Food & Drink
The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.
Are you tired of the same old date nights? Portland’s perfect remedy for entertainment boredom is The Dinner Detective.
Read More2025 Holiday Lights Wine Walk @ Abbey Road Farm | Charity Benefit, Hot Cocoa, Cider
Wander the grounds as they glow with twinkle lights and festive décor, and warm up with a cup of mulled wine, hot cocoa, or cider.
Read MoreUgly Sweater Get Together @ Hip Chicks Do Wine | Wine Flights + Retro Apps, Cookie Decorating
Break out your most outrageous, bedazzled, glitter-covered holiday sweater—it’s time for our Ugly Sweater Get Together!
Read MoreMargaritas & Mistletoe @ Club Privata | PNW’s Premier Lifestyle Club
At Club Privata we can’t think of a better way to celebrate the holidays than at our Margaritas & Mistletoe Party!
Read MoreWin Tickets ($150): 2026 Swashbuckler’s Ball @ Milwaukie Elks Lodge #142 | Portland’s Pirate Prom
Raise your mask and ready your cutlass – The Swashbuckler’s Ball returns for its 14th grand celebration!
Read MoreThe Nightcap Before Christmas @ McMenamins | Holiday Decor, Cozy Cocktails, Win A Gift Card
The place to find holiday spirit(s) this year is at our holiday pop-ups! You’ll find delicious drinks, miles of tinsel and enough holiday cheer to knock the partridge right out of the pear tree.
Read MoreHip Chicks Holiday Market @ Hip Chicks Do Wine | Sip & Shop Local Makers
Join us for our Annual Hip Chicks Holiday Market, a festive weekend of wine, shopping, and community!
Read More2025 My People’s Market @ Oregon Convention Center | 150+ Vendors, Live Performances, Food & More
Shop local this holiday season from 150+ vendors and enjoy free activities, live performances, food at more.
Read MoreWin Tickets ($100): 2025 Sip the Gorge @ Mountain View Grange in White Salmon, WA | 13 Wineries, Small Bites, Jazz
Sip the Gorge is an intimate holiday wine tasting & small bites pairing event celebrating the best of the Columbia Gorge AVA at the historic Mountain View Grange.
Read MoreNordic Northwest presents 2025 ScanFair @ Oregon Convention Center | Handcrafted Gifts, Scandinavian Food, Music & More
Step into the warmth and wonder of a Nordic Christmas at ScanFair, Portland’s beloved holiday tradition celebrating more than 40 years of festive fun.
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