Winter
Events
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Crafts & Cocktails at McMenamins Crystal Ballroom
McMenamin's Crystal Ballroom 1332 W Burnside St., Portland, OR, United StatesFor two festive nights at the Crystal Ballroom with 75+ local artists, makers, and small businesses. Shop handmade goods and one-of-a-kind gifts, grab a cocktail, enjoy music, and spend the evening supporting Portland’s creative community.
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Milwaukie Holiday Bazaar
Milwaukie High School 2301 SE Willard St, Milwaukie, ORMilwaukie Holiday Bazaar — a festive community tradition featuring local makers, handcrafted gifts, seasonal treats, and holiday cheer.
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Woodstock Community Center Holiday Market 2026
Woodstock Community Center 5905 SE 43rd Ave, Portland, ORPresented by the Friends of the Woodstock Community Center, the Annual Holiday Market brings together local artists, makers, and crafters for a festive day of shopping and community each November.
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da Vinci Arts Fair 2026
da Vinci Arts Middle School 2508 NE Everett St., Portland, OR, United StatesKeep the Arts Alive at the da Vinci Arts Fair
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Bird Alliance of Oregon’s 46th Wild Arts Festival
Wingspan Event & Conference Center 801 NE 34th Ave., Hillsboro, OR, United StatesExplore beautiful artwork, nature-inspired books, an array of silent auction items, and much more in support of the Bird Alliance of Oregon.
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Duniway Home Tour Holiday Boutique
Duniway Elementary School Gym 7700 SE Reed College Pl., Portland, OR, United StatesHappening alongside the Duniway Home Tour is the annual Holiday Boutique at Duniway Elementary School in Portland, OR
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Bird Alliance of Oregon’s 46th Wild Arts Festival
Wingspan Event & Conference Center 801 NE 34th Ave., Hillsboro, OR, United StatesExplore beautiful artwork, nature-inspired books, an array of silent auction items, and much more in support of the Bird Alliance of Oregon.
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ScanFair 2026
Oregon Convention Center 777 NE Martin Luther King Jr Blvd, Portland, OR, United StatesScanFair is one of Oregon’s largest and most beloved holiday events and a joyful celebration
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ScanFair 2026
Oregon Convention Center 777 NE Martin Luther King Jr Blvd, Portland, OR, United StatesScanFair is one of Oregon’s largest and most beloved holiday events and a joyful celebration