Portland May Events

<==April Events || June Events==>

Daily & Weekly Events: Trivia, Happy Hours, Farmers Markets, Bike Rides, & More!

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2026 Portland May Events

• All Month: Portland Spirit Cruises | Dinner, Champagne Brunch, Sightseeing & More!
• All Month: Astoria – Alphaboats: A Maritime Voyage from Anchor to Zulu @ Columbia River Maritime Museum| Mixed Media Paintings
• All Month: Forest Hope Through Innovation @ World Forestry Center | Interdisciplinary Art-Forest-Science Exhibition Featuring work by more than twelve innovators (more info)
• All Month: Hood River – Blossoms & Cider Celebration @ Draper Girls Farm in Parkdale | Gorgeous Cherry, Apple, Pear Blossoms, 18 Cider Flavors, 2 Hard Cider Slushies
• May 31: Bra-Ha-Ha!–Benefitting Bradley Angle House @ Hip Chicks Do Wine | 3-6PM, A Bra Decorating Contest! Decorating: 3:30PM
• May 31: Remembering Chinatown: Chinese American Elder Oral Histories (more info)
• May 31: A Notion, A Scream Presents “The Promise” (more info)
• May 27-31: The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical. Runs Through June 7
• May 22 – 31: Portland Rose Festival | Fireworks, CityFair, Fun Runs, Parades & More (Win Tickets, $240)
• May 30: Backcourt Collective Presents Portland Fire Pre-Game Party @ Cartside / The Garden Tavern | Food, Fun, and Raffle
• May 30: Burnside Bridge turns 100! Celebration | 12PM, Noon, Entire bridge will be closed to vehicles and opened up for people walking and rolling (more info)
• May 30: Portland Parked Cars presents The Parking Lot @ Level Beer in East PDX | 11AM-4PM, Free, A show for every car! (more info)
• May 30: Rhododendron w/ Sea Moss @ Aladdin Theater | Indie Rock (Win Tickets, $50)
• May 30: Island Style Charters River Cruises | 6:30PM, Sunset Cruise & Willamette River Tou // 9:30PM, Tiki Night & City Lights (21+)
• May 30: Portland Rose Festival America 250 Fireworks Show presented by IBEW Local 48 at CityFair @ Portland Waterfront | 10PM (more info)
• May 30: Rose Festival Street Mile & Family Fun Run @ Hollywood District | 10:30AM (more info)
• May 30: Portland Rose Festival Fred Meyer Junior Parade @ Hollywood District | 12-2PM (more info)
• May 30: Portland Fire vs. Indiana Fever  | 5PM, Where to Watch in Portland + Food & Drink Specials
• May 30: Circus Royale Drag & Burlesque Extravaganza @ Echo Theater Company | 8PM, 18+, Circus-Inspired Drag & Burlesque
• May 30: Rose Festival Fireworks Dinner Cruise @ Crystal Dolphin | 7PM, Sunset Cruise + Plated Dinner
• May 30: Third Annual Coyote-palooza @ North of the PSU Farmers Market (SW Park / SW Montgomery) | 8:30am to 2pm, Free, A day of discovery and learning (more info)
• May 29-31: Portland Rose Festival CityFair @ Portland Waterfront | Rides, Games, Classic Fair Food (more info)
• May 29: Frosé Fridays at Hip Chicks Do Wine in SE | 2-8PM, 21+, Wine Slushies + Small Plates. Wine Flights and Wine by the glass available.
