Ping Pong @ Barrel Room Portland | 6PM (more info)
- Music: Basement Jams @ The Goodfoot Pub & Lounge | 8PM, Hosted by José Rioseco’s House Band (more info)
- 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
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Portland Thursday Events, May 23
- Comedy: Juan’s Crowd Work Chronicles @ Rae Loft | 8PM, Comedy
- Community: Vanport Mosaic Festival Presents The Spirit of Vanport @ PSU Vanport Building | 10AM-2PM (more info)
- 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
- Film: Pagan May @ Clinton Street Theatre | 7PM, The Blair Witch Project (more info)
- Happy Hour: Happy Hour at The Pharmacy (NW 21st) | 2-6PM, Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
- Music: Local Artist Showcase w/ Cartoon Violence USA @ Barrel Room Portland | 6PM (more info)
- Music: Keyed up Karaoke w/ Saint Syndrome @ Barrel Room Portland | 9PM, Pacific Northwest’s Only Piano Queen (more info)
- Music: Super Secret Band, Eclectrick @ The Goodfoot Pub & Lounge | 9PM (more info)
- Roller Skating: Secret Roller Disco | 7-9PM, Free (more info)
- 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 24
- Cruise: Portland Spirit Rose Festival Fireworks Dinner Cruise | 7-9:03PM, Enjoy the Best Seats in the House
- DJ: Soul Stew Featuring DJ Aquaman and Friends @ The Goodfoot Pub & Lounge | 9PM, Funk, Soul, Disco (more info)
- Drag: Portland’s Pettiest Pageant @ Escape Bar & Grill | 9-11PM, Hosted By Savannah O Bennington
- 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)
- Music: Taylor Rave @ Crystal Ballroom | 10PM, A Taylor Swift Rave (Win Tickets, $60)
- Music: Grupo Masato @ Barrel Room Portland | 9PM (more info)
- Rose Festival: Portland Rose Festival Opening Night & Fireworks | 5-10PM (more info)
- Thorns: Portland Thorns vs Orlando Pride | 4PM, Where to Watch in Portland
- Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
- Wine: Memorial Day Weekend BBQ & Wine @ Hip Chicks Do Wine | Wine Tasting
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Portland Saturday Events, May 25
- Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
- Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
- DJ: DJ Night Featuring EDM Sets – A Rainbow City Production @ Barrel Room Portland | 9PM (more info)
- Drag: UnderBar’s Underground Drag And Comedy Show in Vancouver | 9-11PM, Hosted By Savannah O Bennington
- 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
- Film: Late Night Showing of Rocky Horror Picture Show @ Clinton Street Theater | 11PM, Weekly Screenings Since 1978 (more info)
- Music: This Will Destroy You presents: Tunnel Blanket @ Aladdin Theater | 8PM, w/ Christopher Tignor & Ilyas Ahmed (Win Tickets, $50)
- Murder Mystery: The Dinner Detective in Downtown Portland | 6-8:30PM, Largest Murder Mystery Dinner Show In The U.S., Everyone’s Suspect
- Music: Memorial Day Weekend with Shafty @ Goodfoot Pub & Lounge | 10PM, Portland’s Tribute to Phish (more info)
- Timbers: Portland Timbers vs Sporting Kansas City | 7:30PM, Where to Watch in Portland
- Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
- Wine: Memorial Day Weekend BBQ & Wine @ Hip Chicks Do Wine | Wine Tasting
- Wine: The More Esoteric Grapes of Oregon @ Ora Et Labora Wine Shop | 2-4PM
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Portland Sunday Events, May 26
- Adult: Memorial Day Weekend Beach Party @ Club Privata in Downtown Portland | 8PM, Pacific Northwest’s Premier Lifestyle Club
- 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
- 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)
- Music: Dancehall Reggae Party @ Barrel Room Portland | 9PM (more info)
- Music: Memorial Day Weekend with Shafty @ Goodfoot Pub & Lounge | 10PM, Portland’s Tribute to Phish (Win Tickets, $24)
- Outdoors: Free Tours at Hoyt Arboretum | 11AM-Noon, Explore the Walking Trails w/ Trained Volunteer (more info)
- Shopping: Funday Flea @ Artifact PDX | 10AM-Noon, Benefit for Trash for Peace (more info)
- 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: Memorial Day Weekend BBQ & Wine @ Hip Chicks Do Wine | Wine Tasting
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Portland Monday/Memorial Day Events, May 27
- Bikes: NakedHearts:PDX presents Mellow Monday Rides | 7PM, Casual Rides, Meet New People (more info)
- Brunch: Memorial Day Brunch @ Portland’s EastBurn Public House | 8AM-2:30PM, Large Tables, Patio, Mimosas, Eggs Benedict & 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
- Happy Hour: All Day Happy Hour @ The Pharmacy (NW 21st) | Drink Specials, Sliders, Pita & Hummus, Quesadillas, Pretzels, & more! (more info)
- 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