Enjoy the best events, festivals, and things to do in Portland, Oregon with this calendar of events.
Miles are from Pioneer Courthouse Square.
Cinco de Mayo
May 4 - 6, 2018
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.Craft show
May 5, 2018
1 mile NW
Shop from 200 artists and craft makers at the Crafty Wonderland Spring Art + Craft Market at the Oregon Convention Center. Repeats in Dec. Free.Garden fair
May 5 - 6, 2018
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.
Quilt show
May 11 - 12, 2018
7 miles north
Admire hundreds of quilts, see demonstrations, and shop at A Festival of Quilts in Portland Expo Center.Move with the dogs
May 12, 2018
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, food carts, and canine contests.Street fair & parade
May 12, 2018
8 miles NW
Kick off the summer street fair season at St. Johns Bizarre, with local music, 70 juried craft vendors, food, a beer garden, and kids’ activities the same day as the noon St. Johns Parade in North Portland.Women’s run in Hillsboro
May 12, 2018
13.7 miles NW
Hippie Chick Quarter Marathon, 15K & Half Marathon at Ron Tonkin Field is preceded by a kids’ race and followed by a breakfast.Plant fair
May 12, 2018
21 miles NE
Camas Mother’s Day Plant & Garden Fair features plants, trees, garden art, kids’ activities, live music, and food vendors in pretty downtown Camas, WA. Free.Seaside wine tasting
May 12, 2018
78 miles NW
Taste wines in local shops with your ticket to Spring Downtown Wine Walk in Seaside. Repeats in Nov.Mother’s Day flower show
May 12 - 13, 2018
5 miles SE
Mother’s Day Show and Sale is a rhododendron show and sale at Crystal Springs Rhododendron Garden.Mother’s Day restaurants
May 13, 2018
Portland area
OpenTable lists restaurants that offer special brunch, lunch, and dinner menus on Mother’s Day.Mother’s Day walk
May 13, 2018
1.5 miles NW
Attend a reception at Castaway at 10 a.m., and then take the 5K Reigning Roses Walk through NW Portland at 11 a.m. to honor women and support charity.Mother’s Day zoo brunch
May 13, 2018
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.Queer documentaries
May 17 - 20, 2018
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.UFO Festival
May 17 - 20, 2018
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. Schedule.Wear a red dress
May 19, 2018
Location uncertain
Men and women wear red dresses, drink red cocktails, and dance at the Red Dress Party for charity.Armed Forces Day
May 19, 2018
12 miles SE
See historic and current military vehicles, uniforms, and equipment, and meet historians at Living History Day at Camp Withycombe. Adults require ID. Free.Art walk
May 19 - 20, 2018
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 20, 2018
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.Animated film festival
May 23 - 27, 2018
4 miles NE
NW Animation Fest celebrates the best work from independent animators in many countries by screening nearly 200 hilarious, dramatic, strange, and inspiring films at Hollywood Theatre. Repeats later in Eugene.Wine country weekend
May 26 - 28, 2018
34 miles SW
More than 150 wineries in the Willamette Valley are open for tastings and tours on Memorial Weekend in the Wine Country.Comedy festival
May 2018 (undated)
multiple location
Bridgetown Comedy Festival showcases hilarious local and nationally known comedians in bars and theaters.Czech film festival
May 2018 (undated)
0.3 miles SW
See five innovative films from the Czech Republic at New Czech Cinema at the Portland Art Museum.Battle of the Bands
May 2018 (undated)
0.6 mile NW
Watch nine bands from local companies and organizations compete for awards at the Battle of the Bands at McMenamins Crystal Ballroom for charity.Run along the river
May 2018 (undated)
1 mile SE
Cinco de Mayo Run/Walk includes a half marathon, 10K, 5K, and half miler that begin and end at OMSI, followed by a party with prizes.Vampire’s Masquerade Ball
May 2018 (undated)
1 miles east
Vampire’s Masquerade Ball is a formal gala at Melody Ballroom with gothic and industrial music, a classic midnight waltz, an included buffet, and a no-host bar.Train day
May 2018 (undated)
1.4 miles SE
Portland Train Day includes games, live music, a free museum visit, steam trains on display, train rides, and food carts at Oregon Rail Heritage Center. Free.People in the street
May 2018 (undated)
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.Bicycle film festival
May 2018 (undated)
3.3 miles NE
See short films about bicycling at Filmed by Bike at the Hollywood Theatre, which on opening night has both films and a free street party.Silent-film festival
May 2018 (undated)
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.)Bakery sale for depression
May 2018 (undated)
5 miles NE
Just like people sometimes, cakes, cupcakes, and cookies at the one-day Depressed Cake Shop Portland are gray on the outside but great inside. Sales at The Little Church support Baby Blues Connection.Tour historic homes
May 2018 (undated)
8.5 miles south
The Lake Oswego Historic Home Tour features four historic homes within walking distance, starting at Oswego Heritage House.Oregon City festival
May 2018 (undated)
12 miles south
Pioneer Family Festival has a carnival, food vendors, entertainment, a police K-9 demonstration, and a Saturday teddy bear parade in Oregon City. Free.Rum Run
May 2018 (undated)
13 miles SW
The Rum Run includes a 10K, 5K, and kids’ run with awards and a tropical party at Big Al’s in Beaverton.Mother’s Day race
May 2018 (undated)
13 miles SW, or 5 miles east
Run Mama Run! is a 10K, 5K, and kids’ run in forested Mt. Tabor Park, which is preceded by a light breakfast.CityFair & fireworks
May 2018 (undated)
0.5 mile east
CityFair has fireworks on May 26, carnival rides, exhibits, beer, a food fair, and live music on the second weekend at Tom McCall Waterfront Park. No pets. Dates: May 26 - 29, June 2 - 4 and 9 - 11.Meteorite festival
May 2018 (undated)
16 miles NW
Meteorite and Family Fun Day includes seeing and touching meteorites from outerspace, kids’ games, scavenger hunts, and talks by a meteorite expert at the Rice Northwest Museum of Rocks and Minerals in Hillsboro.