• May 29: A Portland-Made Documentary Debut: Grassroots to the Grid @ The Redd on Salmon | 2:30-7:30PM, Free Community Resource Fair + Food Vendors + Film Q&A
• May 29: Sleepytime Gorilla Museum w/ Gumby’s Junk @ Aladdin Theater | Experimental Rock (Win Tickets, $68)
• May 29: Butcher’s Burger at Meatstuff on SE Foster | 4-8PM, Fresh Local Beef (more info)
• May 29: Portland Fire vs. Atlanta Dream | 7PM, Where to Watch in Portland + Food & Drink Specials
• May 28: Last Thursday on Alberta Street | 6-9PM, Art gallery opening parties, live music, DJs and other performances at venues, bars, event spaces. (more info)
• May 28: Energy Trust of Oregon’s Salem Regional Presentation and Networking Event @ Family YMCA of Marion & Polk Counties | 12PM, FREE Luncheon
• May 28: Peachy Springs’ Drag Bingo @ Advice Booth on N Gay Ave | 7PM, A BINGO night like no other, as a cross between RuPaul’s Drag Race and The Price is Right!
• May 28: 8th Annual PSU History Slam @ Kennedy School Theater | 7PM, Fast paced history competition (more info)
• May 27-31: The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical. Runs Through June 7
• May 27: Peachy Springs’ Drag Bingo @ Holy Ghost on SE 28th & Gladstone | 7PM, A BINGO night like no other, as a cross between RuPaul’s Drag Race and The Price is Right!
• May 27: Portland Fire vs. Connecticut Sun | 7PM, Amazing View, Get Autographs, Section 102 (Win Tickets, $90)
• May 27: Wine Wednesday: New Kids of Burgundy – Le Puy de l’Ours @ Négociant on NW 21st Ave | 5-8PM, Wines that drink earlier and feel more alive, without losing sight of what makes the region matter in the first place (more info)
• May 27: Grillo’s PBR Release Party @ Rhinestone | 6-9PM, Food & Drink Specials, DJ Set by Country Co-Op
• May 26: Tuesday Night Jazz: Pete Krebs & Brent Martens @ Négociant on NW 21st Ave | Doors open at 5:30, Music 6-8PM, No Cover. No reservations. (more info)
• May 26: Adult Lecture: Ships Named Astoria @ Columbia River Maritime Museum in Astoria | 11AM, A look at the history of vessels named Astoria, from naval ships to modern-day namesakes
• May 25: It’s Gonna Be Okay FREE Monday Night Comedy @ The EastBurn Public House | 8PM, Hosted by Lewis Sequeira (more info)
• May 25: Portland Fire at New York Liberty | 5PM, Where to Watch in Portland + Food & Drink Specials
• May 25: Island Style Charters River Memorial Day Weekend Cruises | 9:30AM &/or 2PM, City Views Day Cruise // 6:30PM, Sunset Cruise & Willamette River Tour
• May 24: Sunday Night Splash @ Club Privata | 8PM, PNW’s Premier Lifestyle Club (21+)
• May 24: Island Style Charters River Memorial Day Weekend Cruises | 9:30AM &/or 2PM, City Views Day Cruise // 6:30PM, Sunset Cruise & Willamette River Tour // 9:30PM, Tiki Night & City Lights (21+)
• May 24: Must-See Museum Tour @ Columbia River Maritime Museum in Astoria | 11AM, Discover the Museum’s most notable artifacts on this highlights tour
• May 22-25: Portland Rose Festival CityFair @ Portland Waterfront | Rides, Games, Classic Fair Food (more info)
• May 22-24: Memorial Day Weekend Wine & BBQ at @HipChicksDoWine in SE Portland | To-Go Sangria, Wine Tasting, Discounts
• May 21-24: Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce (Win Tickets, $90)
• May 20-24: The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical. Runs Through June 7
