Holidays & Seasonal

The annual Portland Holiday Market is the premier venue for holiday cheer! Kickstart your festive decor and gift shopping while enjoying gourmet food and festive family activities. The three-day market brings the community together for a weekend...

Shop hyper-local this year! Find one-of-a-kind creations by more than 35 artists and makers at our 2nd Annual Holiday Bizarre. Plus, do some hands-on art, watch art demos, eat and drink, and do our scavenger hunt for a chance to win prizes. It will be a night to remember!

Make your list, check it twice and get a jump on holiday shopping at the Early Bird Holiday Bazaar. Talented local crafters and artisans offering display ready decor and gift-worthy creations. Friday, Nov 6, 2026 – 2:00 to 7:00pm Saturday, Nov 7,...

Come join us for our annual Christmas Market at Windy Hills! This is a free, family friendly event with awesome vendors: - Santa! Snag a picture with Old St. Nick 🙂 - Confectionary Fairy – delicious treats! - Fortae – locally made skincare -...

First Course Butternut Squash Bisque pumpkin seeds, sage oil, maple cream or Roasted Cabbage crispy chickpeas, aji verde, bacon, espelette butter, granny smith apples, mimolette cheese Second Course Bavette Steak wilted spinach, white onion...

Join Urban Art Network for a special holiday edition of First Thursday inside Portland’s iconic McMenamins Crystal Ballroom! For two festive nights, we’re bringing together an incredible lineup of local artists, makers, and small businesses for a...

Holiday Wine + Makers Market at Hi-Lo Hotel Kick off the holiday season at the Hi-Lo Hotel with a festive evening of wine, small bites, local makers, holiday shopping, coffee, self-care—and dogs! On Friday, November 13, from 5–7 PM, we’re transforming the Hi-Lo into a holiday marketplace featuring some of our favorite local and regional partners. Grab your friends, raise a glass, discover something new, and get a head start on your holiday shopping. Your ticket includes wine samples and small bites from CraftPDX, with an exciting lineup of wine partners: King Estate Winery • Del Rio Vineyard Estate • Columbia Distributing • Delicato Family Wines Taste your way through the evening, discover a new favorite, and get into the holiday spirit. Find something special for your holiday list—or yourself—with our growing lineup of makers and partners: Pools of Light: Discover Calley’s jewelry, including necklaces and beaded earrings, perfect for gifting or adding a little sparkle to your own collection. Good Wolf: Join us in welcoming Good Wolf to the market! Stop by their table, meet the team, and explore what they’ve brought for your holiday shopping. The Paper Bag Coffee Roaster: Enjoy locally roasted coffee samples and shop whole-bean coffee to take home. Be sure to visit the Hi-Lo Merchant for even more locally inspired gifts and Portland finds. More makers and partners are still to come! Oregon Dog Rescue will be onsite—with dogs! Take a break from sipping and shopping to meet some four-legged friends and learn more about the rescue’s work. A little holiday shopping, a little puppy love. What could be better? ️ Yes, you read that right. Jake from Vitality PDX will be joining the party, offering special event pricing on Botox and select wellness treatments throughout the evening. Because sometimes your holiday shopping list should include you. You’ve shopped. You’ve snacked. You’ve enjoyed a beverage or two. Make a night of it with a stay at the Hi-Lo Hotel! Holiday Market guests can take advantage of a special overnight offer: Discounted Hi-Lo room rate 50% off overnight valet parking Waived destination fee Use code N5731 when booking. Shop, snack, sip, treat yourself, and when you’re ready to call it a night, just take the elevator home. ️ Bring your friends, your holiday shopping list, and your appetite. Spend the evening tasting wine, enjoying small bites, meeting local makers—and a few dogs—while celebrating our Portland community. Sip. ️ Shop. Discover. Meet the dogs. Celebrate local. Friday, November 13, 2026 | 5–7 PM Tickets: $30 on Eventbrite — search “Hi-Lo Hotel” Hi-Lo Hotel, Autograph Collection 320 SW Harvey Milk Street Downtown Portland Wine samples and small bites are included with your ticket. Additional food, beverages, retail purchases, and Vitality PDX services are available separately. 21+ for wine tasting.

Christmas? Hanukkah? Kwanzaa? Yule? Bodhi Day? Shōgatsu? You got it. Krampus? Joulupukki? Saint Nicholas? Tió de Nadal? La Befana? Jólasveinar? Yup. Imperfecta Gallery is delighted to present "Rockin' Around" — a holiday extravaganza...