Fairs & Markets❯Craft Fairs

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.

Kick off your holiday shopping by supporting local authors, independent books, and small businesses at Words & Wine at Hip Chicks do Wine! Friday, November 28 | 12:00 PM – 5:00 PM Saturday, November 29 | 12:00 PM – 4:00 PM We're bringing together...

The 37th Annual Holiday Food & Gift Festival is one of the largest holiday celebrations in the Northwest, welcoming thousands of shoppers each year who love to complete their holiday shopping early. Explore hundreds of exhibitors offering...

Sip, snack, and shop unique finds at the Holiday Wine, Food, and Makers Market at Hi-Lo Hotel. Kick off the holiday season at the Hi-Lo Hotel for a festive evening of wine, small bites, local makers, holiday shopping, coffee, and a little...

Join Portland Parks Golf for a festive Shop and Sip Makers Market celebrating local art, handmade goods, and the flavors of the season. Get a head start on holiday shopping while discovering unique, locally made treasures from talented artists...

Kick off your holiday shopping at Cathedral Ridge Winery in Hood River! Browse a festive collection of local artisans offering handcrafted candles, pottery, jewelry, clothing, original artwork, and unique gifts for everyone on your holiday list. Enjoy Cathedral Ridge Winery's award-winning wines as you explore one-of-a-kind creations, meet local makers, and support our creative community. Bring fr

Frybread Fest is coming back to Downtown Portland, and it’s going to be bigger than ever. Help celebrate Native American Heritage Month through food, culture, art, and community. Enjoy delicious frybread from several Indigenous chefs and...

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...

Halls C, D, E — The Oddities & Curiosities Expo is the largest internationally traveling oddities and subculture event in the world. A space showcasing hand selected vendors, artists and small businesses with all things weird. You'll find items such as taxidermy, preserved specimens, original artwork, horror and Halloween inspired pieces, antiques, handcrafted oddities, creepy clothing, odd jewelry, animal skulls

2023 Triomphe Release | Three Vintages. One Purpose. November 6–8, 2026 | Résolu Cellars Honoring Service. Celebrating Community. Shared Conversation Over Wine. Three vintages. Five Bordeaux varietals. One meaningful tradition. Join us for the public release of our 2023 Triomphe Signature Bordeaux Blend and a special vertical tasting featuring the 2021, 2022, and 2023 vintages. Each year, our father-son winemakers, Scott and Cameron Nelson, craft Triomphe from five classic Bordeaux varietals, blending to bring out the very best of that year’s harvest. While the varietals remain the same, the proportions and personality of each vintage are uniquely their own. Three-Vintage Vertical Tasting | $20 Taste three distinctly different expressions of Triomphe side by side. Discover the differences in aroma, flavor, and structure, find your favorite, and perhaps take home a bottle or two to enjoy now or tuck away for a special occasion. A Wine with Purpose Some wines tell a story. Triomphe tells ours. Since our beginnings in 2014, Triomphe has been Résolu Cellars’ flagship wine and our family’s tribute to those who have served in the U.S. Armed Forces. With a family legacy of military service, including Cameron’s service in the U.S. Marine Corps (2005–2009), this wine represents more than exceptional craftsmanship. It’s our way of honoring service and making a meaningful difference. $3 from every bottle sold supports a veteran nonprofit. For 2026, we’re proud to support GHM Boutique /