• May 23: Bend – Bend Brews & Beyond @ Drake Park in Bend OR | 50+ Breweries, NA Options, Food (Win Tickets, $101)
• May 23: Kenton Community Bike Ride | 9:30AM, Ride through North and inner NE Portland (more info)
• May 23: Spring Workshops @ PAM CUT in Downtown | 10am – 2pm, Moving Pictures // Zines, Artist Books, & Visual Storytelling
• May 23: Decadent 80s @ Crystal Ballroom | 8PM, Portland’s Longest Running 80s Night (Win Tickets, $22)
• May 23: Grape Culture @ PAM CUT Tomorrow Theater | 7PM, 18+, Tragic Comedy w/ Toni Nagy and Seraphina Supernova
• May 23: Portland Fire at Toronto Tempo| 3PM, Where to Watch in Portland + Food & Drink Specials
• May 23: Model Boat Sailing Season Opens @ Columbia River Maritime Museum in Astoria | 12-2PM, Head to the Warnock Model Boat Pond for R/C sailboat rentals
• May 23: Island Style Charters River Memorial Day Weekend Cruises | 9:30AM &/or 2PM, City Views Day Cruise // 4:30PM, Tiki Boat Party Float Happy Hour // 6:30PM, Sunset Cruise & Willamette River Tour // 9:30PM, Tiki Night & City Lights (21+)
• May 22 – June 6: Portland Rose Festival | Fireworks, CityFair, Fun Runs, Parades & More (Win Tickets, $240)
• May 22-25: Portland Memorial Day Weekend Events: Festivals, Fireworks, Food & Wine, Traveling
• May 22-24: Memorial Day Weekend Wine & BBQ at @HipChicksDoWine in SE Portland | To-Go Sangria, Wine Tasting, Discounts
• May 22 & 23: Non-Fiction Book Flash Sale @ Rose City Reads | 11AM-5PM, Free, 1/2 Off History, Cooking, Crafts, Sports & More!
• May 22: Historic Vessels Guided Tour @ Columbia River Maritime Museum in Astoria | 11AM, Celebrate National Maritime Day with a special tour highlighting the Museum’s historic vessels.
• May 22: Fireworks River Cruise Memorial Day Weekend @ Island Style Charters | 7:30PM, 3 Hour Tiki Cruise (more info)
• May 22: Laughs PDX presents Tits & Giggles @ Curious Comedy | 9:30PM, A Drag & Comedy Show Featuring some of your Favorite Local Comedians and Drag Performers!
• May 22: Rose Festival Fireworks Dinner Cruise @ Portland Spirit | 6:30PM, Sunset Cruise + Plated Dinner
• May 22: Melody’s Echo Chamber – Unclouded Tour w/ Strange Lot @ Revolution Hall | 8PM, French Indie, Gospel (Win Tickets, $86)
• May 22: Frosé Fridays at Hip Chicks Do Wine in SE | 2-8PM, 21+, Wine Slushies + Small Plates. Wine Flights and Wine by the glass available.
• May 22: The General (1926) Silent Film w/ Live Music By: MLTZR @ Mission Theater | 8PM, Silent Film Classic w/ Live Music (Win Tickets, $36)
• May 22: Portland Rose Festival Opening Night Fireworks @ Tom McCall Waterfront Park | Best Places to Watch, Photos, Video, Schedule
• May 21-24: Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce (Win Tickets, $90)
• May 21: Island Style Charters River Cruises | 6:30PM, Sunset Cruise & Willamette River Tour
• May 21: BACKFENCE Next Level Storytelling @ Powell’s City of Books | 6:30PM, Live Storytelling
• May 21: Wine Club Release Day @ Négociant on NW 21st Ave | 4-7PM, A rotating selection of wines from favorite independent producers (more info)
• May 21: Danger Kitty w/ Purusa & Ashleigh Flynn @ Kelly’s Olympian | 8PM, Indie Rock, Americana, Funk (Win Tickets, $30)
• May 20-24: The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical. Runs Through June 7
• May 20: Portland Fire at Indiana Fever | 4PM, Where to Watch in Portland + Food & Drink Specials
