May Events
Embrace spring with events celebrating local food, crafts and Latinx culture.
May in Portland brings back the Portland Farmers Market, Crafty Wonderland (a celebration of the city’s makers) and one of the biggest citywide events, the Portland Rose Festival. Read on for our top picks of things to do and see in March in Portland, or search our full events calendar to see everything on offer.
Portland Farmers Market
Most of the area’s farmers’ markets open in May. Among the items featured are fresh produce, flowers, seafood, breads and berries. The flagship Portland Farmers Market is at Portland State University, but the organization operates more throughout the city. In addition to shopping, the markets can feature chef demonstrations, spontaneous music performances, fresh flowers, coffee, food carts and more. Enjoy strolling through the market, then spend an afternoon exploring downtown Portland.
Memorial Weekend in Wine Country
During Memorial Weekend in Wine Country, more than 100 Willamette Valley wineries — many not usually open to the public — open their doors to visitors. Enjoy live music and tasty food pairings, along with locally-made art and spectacular views of the surrounding scenery.
Crafty Wonderland Spring Art + Craft Market
The Crafty Wonderland Spring Art + Craft Market from the popular purveyor of local crafts, Crafty Wonderland, turns the Oregon Convention Center into a true wonderland of all things handmade each spring and winter. Get a made-in-Portland souvenir while perusing art and products crafted by dozens of the city’s makers.
More May Events
Explore more exciting events and things to do and see every May in Portland.
More May Events
Check out our editor's picks for top things to do in May in Portland.
Festival of Flowers
For more than 30 years, the Festival of Flowers at Pioneer Courthouse Square (in the heart of downtown Portland) has been one of city’s most renowned festivals. Every year, the Square works with a local artist or design firm to create a masterpiece of vibrant color utilizing more than 24,000 flowers and plant material, filling…
Cultivation Classic
EVENT POSTPONED. Please visit the event website for current information. Cultivation Classic, produced by Willamette Week, is the only competition for craft cannabis produced in Oregon with a regenerative approach, paired with an exceptional public education event curated especially for thought leaders, policymakers, producers, bud tenders and consumers.
Portland Rose Festival
Portland Rose Festival features multiple parades, waterfront carnival rides, concerts, dragon boat races, fireworks and plenty of roses.
Rose City Rollers Hometown Throwdown
Join Portland’s roller derby team, The Rose City Rollers, for their annual Hometown Throwdown, featuring two double-headers every day. Hometown Throwdown Games in 2020: Friday, May 29:7pm Axles of Annihilation (PDX) vs. The Wall Street Traitors (NYC);9:00pm Wheels of Justice (PDX) vs. Mile High Club (DEN)Saturday, May 30: 7pm Bruising Altitude (DEN) vs. The Wall…
CityFair
EVENT POSTPONED. Please visit the event website for current information. Considered the “hub” of the annual Portland Rose Festival, CityFair fills Waterfront Park with carnival rides, concerts, food and fireworks for multiple weekends during the festival.
Rose Festival Starlight Parade
EVENT POSTPONED. Please visit the event website for current information. For more than 40 years, Portland’s Starlight Parade has offered funky, eclectic fun for everyone. From traditional marching bands and flood-lit floats, to glow-in-the-dark umbrellas and unique hand-built entries, you’ll see the best of Portland’s diverse community groups (and surrounding Northwest region) together in one…
Portland Brunch Festival
Join us in celebrating Portland’s favorite meal at the 3rd annual Portland Brunch Festival, benefiting The Jerome Kersey Foundation. This year’s festival will include local restaurants, cafes, popups, food trucks, local artists and designers. Enjoy multiple bars, a photo booth, live music, and games. Bars will be serving your favorite brunch cocktails and entertainment will…
Portland Flea + Food
The Portland Flea + Food is a monthly market held on the last Sunday of the month in Portland, Oregon. Every market features 80+ local artists, makers, and curators of the best vintage, handmade and locally-sourced goods in town.
Edgefield Concerts on the Lawn
Since 2008, McMenamins Edgefield, a bucolic venue located 15 miles east of Portland in Troutdale, has welcomed musical acts to its Concerts on the Lawn series, which is a local rite of summer.
UFO Festival
Every May, thousands of visitors flock to the city’s famous UFO Festival, featuring four days of parades, costume contests, expert speakers
St. Johns Bizarre & Parade
EVENT CANCELED FOR 2020. Please visit the event website for current information. The St. Johns Bizarre is a uniquely crafted celebration that kicks off the summer street fair season in Portland with music, kids’ activities and more. Held annually on the second Saturday in May, the Bizarre brings music, crafts and food to the crowds…