Feel like a kid again at The Great Inflatable Race, which includes at least eight blow-up obstacles you must get over, under, around, or through at Portland International Raceway.
May 4 - 5, 2019
25.8 miles south
Shop for plants and garden decor, eat at the food court, ask a master gardener questions, and choose from 10-minute classes at the Spring Garden Fair at Clackamas County Fairgrounds in Canby. No pets.
Run for beer
May 4, 11, 18, 2019
multiple locations each month
The untimed 5K Fun Run is on sidewalks and park trails, followed by a free beer and live entertainment.
Dinner in the country
May 4 - December 14, 2019
Dinners in the Field features “stunning wines of Oregon over a six-to-seven course dinner expertly prepared by Field & Vine chefs using ingredients sourced straight from the host and surrounding farms.” (This event has sold out in previous years.)
Run along the river
May 5, 2019
1.1 miles north
Cinco de Mayo Run/Walk includes a half marathon, 10K, 5K, and half miler that begin and end at Fields Neighborhood Park, followed by a party with prizes.
May 10 - 11, 2019
The Mid-Century Modern Design Series includes a lecture (Friday) about Mid-Century Modern architecture, plus a self-driving tour of homes (Saturday), plus an after-party (Saturday evening).
Move with the dogs
May 11, 2019
0.5 miles east
Doggie Dash is a 1.5 or 2.5 mile untimed walk/run that begins and ends at Tom McCall Waterfront Park, including breakfast, a beverage, a pet festival, vendor booths, and canine contests.
May 11, 2019
(1 to 5 p.m.)
0.6 miles NE
Support scientific research, science education, and public policy based on science at the Portland ScienceFest, which includes a kids’ zone at White Stag Block.
Run Mama Run! is a 10K, 5K, and kids’ run in the hilly forest of Mt. Tabor Park.
Street fair & parade
May 11, 2019
8 miles NW
Kick off the summer street fair season at St. Johns Bizarre, with local music, 90 juried craft vendors, food, a beer garden, and kids’ activities the same day as the noon St. Johns Parade in North Portland.
Wildflower and Music Festival has flowers on display, plants for sale, experts to answer questions, food, arts and crafts, music, guided walks, and kids’ activities at Mount Pisgah Arboretum in Eugene. No dogs.
Festival of Flowers
May 22 - June 4, 2019
See a giant design made from 20,000 flowers during Festival of Flowers in Pioneer Courthouse Square, with live music at noon on some days, followed by a flower sale.
CityFair & fireworks
May 24 - June 9, 2019
0.5 mile east
CityFair has fireworks on opening night (May 24), carnival rides, exhibits, beer, a food fair, and music concerts at Tom McCall Waterfront Park. No pets. (Closed May 28 to 30, and June 3 to 6, 2019.)
Vampire’s Masquerade Ball
May 25, 2019
0.3 miles SW
Vampire’s Masquerade Ball is a formal gala at Portland Art Museum, with gothic and industrial music, a classic midnight waltz, an included buffet, and a no-host bar for age 21+.