• May 20: 7 Deadly Sins: Pants On Fire @ McMenamins White Eagle Saloon | EARLY Family/Friendly Show (All Ages) @ 6PM // LATE 9:00 Filthy/Freaky Show (21 & Over) @ 9PM | 7 Totally True Tales, One Lying McLiarpants
• May 20: Wine Wednesday: Italian Rosé @ Négociant on NW 21st Ave | 5-8PM, Three Rosés that show how much sophistication and joy pink wine can hold. (more info)
• May 20: Retro Game Night! @ The Pharmacy on NW 21st Ave | 6PM-2AM, Free, Play your favorite retro games on your favorite retro consoles! DJ Jigawatt spinning 80’s movie soundtracks 7-10PM (more info)
• May 20: Foxtide @ Mission Theater | 8PM, Indie/Alternative (Win Tickets, $50)
• May 19: Debut of Triviology @ The Snug | 7PM, Tacos, Cheap Drinks, Pinball (21+)
• May 18: It’s Gonna Be Okay FREE Monday Night Comedy @ The EastBurn Public House | 8PM, Hosted by Lewis Sequeira (more info)
• May 18: Portland Fire vs. Connecticut Sun  | 7PM,  Where to Watch in Portland + Food & Drink Specials
• May 17: Portland Sunday Parkways in Southwest | 11AM-4PM, Free (more info)
• May 17: Pink! Rosé Festival @ Hillsboro Ballpark | 12:30-3:30PM (VIP Entry at noon), 28 of Tualatin Valley’s Finest Wineries
• May 17: Drag Brunch @ The Pharmacy | 11AM, Hosted by Devlin Lynn Phoenixx 
• May 17: World Forestry Center Free Day Series | 10AM-4PM, Free Entrance, 60th Anniversary Celebration! (more info)
• May 17 : The Future of Film is Female at PAM CUT @ The Whitsell | 2PM ‘Dreams in Nightmares’ (Win Tickets, $30)
• May 15-17: Jekyll in Chains @ Samaritan Odd Fellows Lodge in Milwaukie OR | Musical Reimagining of Robert Louis Stevenson’s Dr. Jekyll & Mr. Hyde
• May 14-17: Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce (Win Tickets, $90)
• May 13-17: The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical. Runs Through June 7
• May 13-17: Fat Ham @ Portland Center Stage | Pulitzer Prize-Winning Reimagining of Shakespeare’s ‘Hamlet’. Runs Through May 17th
• May 16: The Dinner Detective at Embassy Suites in Downtown Portland | 6-8:30pm, Largest Murder Mystery Dinner Show In The U.S.
• May 16: Verdi’s Requiem @ Keller Auditorium | 7:30PM, Feat. Portland Opera Orchestra & Chorus + The Choral Arts Ensemble of Portland
• May 16: Island Style Charters River Cruises | 6:30PM, Sunset Cruise & Willamette River Tour // 9:30PM, Tiki Night & City Lights (21+)
• May 16: Spring Workshops @ PAM CUT in Downtown | 10am – 2:30pm, WonderLab: Petals & Postcards // A David Hockney-Inspired Family Art Workshop
• May 16: The Future of Film is Female at PAM CUT @ The Whitsell | 2PM ‘Puddysticks’ (Win Tickets, $30)
• May 16: 90s MTV Party @ Club Privata | 8PM, PNW’s Premier Lifestyle Club
• May 16: Alice in Wonderland Teas @ Victorian Belle | Seatings at 2:30 & 3pm, Sweet & Savory Bites Paired w/ Teas
• May 14-16: McMenamins UFO Festival @ Hotel Oregon in McMinnville | Alien Costume Ball, Parade, Live Music & More (Win Tickets, $60)
• May 15-17: Jekyll in Chains @ Samaritan Odd Fellows Lodge in Milwaukie OR | Musical Reimagining of Robert Louis Stevenson’s Dr. Jekyll & Mr. Hyde
• May 15-16: Empowered Women’s Weekend @ Sabin CDC Center of Joy | 10AM, FREE (more info)
• May 15 & 16: Portland Choir & Orchestra presents Prairie Fire: An American Frontier @ Rolling Hills Church in Tualatin | Internationally Recognized Principal Cellist Carter Brey
• May 1-15: Oregon Metro Future Vision Survey | What Should Portland Look Like in 50 Years?
