May has arrived, and with it comes that sweet spot between spring and summer, warmer days, later sunsets, and a calendar packed with ways to get out and enjoy it all. From outdoor markets and garden tours to street fairs, wine tastings, and live music under the stars, this month is full of reasons to say yes to fresh air and local fun.
Craving movement? Lace up for a fun run, hit the trails, or wander through an art or vintage fair. However you soak up the season, here’s to making the most of May in Oregon, one sunny day at a time.
Looking for a unique way to celebrate a mom in your life? Our guide is packed with non-traditional ideas to help you plan a day she won’t forget.
May 2 SE Portland | Funky Town Art Opening
May 2-4 SW Portland | One Moto Show
May 2–4 Wilsonville | Opening Weekend of Frog Pond Farm
May 2–5 SW Portland | Portland Cinco de Mayo Fiesta
May 2–3 SW Portland | Crafty Wonderland
May 2–11 Various locations | Best in Beer Week
May 3 NW Portland | Star Wars Night Carnival
May 3 SW Portland | Portland Tacos & Margs Crawl
May 3 NE Portland | Indigenous Marketplace Mother’s Day Pop-up
May 3–4 Tigard | Star Wars Weekend at Washington Square
May 3–4 Canby | Spring Garden Fair
May 3-31 NW Portland | Asian Heritage Month
May 4 SW Portland | Kodomo no Hi, Children’s Day
May 4 SE Portland | Portland Tweed Ride
May 10 SW Portland | Oregon Humane Society’s Doggie Dash
May 10 Champoeg | Hippie Chick Half Marathon
May 10 N Portland | St. Johns Bizarre and Parade
May 10–11 Tillamook | Steelhead Release Walk
May 11 NW Portland | Reigning Roses Walk
May 11 Sauvie Island | Mother’s Day Farm To Plate Brunch for Two
May 11 Silverton | Mother’s Day Brunch at the Oregon Garden Resort
May 11 NE Portland | The Amazing Bubble Man
May 15 Sandy | Sandy Canine Carnival
May 16 SW Portland | Sebé Kan Youth African Dance
May 16 SW Portland | We Can Do Hard Things
May 16–17 McMinnville | UFO Festival
May 16–18 NE Portland | Filmed by Bike Film Festival
May 17 Sauvie Island | Reach the Beach Cycle for Air
May 17 North Portland | Walk MS: Portland
May 17 North Portland | Jumble Jamboree
May 17–18 SE Portland | Mt. Tabor Art Walk
May 17-21 North Portland | Ice Cream Cocktail Mixology Class with Portland Syrups
May 18 Hillsboro | Pink! Rosé Festival
May 23 SW Portland | Rose Festival Opening Night and Fireworks
May 24–26 SE Portland | Multnomah County Fair
May 29-31 North Portland | Cirque du Soleil CRYSTAL
May 31 Sauvie Island | Holi Spring Harvest Fest
May 31 SW Portland | Rose Festival Care Oregon Starlight Parade