Fairs & Markets❯Night Markets

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.

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!

Single and ready to mingle? Cupid has something special in store for you this holiday season! Join us for an exclusive Singles Soirée, winetasting and a Nigerian buffet. Designed for singles ages 35–50, this elegant evening brings together...

Indulge in a 5‑course wine dinner featuring chef‑curated dishes paired with wines from Caymus Vineyards THURSDAY, NOVEMBER 5, 2026 | 7PM $150 Per Person All inclusive of Tax & Gratuity CHARCUTERIE + CHEESE assorted meats & cheese | dried fruit | fig jam Emmolo Sauvignon Blanc, Napa Valley - SECOND COURSE - LOBSTER ARANCINI truffle aioli | microgreens Mer Soleil Reserve Chardonnay, Santa Lucia Highlands - THIRD COURSE - CEDAR SMOKED KING SALMON savory black pepper butter roasted parsnips & cauliflower Sea Sun Pinot Noir, California - FOURTH COURSE - BRAISED SHORT RIB simple buttery polenta | forged mushrooms Caymus Cabernet Sauvignon, Napa Valley - DESSERT - CHOCOLATE SILK TART macerated mixed berries | raspberry coulis Caymus Cabernet Sauvignon, California Must be 21+. All sales are final. No refunds.

Join us for our 15th annual Día de Muertos fundraiser! ¡Viva Milagro!, the culminating event of our annual Milagro Central Eastside Muertos Celebration, will take place Tuesday, November 10, 2026 from 6:00 – 9:00 PM! This ever-popular event will...

Closing out the Portland Book Festival with a special edition Soju Party, celebrating Korean food, drinking culture, and Irene Yoo’s James Beard Award-winning cookbook, Soju Party: How to Drink (and Eat!) Like a Korean, as part of Portland Book...

Join us for Harvest Celebration, a one-of-a-kind evening where the worlds of art and wine come together in the heart of Portland. Presented by the Portland Art Museum and the Willamette Valley Wineries Association, this immersive tasting experience celebrates the creativity, craftsmanship, and intersection between artists and winemakers. Enjoy wines from 54 Willamette Valley wineries alongside engaging artistic experiences, seasonal culinary offerings, and opportunities for discovery throughout the evening. Each artist will be paired with a collection of participating wineries, creating unique intersections between visual art and winemaking. Meet the artists, learn about their creative process, and discover how artistic expression and winegrowing share a common foundation. The evening will also feature a live artist creating work in real time, offering guests a firsthand look at the creative process. Interactive experiences invite attendees to become creators themselves, including opportunities to participate in creative activities. Guests can further extend their experience by exploring works available through the Portland Art Museum's Rental Sales Gallery, offering an opportunity to bring a piece of local art home and continue the experience long after the event concludes. Guests Will Enjoy Tastings from 54 premier Willamette Valley wineries Pinot-friendly grazing boards and seasonal bites Six featured artist and winery pairing experiences Live art demonstrations Hands-on interactive experiences throughout the event Opportunities to connect with featured artists and winemakers Access to artwork from the Portland Art Museum’s Rental Sales Gallery, with opportunities to purchase or rent pieces for your home Raise a glass, discover something new, and experience the harvest season through a fresh lens—where every bottle tells a story, and every work of art sparks a connection. Ticket Options VIP Admission – $135 5:00 - 9:00pm Includes one hour of exclusive early access, premium tasting opportunities, passed hors d’oeuvres, and more intimate opportunities to connect with featured artists and winery representatives before general admission begins. General Admission – $105 6:00 - 9:00pm Includes event entry, wine tastings, seasonal culinary offerings, access to artist experiences, live demonstrations, and interactive activations throughout the evening. Alcohol-Free General Admission (No Wine Tasting) – $55 5:00 - 9:00pm Includes event entry, access to artist experiences and interactive activations, non-alcoholic beverage offerings, and seasonal culinary selections. *Please note: this event will take place in Portland Art Museum's Grand Ballroom, and does not include access to the Museum galleries. Participating Wineries Adelsheim Vineyard Alexana Estate Amaterra Ambar Estate Approachment Wine Company Balsall Creek Bellingar Estates Bergström Wines Boedecker Cellars Burton Bittman Wines Brick House Vineyards Chehalem Winery Chosen Family Wines Cooper Mountain Vineyards Cristom Vineyards Dobbes Family Winery Domaine Divio Domaine Serene Dominio IV Durant Vineyards Dusky Goose Erath Evesham Wood & Haden Fig Eyrie Vineyards Gran Moraine Holocene Wines J. Christopher & Appassionata Estate Jachter Family Wines Knudsen Vineyards La Biblioteca Lachini Vineyards Lange Estate Winery Left Coast Estate Lingua Franca Lundeen Wines Lytle-Barnett & Aubaine Matzinger Davies Nicolas-Jay Nysa Vineyard Olive Hamilton Russell Open Claim Vineyard Raptor Ridge Winery Résonance REX HILL Ridgecrest ROCO Roots Wine Co Saffron Fields Vineyard Stoller Family Estate Terra Vina Wines Trout Lily Ranch White Rose Estate Willamette Valley Vineyards Winderlea

Pass the Grenache. Holiday dinners are a lot. There’s turkey and ham, stuffing and three kinds of potatoes, a cranberry sauce debate, and a table full of people who all like different things. You need wines that can keep up, and the Rhône and southern France have been making exactly that for centuries. In the northern Rhône, Syrah comes out peppery and savory, and it’s basically made for anything roasted. Viognier is a rich, perfumed white that can stand up to turkey and all the buttery sides. Down south, Grenache-based blends are warm, juicy, and easy for a whole table to love, and Châteauneuf-du-Pape lets winemakers use more than a dozen grapes in a single bottle (yes, really). Then there are Languedoc and Provence, where you’ll find some of France’s best-value bottles. Those are exactly what you want when you’re buying for twelve. These are wines made for a cold November night: rich, savory, a little wild, and happiest next to a braise and a table full of friends. And no, you don’t have to pronounce “Châteauneuf-du-Pape” correctly to enjoy it. Our BFF Diana Schultz of Augustina Cellars is back to lead the class in the same easygoing format as always: lots of pouring, lots of questions, and real advice for your holiday table. Diana’s classes have a habit of selling out, and with the holidays coming fast, this one won’t be an exception, so grab your seat early.

🍷 Your Favorite Downtown Tradition Is Back and Better Than Ever 🛍️ On Saturday, November 7 from 3:00PM to 7:00PM, Historic Downtown Hillsboro comes alive for Sip & Shop 2026, a festive self-guided stroll through the heart of the district featuring over a dozen local wineries, cideries, breweries, and mocktail makers, live music, carolers, holiday shopping, and a dining guide packed with specials

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 /