• May 15: Portland Rose Festival Happy Hour @ Portland Spirit | 2:30PM Boarding, 3-5PM Cruising, Wine Tastings, Live Entertainment, Prizes
• May 15: Frosé Fridays at Hip Chicks Do Wine in SE | 2-8PM, 21+, Wine Slushies + Small Plates. Wine Flights and Wine by the glass available.
• May 15: Eras @ World Forestry Center | Oratorio About Wildfires by Oregon Repertory Singers Youth Choir & Third Angle New Music (Win Tickets, $90)
• May 15: Brent Gunter: Trade Winds Premiere Concert @ Newmark Theatre | 7:30PM, Flamenco-Inspired Guitar, Melodic Rock (Win Tickets, $70)
• May 14-17: Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce (Win Tickets, $90)
• May 14-16: McMenamins UFO Festival @ Hotel Oregon in McMinnville | Alien Costume Ball, Parade, Live Music & More (Win Tickets, $60)
• May 14: Gus Constantellis – The Book Tour @ Mission Theater | 8PM, Greek American Stand-Up Comic & Cookbook Author (Win Tickets, $70)
• May 14: Wild Nothing – ‘Gemini’ Anniversary Tour w/ Lunar Vacation @ Revolution Hall | 8PM, Indie Rock (Win Tickets, $64)
• May 14: Club Curfew: The 90s w/ DJ Gregarious @ Crystal Ballroom | 6PM, A Happy Hour Dance Party (Win Tickets, $20)
• May 14: Portland Fire vs. New York Liberty | 7PM,  Where to Watch in Portland + Food & Drink Specials
• May 13-17: The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical. Runs Through June 7
• May 13-17: Fat Ham @ Portland Center Stage | Pulitzer Prize-Winning Reimagining of Shakespeare’s ‘Hamlet’. Runs Through May 17th
• May 13: Drag Bingo @ The Pharmacy on NW 21st Ave | 8-10PM, Free, Prizes, Join hosts Nashville Hott and Syda Pickles for a night of questionable humor, sexy prizes, and maybe even a little Bingo! (more info)
• May 13: Wine Wednesday: Chenin: Sparkling and Still – Michel Autran @ Négociant on NW 21st Ave | 5-8PM, Pouring three expressions: a pét-nat, and two still Chenin that show just how much range one grape and one committed grower can cover. (more info)
• May 12: Caroline Kingsbury: Shock Treatment Tour @ Mission Theater | 8PM, Indie Pop (Win Tickets, $46)
• May 12: Portland Fire vs. New York Liberty | 7PM,  Where to Watch in Portland + Food & Drink Specials
• May 12: Tuesday Night Jazz: Tracy Kim Trio Featuring Keilemei @ Négociant on NW 21st Ave | Doors open at 5:30, Music 6-8PM, No Cover. No reservations. (more info)
• May 11: It’s Gonna Be Okay FREE Monday Night Comedy @ The EastBurn Public House | 8PM, Hosted by Lewis Sequeira (more info)
• May 10: Portland Mother’s Day Brunch, Events, Specials, Gift Ideas, & More
• May 10: Alice in Wonderland Teas @ Victorian Belle | Seatings at 2:30 & 3pm, Sweet & Savory Bites Paired w/ Teas
• May 10: Mother’s Day Brunch @ The EastBurn | 8AM-2:30PM, Serving up mimosas, bloody marys, eggs benedict, scrambles, hash & more for Mother’s Day — No reservations needed.
• May 10: Island Style Charters River Mother’s Day Weekend Cruises |9:30AM &/or 2PM, City Views Day Cruise // 4:30PM, Tiki Boat Party Float Happy Hour (21+) // 6:30PM, Sunset Cruise & Willamette River Tour
• May 10: Mother’s Day Brunch Cruises @ Portland Spirit | 10AM & 2:30PM, Buffet, Sparking Wine, 2-Hour River Cruises
• May 10: Fox Walker w/ Hard Maybe & Zyanna @ Showbar | 8PM, Neo Soul Night (Win Tickets, $84)
• May 10: Mother’s Day Brunch @ The EastBurn | 8AM-2:30PM, Serving up mimosas, bloody marys, eggs benedict, scrambles, hash & more for Mother’s Day — No reservations needed.
