Portland events May 2020. Things to do in Portland, Oregon.

Best events for 12 months

Portland events May 2020

Tulip festival

May 1 - 2, 2020
(begins March 20)
35 miles south
See 40 acres of tulips and daffodils in bloom, visit the gift shop & cafe, and check the weekend events schedule for Tulip Fest at the Wooden Shoe Tulip Farm in Woodburn. Children age 12 and younger are free.

Salem beer festival

May 1 - 2, 2020
47 miles south
A ticket to Cinco de Micro Brewfest includes a glass mug and four tasting tokens, with 75 breweries onsite, food for sale, and musical entertainment in the Salem Convention Center for age 21+.

Giant art show

May 1 - 3, 2020
1.5 miles NE
Local artists’ guilds join forces to sell ceramic, metal, wood, glass, bead, and hand-woven art at Gathering of the Guilds at Oregon Convention Center. Free.

Run along the river

May 2, 2020
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.

Charity party at OMSI

May 2, 2020
1.2 miles SE
A $125 ticket to Gala After Dark includes food, beverages, and entertainment by Pink Martini.

Garden fair

May 2 - 3, 2020
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.

Architecture tour

May 8 - 9, 2020
multiple locations
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 9, 2020
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.

Mother’s Day race

May 9, 2020
13 miles SW, or 5 miles east
Run Mama Run! is a 10K, 5K, and kids’ run in the hilly forest of Mt. Tabor Park.

Street fair & parade

May 9, 2020
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.

Mother’s Day cruise

May 10, 2020
two locations
Portland Spirit offers brunch and dinner river cruises boarding in Portland or Cascade Locks in the Gorge.

Mother’s Day restaurants

May 10, 2020
Portland area
OpenTable lists restaurants that offer special brunch, lunch, and dinner menus on Mother’s Day.

Mother’s Day walk

May 10, 2020
1.5 miles NW
Attend a reception at Castaway at 10 a.m., take the 5K Reigning Roses Walk through NW Portland at 11 a.m., and join the closing reception at 12:30 p.m. to honor women and support charity.

Mother’s Day zoo brunch

May 10, 2020
3 miles west
Take Mom to the Portland Zoo for a sweet and savory Mother’s Day Brunch, which does not include or require a zoo ticket.

UFO Festival

May 14 - 16, 2020
38 miles SW
The UFO Festival honors two locals who spotted UFOs, with a costume parade Saturday at 2 p.m., speakers, a movie, live music, a 5K, and kids’ fun at McMenamins Hotel Oregon in McMinnville.

Bicycle film festival

May 15 - 17, 2020
3.3 miles NE
See short films about bicycling at Filmed by Bike at the Hollywood Theatre.

Rocks & minerals show

May 15 - 17, 2020
9.6 miles NE
Mt. Hood Rock Club Show features demonstrations, kids’ activities, and vendors selling rocks, minerals, fossils, and jewelry at Jackson Armory. Free.

Wear a red dress

May 16, 2020
1.4 miles NE
Men and women wear red dresses, drink red cocktails, and dance at the Red Dress Party for charity in the basement of Veterans Memorial Coliseum.

Beer tasting on a farm

May 16, 2020
9.3 miles NE
A ticket to Sip of Spring gets you 14 four-ounce samples of beer at Rossi Farms for age 21+. Food for sale. No pets.

Armed Forces Day

May 16, 2020
12 miles SE
See historic and current military vehicles, uniforms, and equipment, and meet historians on Living History Day at Camp Withycombe. Adults require ID. Free.

Art walk

May 16 - 17, 2020
5 miles east
Visit local artists at two dozen locations on Mt. Tabor Art Walk, following the map on their website. Free.

Wildflower Festival

May 17, 2020
115 miles south
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.

CityFair & fireworks

May 22 - June 7, 2020
0.5 mile east
CityFair has fireworks on opening night (May 22), carnival rides, exhibits, beer, a food fair, and music concerts at Tom McCall Waterfront Park. Open Friday, Saturday, Sunday, and Memorial Day. No pets.

