Memorial Day Weekend 2022 Events In and Around Portland

CityFair, Road Trip Ideas, and More
May 24, 2022
Who will reign supreme in the battle of the briny baseball teams? Find out at this Memorial Day preseason Pickles' game. (Portland Gherkins via Twitter)

It may be hard to fathom given the fact that Portland weather has barely given us a spring, but the arrival of Memorial Day (Mon May 30) signals the unofficial start of summer. To help you make the long weekend a memorable one, we’ve compiled some noteworthy events to check out in town, plus a few road trip ideas if you’re itching for a change of scenery.

Although Oregon’s statewide mask mandate has been lifted, venues may have their own health guidelines in place. We advise directly checking the specific protocols for an event before heading out.


CityFair Add to a List
As the kick-off event and hub for the Portland Rose Festival Add to a List , CityFair will take over Waterfront Park for three consecutive weekends of carnival rides, fair food vendors, interactive exhibits, live music, and more. Opening night Add to a List (Fri May 27) will include a ribbon cutting, carnival rides, food and drink, live music from Hit Machine, and an after-dark fireworks extravaganza.
Tom McCall Waterfront Park, Downtown (May 27-30)

HOLI Spring Festival Add to a List
Topaz Farm is honoring the season of rebirth on their land while celebrating the South Asian festival of Holi, which marks the arrival of spring. A vibrant dance party will be soundtracked by DJ Anjali & The Incredible Kid, during which festival goers will pelt each other with brightly colored organic, plant-based powders imported from India. Plus, dig into food from Bhuna, Big Elephant Kitchen, Chaat Wallah, DesiPDX, and Kulfi. A percentage of proceeds from the event will benefit farmers in India. The farm's official opening day for the season is on Memorial Day (Mon May 30), and they'll celebrate with strawberry rhubarb lemonade, hand pies, grilled brats, and more.
Topaz Farm, Sauvie Island (May 28-29)

Multnomah County Fair 2022 Add to a List
The annual family-friendly fair returns with three days of performances, competitions, nachos, amusement park rides, and a pioneer village. Be sure to catch the dachshund race, or enter your own weiner pup for a chance to win prizes.
Oaks Park, Sellwood (May 28-30)

Portland Pickles vs. Portland Gherkins Add to a List
Portland’s briniest team will gear up for their regular season by going against their farm team in this preseason matchup. Are you team Dillon or team Lil P?
Walker Stadium, Lents (Mon May 30)

TEDxPortland Add to a List
The phrase "Thank you for coming to my TEDxTalk" will take on its original meaning at year ten of this annual event. Speakers Rukaiyah Adams (Chief Investment Officer, Meyer Memorial Trust), Jelani Memory (founder and CEO, A Kids Book About), Eric Tran, PhD (cancer research scientist, Earle A. Chiles Research Institute), and others will share "ideas worth spreading." Plus, the best of Pacific Northwest music will take the stage, with Portugal. The Man, Death Cab For Cutie, Pink Martini, and more on the lineup.
Moda Center, Lloyd District (Sat May 28)

The 7th Vanport Mosaic Festival Add to a List
Vanport, the largest WWII federal housing project in the United States and once Oregon's second-largest city, celebrates its 80th anniversary this year. With performances, film screenings, exhibitions, tours, and conversations, the Vanport Mosaic Festival commemorates the city's founding through an activist, community-minded lens.
Various locations (May 20-June 7)


Check out some juicy winery open houses for Oregon Wine Month. While there are a few events happening in town, an hour’s drive south will put you right in the heart of Willamette Valley wine country, where many wineries are throwing open their doors for Memorial Day weekend open houses. We suggest indulging in pizza and pinot at Dobbes Family Estate, sipping on a featured flight at Lange Estate, or kicking back in Flâneur Wines’ tasting room, which was converted from an old grain elevator—the winery will serve fresh crudités from their vineyard garden alongside their classic tasting flight.

Stroll through Oregon Garden in Silverton. The annual Art in the Garden showcases handcrafted pieces from local artists, enhancing the garden’s natural beauty and giving home gardeners some inspiration with pieces available for purchase. The event is free with regular garden admission. 

Sprint down to Tracktown, USA. The 47th Edition Prefontaine Classic Track & Field Meet, one of the nation's premier track and field meets, will get set and go once again after a four-year hiatus. Over 200 of the world's best track and field athletes will convene at the University of Oregon's renovated Hayward Field to compete in 14 different disciplines.

Go spelunking in Central Oregon. Bend’s Lava River Cave was “one of the first lava tubes to be discovered in Oregon and is the longest one in the state.” Cave explorers should dress warmly and in close-toed shoes for the approximate one-and-a-half hour round trip as the microclimate hovers around a temperature of 42 degrees Fahrenheit. The popular attraction reopened on May 6 after being closed to visitors since 2019. The site requires a recreation fee and can be accessed with a variety of outdoor passes.

Head to Southern Oregon to attend the Ashland World Music Festival. The price of gas is wild right now, but admission to this festival is free and you can soak up storytelling, music, dance, and visual art from cultures around the world all within Ashland’s downtown. 

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