• May 9 & 10: Bubbles & Bites @ Hip Chicks Do Wine in SE | Curated wine flights, Wine by the glass or bottle, A variety of refreshing mimosas, A delicious small plate menu perfect for sharing
• May 1-10: Lilac Days @ Hulda Klager Lilac Gardens in Woodland WA | Plant Sale, Mother’s Day, Museum, House Tours (Win Tickets, $20)
• May 8-10: Flowers for Mother’s Day Weekend @ Négociant on NW 21st Ave | Exactly the kind of bouquet worth giving: thoughtful, seasonal, and lovely. Fresh cut arrangements in vases, $25 each.
• May 8-10: Jekyll in Chains @ Samaritan Odd Fellows Lodge in Milwaukie OR | Musical Reimagining of Robert Louis Stevenson’s Dr. Jekyll & Mr. Hyde
• May 7-10: Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce (Win Tickets, $90)
• May 6-10: Fat Ham @ Portland Center Stage | Pulitzer Prize-Winning Reimagining of Shakespeare’s ‘Hamlet’. Runs Through May 17th
• May 6-10: The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical. Runs Through June 7
• May 9: The Dinner Detective at Embassy Suites in Downtown Portland | 6-8:30pm, Largest Murder Mystery Dinner Show In The U.S.
• May 9: Mother’s Day Plant & Garden Fair in Camas WA | 9am-4pm, Free, All Ages, Kids Activities, Live Music, Food & More
• May 9: Portland Fire vs. Chicago Sky | 6PM, Where to Watch in Portland + Food & Drink Specials
• May 9: Island Style Charters River Mother’s Day Weekend Cruises | 9:30AM &/or 2PM, City Views Day Cruise // 6:30PM, Sunset Cruise & Willamette River Tour
• May 8-10: Flowers for Mother’s Day Weekend @ Négociant on NW 21st Ave | Exactly the kind of bouquet worth giving: thoughtful, seasonal, and lovely. Fresh cut arrangements in vases, $25 each.
• May 8-10: Jekyll in Chains @ Samaritan Odd Fellows Lodge in Milwaukie OR | Musical Reimagining of Robert Louis Stevenson’s Dr. Jekyll & Mr. Hyde
• May 8: Steal Your Bass & Jerry’s Pickle @ Mission Theater | Grateful Dead Cover Bands (Win Tickets, $48)
• May 8: BackCourt Collective WNBA Rally @ The Garden Tavern at Cartside Food Carts on N Williams | 4:30PM, Free, Featuring women-owned and operated local brands, Flash Tattoos, Free Beer Tastings, Giveaways, & more! (more info)
• May 8: Frosé Fridays at Hip Chicks Do Wine in SE | 2-8PM, 21+, Wine Slushies + Small Plates. Wine Flights and Wine by the glass available.
