As Portland welcomes the warmth of May, the city comes alive with a diverse array of events catering to all interests. Here’s a curated list of happenings you won’t want to miss:
Portland Cinco de Mayo Fiesta
Dates: May 1–5, 2026
Location: Tom McCall Waterfront Park
Celebrate Mexican culture at the 39th annual Portland Cinco de Mayo Fiesta. Enjoy live performances by Mariachi Ciudad de Guadalajara, savor authentic Mexican cuisine from over 40 vendors, and explore the Guadalajara Artisan Village. The festival also features a family carnival and a naturalization ceremony. Learn more.
One Moto Show
Dates: May 1–3, 2026
Location: Zidell Yards
Motorcycle enthusiasts can revel in the One Moto Show, showcasing custom-built bikes from around the world. This three-day event offers a unique blend of art, culture, and motorcycling. More details.
Portland Fire Season Opener
Date: May 9, 2026
Location: Moda Center
Cheer on Portland’s WNBA team, the Portland Fire, as they kick off their season against the Chicago Sky. Experience the excitement of live basketball and support our local athletes. Get tickets.
Florence + the Machine Concert
Date: May 13, 2026
Location: Moda Center
The acclaimed indie rock band returns to Portland as part of their “Everybody Scream Tour.” Don’t miss this electrifying performance. Purchase tickets.
McMenamins UFO Fest
Dates: May 14–16, 2026
Location: McMinnville
Join fellow enthusiasts at the annual UFO Fest, featuring costume contests, a street fair, and engaging discussions on extraterrestrial phenomena. Event information.
“Heritage” Art Exhibition
Date: May 16, 2026
Location: Design Portland
Explore themes of inheritance and legacy at the “Heritage” pop-up art gallery, presented by Ethereal Reflections. This group exhibition showcases works inspired by personal and cultural heritage. Find out more.
Portland Rose Festival
Dates: May 22–June 28, 2026
Location: Various venues
Experience the city’s signature event with parades, fireworks, and family-friendly activities. The festival kicks off with an opening night fireworks show on the Willamette River. Festival details.
Michelle Zauner at Tomorrow Theater
Date: May 27, 2026
Location: Tomorrow Theater
The creative force behind Japanese Breakfast and author of “Crying at H Mart” will discuss her creative process and latest album in an engaging conversation. Event details.
Criterion Mobile Closet
Dates: May 29–31, 2026
Location: Portland Art Museum
Film enthusiasts can explore the Criterion Mobile Closet, a roaming video store stocked with over 1,700 classic films. Visitors can record their own “Closet Picks” videos and discover cinematic gems. Learn more.
With such a vibrant lineup of events, May in Portland promises something for everyone. Mark your calendars and enjoy all that our city has to offer!