Your Guide To Festive Holiday Markets In Mt. Hood Territory

Article At A Glance

• Holiday markets in Clackamas County (Canby, Oregon City, Happy Valley, West Linn, Welches)
• Tax-free shopping in Oregon
• Festive Christmas cheer near Portland
• Last-minute shopping from artisan vendors

Supporting local artisans at holiday markets and craft bazaars is one of the merriest parts of the season (add in no sales tax and the merriment grows!). Shop for high-quality treasures and one-of-a-kind finds and soak up the holiday cheer at these festive Oregon events.

When: November 11-December 24, 2025 | 10am-5pm

Where: Arts Council of Lake Oswego | 380 A Ave., Lake Oswego

Arts Council of Lake Oswego celebrates the Art of Giving with the annual Holiday Marketplace. Featuring fine art and handicrafts from 26 local artisans, Holiday Marketplace is your one-stop shop for unique and handmade gifts for your most hard-to-shop-for loved ones. Purchases benefit the regional artists and craftspeople in the show as well as acting as a fundraiser for arts and community programming at Arts Council. 

When: November 28-December 20, 2025 | Friday and Saturdays only | 5-9pm

Where: Clackamas County Event Center | 694 NE 4th Ave., Canby

Create cherished holiday memories at the Clackamas County Winter Fair & Holiday Market, a multi-weekend event that transforms the Canby fairgrounds into a dazzling festive destination. Stroll through spectacular light displays, visit Santa’s Village for meet-and-greets and photos, and enjoy warm drinks and festive activities. The fair features its own smaller curated Holiday Market with over 30 local crafters and vendors. It's a wonderful opportunity see Christmas lights near Portland, pick up unique gifts and enjoy kid-friendly crafts.

When: November 29, 2025 11am-7pm and November 30, 2025 11am-4pm

Where: Mt. Hood Oregon Resort | 68010 E Fairway Ave., Welches

For a shopping trip that feels like a true mountain getaway, head to the Mt. Hood Oregon Resort in the Villages of Mt. Hood. The Mt. Hood Oregon Resort Holiday Arts & Crafts Fair brings together artisans and crafters with a decidedly Pacific Northwest feel. This intimate fair is ideal for visitors and residents staying in the area. Pair your shopping trip with a day of skiing, snowshoeing or other guided winter activity for the ultimate Mt. Hood experience.

When: November 15-16, 2025 | 9am-3pm

Where: West Linn Adult Community Center | 1180 Rosemont Rd., West Linn

The City of West Linn hosts a welcoming Parks and Recreation Annual Holiday Bazaar at the Adult Community Center. This free event brings out the best of the local community, showcasing over 40 vendors with unique gift-worthy handcrafted items. While you shop for the perfect stocking stuffers, be sure to grab some of the famous homemade cinnamon rolls and hot cocoa! It's an excellent stop for shoppers looking for neighborhood charm and high-quality artisan goods.

When: December 6, 2025 | 9am-3pm

Where: Pioneer Community Center | 615 5th St., Oregon City

The Holiday Bazaar at the Pioneer Community Center focuses on fine arts and unique handcrafted pieces from local artists. This highly anticipated Oregon City event features over 50 art, craft, food and vintage vendors.

When: December 20-21, 2025 | 9am-3pm

Where: Clackamas High School | 14486 SE Southeast 122nd Ave., Clackamas

Do you live for the thrill of leaving your holiday shopping for the last minute? The Procrastinators' Holiday Market is a massive seasonal affair held by the Happy Valley Farmers Market team. With over 350 vendors, it's a huge last-minute shopping opportunity, offering everything from artisan goods to farm-fresh produce live music and photo opportunities with Santa!

Whether you’re finding that perfect gift or just looking for a festive day out, Mt. Hood Territory markets capture the genuine spirit of the Pacific Northwest holidays.