• May 8: Love Isn’t Blind @ Sentinel Hotel | A Comedy/Dating Show Where the Men Can’t Speak (Win Tickets, $44)
• May 7-10: Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce (Win Tickets, $90)
• May 7: The Wood Brothers w/ Olive Klug @ Revolution Hall | 8PM, Roots, Folk, Blues (Win Tickets, $88)
• May 7: Wine on the Water Cruise @ Portland Spirit | 5:30PM, Wine Tasting Sunset Cruise
• May 7: First Thursday at PNCA + North Park Blocks | 5-9PM, Receptions, Live Music, Performances & More! (more info)
• May 7: First Thursday @ Portland Center Stage | 6PM, Free, Complimentary beer from Deschutes, Live Music, Panel discussion for Fat Ham, featuring Black Men’s Wellness (more info)
• May 7: First Thursday in the Pearl | 5-9PM, Gallery Opening, Vendors, Performances (more info)
• May 7: Free First Thursday @ Portland Art Museum | 10AM-8PM (more info)
• May 7: Baby Bugs w/ Elliot Lee @ Mission Theater | 8PM, Indie, Dark-Pop, Punk (Win Tickets, $56)
• May 6-10: Fat Ham @ Portland Center Stage | Pulitzer Prize-Winning Reimagining of Shakespeare’s ‘Hamlet’. Runs Through May 17th
• May 6-10: The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical. Runs Through June 7
• May 6: Destination Comedy @ The Hostel Cafe in NW | 8PM, FREE, Stand Up + Learn New Places to Visit in Portland
• May 6: Drag Bingo & Lypsync Smackdown @ The Pharmacy on NW 21st Ave | 6:30-8PM, Free, Join hosts Nashville Hott and Syda Pickles or a raucous night of bingo fun! Followed by Portland’s hottest queens go head to head in a lip synch competition! (more info)
• May 6: Dose of Burlesque @ The Pharmacy on NW 21st Ave | 9-11PM, Free, Hosted by Devlin Lynn Phoenixx, Features the hottest burlesque performers from around the PNW!  (more info)
• May 6: Wine Wednesday: Orange Wine @ Négociant on NW 21st Ave | 5-8PM, Expect a lineup of current favorites that balance freshness, texture, and a little personality. (more info)
• May 5: Cinco de Mayo Events, Parties, Festivals, Music, Food & Drink Specials
• May 1-5: Portland Cinco de Mayo Festival @ Tom McCall Waterfront Park | Celebration of Mexican Culture, Music & Cuisine
• May 4: It’s Gonna Be Okay FREE Monday Night Comedy @ The EastBurn Public House | 8PM, Hosted by Lewis Sequeira (more info)
• May 3: Free First Sundays @ The Japanese American Museum of Oregon | 11AM-4PM (more info)
• May 3: A Taste of Ireland – The Irish Song & Dance Sensation @ Newmark Theatre | 4PM, World Champion Irish Dancers (Win Tickets, $200)
• May 3: Portland 16th Annual Tweed Ride @ Revolution Hall Patio | Free, Meet @ Noon, Ride @ 1PM to a picnic at an undisclosed natural setting (more info)
• May 3: Portland Fire 503 Day @ The Rose Quarter Commons | 11AM, Free, Fan Festival & Burnside Skateboarding Experience (more info)
• May 3: Portland Fire vs. Los Angeles Sparks | 4 p.m,  Where to Watch in Portland + Food & Drink Specials
• May 3: Cinco de Mayo Half Marathon, 10k & 5k @ Sellwood Riverfront Park | Kids Fun Run, Quesadillas, Party, Finisher Shirt
• May 3: Island Style Charters River Cruises | 9:30AM &/or 2PM, City Views Day Cruise
• May 3: Vincent Neil Emerson @ Revolution Hall | 8PM, Folk, Country (Win Tickets, $64)
• May 1-3: Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce (Win Tickets, $90)
• May 1-3: Jekyll in Chains @ Samaritan Odd Fellows Lodge in Milwaukie OR | Musical Reimagining of Robert Louis Stevenson’s Dr. Jekyll & Mr. Hyde
• May 2 & 3: Spring Garden Fair @ Clackamas County Event Center in Canby, OR | 125 Local Nurseries, Artisans, Garden Art & More
• May 2 & 3: Spring Sip & Stroll in Historic Aurora OR | 11AM-5PM, 8 Wineries, Sweet & Savory Samples, Gift Certificates & More
• May 1-3: Fat Ham @ Portland Center Stage | Pulitzer Prize-Winning Reimagining of Shakespeare’s ‘Hamlet’. Runs Through May 17th
• May 1-3: Jekyll in Chains @ Samaritan Odd Fellows Lodge in Milwaukie OR | Musical Reimagining of Robert Louis Stevenson’s Dr. Jekyll & Mr. Hyde
• May 1-3: Farmhouse Kitchen x Veganizer | 11:30AM-2:30PM, 5-9PM | $45 for 5 Vegan + Gluten-Free Small Plates
• May 2: Free Admission at Lan Su Chinese Garden | 12-6PM, Cultural performances every hour from different cultural groups (more info)
• May 2: @pdxgardening Portland Plant Pop-Up & Sale at Dot’s Cafe | 4-8PM, Spooky Plants, Mother’s Day Gifts, Tomatoes, Artichokes, Strawberries, & More!
