Oregon & SW Washington Weekend Planner: May 22-24, 2026

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PORTLAND:

ROSE FESTIVAL

Kick off your summer at Portland’s favorite event the Rose Festival! Where families turn moments into memories. At Rose Festival CityFair, enjoy fair foods, live entertainment, carnival rides, local crafters, and more. All this fun takes place at beautiful Governor Tom McCall Waterfront Park in downtown Portland.

PORTLAND SATURDAY MARKET

Combining the vibes of an art show, a live street concert and an open-air bazaar, the Portland Saturday Market has been a beloved Rose City tradition since 1974 — in 2024, the market celebrated its 50th anniversary and earned the “Oregon Heritage Tradition” title. It’s considered the largest continually operating arts-and-crafts fair in the United States, drawing up to 1 million visitors during its annual season.

OREGON WINE MONTH

You can celebrate Willamette Valley wine all year round, but especially during Oregon Wine Month, when the entire state joins in commemoration of the beloved industry for the month of May, offering special activities and promotions for the enjoyment of Oregon wine.

BLOOM TOUR

Portland is coming to life with the 4th annual Bloom Tour, a stunning showcase of floral artistry and creativity. Experience breathtaking floral and art installations created by local florists and artists in collaboration with downtown retailers. As you explore the city, you’ll discover vibrant storefront displays, interactive floral creations, and immersive art, all designed to celebrate the beauty of spring and support Portland’s small businesses.

VANCOUVER:  

SIPP & SHOP

Join us for Sipp & Shop! A monthly small artist and vendor market hosted at The Sipp Public House. Vendors rotate monthly. 

FAMILY POTTERY CLASS

This Family Pottery Class will be instructed by one of our talented ceramicists who will guide you step-by-step through the process of centering your clay, opening the clay, and pulling up the walls of your piece. If participants ages 8+ do make a piece you’d like to keep, our studio staff will trim, fire, and glaze your piece at no additional cost, which can then be picked up in a few weeks. Otherwise, your clay will be recycled for our next classes to practice with!

THE COAST:

LIBRARY STORYTIME
The Tillamook County Library presents Mother Goose on the Loose!  Developmentally appropriate for birth to 24mos; rhythm, rhymes, instruments, scarves and puppets!

YOGA WITH DAWN

All levels are welcome—whether you’re new to yoga or a seasoned pro, Dawn’s calm guidance and supportive atmosphere will leave you feeling refreshed and centered. Bring a mat, some water, and a smile. No registration needed—just drop in and breathe it out with us!

CENTRAL OREGON:

BEND BREWS & BEYOND

Bend Brews & Beyond is Bend’s best and Oregon’s largest brewfest. Among the more than 50 breweries pouring over 100 beers are every locally-owned brewery and cidery plus a tent dedicated to non-alcoholic beverages from N/A beer to kombucha, craft sodas, cold brew and more including hemp drinks. Live music in the form of the Bend Bands & Brewers Bash will feature performing bands creating a unique beer with partner breweries designed to “taste like their music sounds.” Food trucks, the Drinking Pants Pageant, a pet petting zoo and more are part of the festivities!

EMO SOCIAL

Bend, get ready for a night out with Emo Social at Volcanic Theatre Pub. Emo Social – Bend Bend lands in town this weekend, with a late start at 10:30 PM.Expect a set built for sing-alongs and cathartic moments, blending punchy rhythms with the kind of shout-it-back hooks that turn strangers into a crowd. Bring your friends, claim your spot early, and book your tickets now for a memorable night.

YAMHILL COUNTY:

MEMORIAL DAY BOAT RACES

The 78th Annual Memorial Weekend Boat Races return to Rogers Landing in Newberg, featuring two days of high-speed hydroplane, runabout and tunnel boat racing sanctioned by the American Power Boat Association. 

PETALS & PINK

Join us for a tribute to the season’s first flavors and colors with an evening in the Chef’s Garden at peak bloom. Enjoy a multi-course, family-style dinner prepared by Chef Dan Henley, paired with pink Willamette Valley wines, surrounded by the soft sounds of music and the beauty of the garden in late spring. 

POPULAR ON STREAMING PLATFORMS

SWAPPED

Set in an animal kingdom called the Valley, a tiny woodland creature and a regal bird find themselves in a body-swap mishap. The two sworn enemies are forced to walk in each other’s feathers and fur as they embark on a wild journey together. (Netflix)

MAN ON FIRE

Once a high-functioning and skilled Special Forces Mercenary, known for surviving even the most desolate of situations, John Creasy is now plagued with intense PTSD. Determined to overcome his personal demons, he sets out on a path to redemption. But, before he can adjust to this new life, he finds himself back in the fire, fighting harder than ever. (Netflix)

EUPHORIA

A group of high school students navigate love and friendships in a world of drugs, sex, trauma, and social media. (HBO Max) 

Take advantage of superior service and the convenience of one stop shopping for the best loan and insurance coverage to fit your needs. Home warranty coverage is available through America’s #1 home warranty company, American Home Shield.

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