EVENTS

Address: 39181 Pioneer Blvd, Sandy, OR 97055

Enjoy the Sandy Actors Theatre performatnce of Barefood in the Park - Paul and Corie Bratter are newlyweds in every sense of the word. After a six day honeymoon, they get a surprise visit from Corie's loopy mother and decide to play matchmaker during a dinner with their neighbor-in-the-attic Velasco, where everything that can go wrong does.

Time: 7:30 -9pm

Address: 4107 SE Harrison St, Milwaukie, OR 97222

This Valentine’s Day, Bridge City Improv is excited to present Cliffbanger, musical improv like you’ve never seen - raw, unpredictable, and unapologetically fun. No scripted storylines, no predictable arcs—just razor-sharp comedy, top-tier musicianship, and on-the-spot songs that make you laugh til your stomach hurts. They take what’s funny, crank it up to 11, and let the music drive it home. Unpredictable, high-energy, and unlike anything else in Portland—this is musical improv with teeth. We’ll close it out with Bridge City founders Beau & Lisa Brousseau joining the stage for a shorter improvised set inspired by your suggestions. It’s gonna be a good time. Join us!

Time: 2 -4pm

Address: 18005 S Gronlund Rd, Oregon City, OR 97045
Phone: 503-631-8274

Make your Valentine’s Day extra special with an afternoon of lovely harp music by master harpists Laura Zaerr and Jeff Parsons. The venue is the Pioneer Church built in 1895 and relocated in 1967 onto the original site of a 19th-century donation land claim granted to Western pioneers Horace Baker and his wife Jane Hattan Baker. The picturesque 4-acre woodland setting also features the Baker’s original log cabin dating back to 1856.

Time: Dusk - 10pm

Address: Downtown, Milwaukie, OR 97222

Milwaukie Lights Walk is an annual community event that transforms our downtown streets into an immersive winter lights art walk. This beloved tradition brings together artists, businesses, and the community to create a vibrant, walkable experience full of imagination, wonder, and creativity. 2026 installations include a light display on the large Redwood in Milwaukie Bay Park, an interactive music-light display in the windowfront at BSide Records and an interactive illumidated art peices installed at That One Vintage amoung other displays.

Time: 7pm - 9pm

Address: 140 W Arlington St, Gladstone, OR 97027
Phone: 5037657137

Join The Arlington Taphouse this Valentine’s Day when Nate Botsford plays an acoustic set of all the love songs. And a couple angry ones for those who need it.

Time: 10am - 12pm

Address: 10835 SE Main Street, Milwaukie, OR 97222

Create a custom-fitted sauna hat using natural wool sourced from Pacific Northwest shepherds in this hands-on, playful workshop. On Valentines Day come create a custom-fitted sauna hat using natural wool sourced from Pacific Northwest shepherds in this hands-on, playful workshop. This specific class is in collaboration with the first ever Winter Sauna Festival. Held on the beautiful shores of the Willamette River. Be sure to purchase sauna passes to round out a fun weekend! Using traditional wet-felting techniques—just warm water, soap, and your hands—we’ll shape and felt wool into a functional, beautiful hat designed for comfort and heat regulation in the sauna. Along the way, you’ll learn about the role of textiles in sauna culture, how natural fibers perform under heat and steam, and why felted wool has been used across cultures for protection and care. This workshop is both practical and joyful, offering the chance to make something you’ll use again and again.

Time: 6 - 8pm

Address: 22500 Salamo Rd. West Linn, Oregon 97068, West Linn, OR

Twirl away the night with your adorable little one in this vibrant celebration. Formerly called the Daddy Daughter Dance, this night features everything from waltzes to spirited disco grooves! Let the rhythm of the night lead your footsteps! All lovely school-age kids are welcome to dazzle the dance floor as they are fondly escorted by their cherished parent, grandparent, adored aunt or uncle, noble guardian, or any other superhero in their life.

Time: 10am - 5pm

Address: 2029 SE Jefferson St, Milwaukie, OR 97222

Enjoy the works of Jason Tipps, professional tradesman and self-taught artist and Michael Rank, professional project manager and wood crafter. Their art is on display through February at the Toolbox Art Gallery which aims to bring creatives in the building industry together.

Time: 5:30 - 7:45pm

Address: 375 SW Barrel House Way, West Linn, OR 97068

Valentine’s evening at Tumwater Vineyard. Reserve your seating for a perfectly paired offering. Valentine, Galentine, Palentine, or just a great night for a wonderful dinner. Tumwater Vineyard will be offering two choices as a main entrée paired with their flagship wines. Upon arrival, you are greeted with a 2021 Estate Sparkling.

Time: 5 - 10pm

Address: 68010 E Fairway Ave, Welches, OR 97067

Join Altitude Restaurant at Mt. Hood Oregon Resort for a romantic Valentine's Day dinner.