• May 2: Spring Workshops @ PAM CUT in Downtown | 1-4PM, Surface Alchemy // Experiments in Projection Mapping
• May 2: Island Style Charters River Cruises | 5:30PM, Sunset Cruise & Willamette River Tour // 8:30PM, Tiki Night & City Lights (21+)
• May 2: Sangria Saturday @ Hip Chicks Do Wine in SE | 12-5PM, Sip your way through a delicious flight of 6 wines plus a special tasting of crowd-favorite Disco Sangria (more info)
• May 2: Spring Butchery Classes @ MEATSTUFF on SE Foster | 6PM, Lamb Butchery, Classes are inclusive of meaty apps, a meal, house wine, beer, & no proof bevs! Participants take home meat from all classes.
• May 2: Pink! BluePrint Arts presents The Time Heists! | 5:45PM Doors, 6:13PM Show, FREE, All Ages | Choose-Your-Own-Adventure Musical Tale
• May 2: VHS & Vendor Market + Halfway to Halloween Party @ Dot’s Cafe | 4-8PM Market, 8PM-Close Halloween Party | FREE, Costume Party, VHS Swap, Local Vendors, Plants, Mother’s Day Gifts
• May 1-15: Oregon Metro Future Vision Survey | What Should Portland Look Like in 50 Years?
• May 1-10: Lilac Days @ Hulda Klager Lilac Gardens in Woodland WA | Plant Sale, Mother’s Day, Museum, House Tours (Win Tickets, $20)
• May 1-5: Portland Cinco de Mayo Festival @ Tom McCall Waterfront Park | Celebration of Mexican Culture, Music & Cuisine
• May 1-3: Gorge Artists Open Studios Tour | 10am-5pm, FREE, All Ages, 50 Artists, 41 Open Studios
• May 1-3: Farmhouse Kitchen x Veganizer | 11:30AM-2:30PM, 5-9PM | $45 for 5 Vegan + Gluten-Free Small Plates
• May 1-3: Jekyll in Chains @ Samaritan Odd Fellows Lodge in Milwaukie OR | Musical Reimagining of Robert Louis Stevenson’s Dr. Jekyll & Mr. Hyde
• May 1-3: Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce (Win Tickets, $90)
• May 1-3: The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical. Runs Through June 7
• May 1-3: Fat Ham @ Portland Center Stage | Pulitzer Prize-Winning Reimagining of Shakespeare’s ‘Hamlet’. Runs Through May 17th
• May 1 & 2: Crafty Wonderland Spring Art + Craft Market @ Oregon Convention Center | 250+ Makers, Mother’s Day Gifts, Pick Pre-Show Party, Shop Local! (Win Tickets, $40)
• May 1: Oh Wonder – Songs at the Piano w/ WRABEL @ Revolution Hall | 8PM, Alternative-Pop Duo (Win Tickets, $96)
• May 1: Wicked Craft Beltane Night Market @ Rae Loft | 6-11PM, All Ages, 30+ Vendors, Goddess-Themed Drinks, Music
• May 1: Spring Butchery Classes @ MEATSTUFF on SE Foster | 6PM, Sausage Making, Classes are inclusive of meaty apps, a meal, house wine, beer, & no proof bevs! Participants take home meat from all classes.
• May 1: 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)
• May 1: Never Ending Fall @ Mission Theater | 8PM, Alternative/Indie (Win Tickets, $46)

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<==April Events || June Events==>

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