As Portland embraces the warmth of May, the city comes alive with a variety of events catering to diverse 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
Details: Celebrate Mexican culture at the 39th annual Portland Cinco de Mayo Fiesta. Enjoy live performances, authentic cuisine from over 40 vendors, and explore the Guadalajara Artisan Village. The festival runs from 11 AM to 11 PM on Friday through Sunday, and 4 PM to 10 PM on Monday and Tuesday. More information
One Moto Show
Dates: May 1–3, 2026
Location: Zidell Yards
Details: Motorcycle enthusiasts can revel in the One Moto Show, a three-day event showcasing custom-built, unique bikes. It’s a must-visit for gearheads and design aficionados alike. Event details
Portland Fire Season Opener
Date: May 9, 2026
Location: Moda Center
Details: 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. Game information
Oregon Symphony Presents Haydn & Bruckner
Date: May 9, 2026
Location: Arlene Schnitzer Concert Hall
Details: Immerse yourself in classical music as the Oregon Symphony performs works by Haydn and Bruckner. A perfect evening for music lovers seeking a refined experience. Concert details
Portland Flea
Date: May 31, 2026
Location: The Redd, 831 SE Salmon Street
Details: Discover vintage clothing, retro home décor, and unique finds at the Portland Flea. With both indoor and outdoor seating, it’s an ideal spot to shop and relax, rain or shine. Event information
These events highlight the rich cultural tapestry and community spirit that Portland offers. Whether you’re a longtime resident or a visitor, May presents numerous opportunities to engage with the city’s vibrant scene.