Canby festival

May 29 - 31, 2020
25 miles south
Buy samples of wine, beer, and food; hear live music; and shop from vendors at Taste & Tunes Festival [formerly Canby Wine, Food & Brew]. Children age 15 and younger are free.

Starlight Parade & Run

May 30, 2020
0.7 miles NW
Join 325,000 spectators at the 8:30 p.m. Starlight Parade, or wear a costume and run past them in the 7:45 p.m. Starlight Run 5K, which begins and ends at CityFair in Tom McCall Waterfront Park.

Taste of Tigard

May 30, 2020
10 miles SW
Buy food & beverages from local vendors at the Taste of Tigard. Live music begins at 11:30 a.m. Free entry.

Extreme motorsports race

May 2020
Oregon locations
Oregon Trail Rally begins Friday evening at Portland International Raceway with a rally and driver meet & greet. Dufur and Hood River also host spectator events for this race on gravel logging roads.

Festival of Flowers

May 2020
0 miles
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.

Marijuana rally

May 2020
0 miles
Oregon Cannabis Festival promises speakers, bands, and vendors at Pioneer Courthouse Square, plus a march at 4 p.m. Free.

Portland Lindy Exchange

May 2020
Portland locations
Lindy hop fans dance to jazz and swing bands at venues all over the city during Portland Lindy Exchange.

Run for beer

May 2020
location varies each month
The untimed 5K Fun Run is on sidewalks and park trails, followed by a free beer and live entertainment.

Charity dessert tasting

May 2020
0.3 miles SW
“Taste the finest cakes, savories, cocktails, and more” at Bake: A Dessert Tasting Event to support charity at the Portland Art Museum.

Cinco de Mayo Fiesta

May 2020
0.5 miles east
Enjoy live entertainment, authentic food, carnival rides, an artisan village, and family fun at Cinco de Mayo Fiesta at Tom McCall Waterfront Park. No pets.

Psychedelic rock festival

May 2020
0.5 miles NW
Sabertooth features rock and psychedelic music, marketplace vendors, and beer tasting at the Crystal Ballroom and Lola’s Room for age 21+.

Science festival

May 2020
0.6 miles NE
Support scientific research, science education, and public policy based on science at the Portland ScienceFest, which includes speakers, workshops, and kid’s activities at White Stag Block.

Skin cancer screening

May 2020
1.4 miles south
PDX Skincare Festival includes free skin checks, a chance to meet cosmetologists and aestheticians, a 5K walk, presentations, exhibits, music, and dancers at OHSU, 2730 SW Moody Avenue. Free.

People in the street

May 2020
Located 1.7 miles SE
Walk, bike, or roller-skate on 7 miles of streets when most cars are banned for Southeast Portland Sunday Parkways. Nearby parks offer activities & music. Free.

Queer documentaries

May 2020
3.5 miles east
QDoc is billed as the only U.S. festival devoted exclusively to Lesbian Gay Bisexual Transgender (LGBT) documentaries, at Hollywood Theatre.

Silent-film festival

May 2020
4 miles NE
Watch silent films recently made by Northwest kids under age 21 and accompanied by live music at the International Youth Silent Film Festival at Hollywood Theatre. (See June 7 for global awards.)

Obstacle race

May 2020
8 miles north
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.

College art exhibition

May 2020
8.5 miles SW
Sylvania Creates showcases music, art, writing, and theater created by Portland Community College students and faculty at the Sylvania Campus. Free.

Dinner in the country

May 2020
multiple location
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.

Wildlife festival

May 2020
14.2 miles SW
Celebrate wildlife and wild places with a ton of family-friendly activities during the Tualatin River Bird Festival at Tualatin River National Wildlife Refuge. Free.

Seaside wine tasting

May 2020
78 miles NW
Taste wines in local shops with your ticket to Spring Downtown Wine Walk in Seaside. Repeats in Nov.

Vampire’s Masquerade Ball

May 2020
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+.

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