Milwaukie Christmas Events & Things to Do 2025

Discover a festive holiday market celebrating community, joy, and tradition. Browse unique gifts from local artisans, enjoy live music, and create lasting memories with family and friends. It's the perfect place to find that special something while supporting local businesses.

Step into a festive wonderland at Weihnachtsmarkt, a traditional German Christmas Market. Immerse yourself in the enchanting atmosphere as you browse unique, handcrafted gifts and holiday decorations from talented artisans. Savor the flavors of authentic German cuisine and warm beverages, making it a perfect outing for the holiday season.

Step into a world of holiday magic at the Unique World: Holiday Pop-Up Experience. This event offers a delightful escape into the festive season, showcasing a curated collection of unique holiday-themed items and attractions. It's the perfect destination to find special gifts and soak in the joyful spirit of the...

Step into a festive Scandinavian wonderland at ScanFair, celebrating over 40 years of Nordic Christmas traditions in Portland. Discover a vibrant market filled with authentic food and drink, unique artisanal gifts, and engaging cultural activities. Experience the magic of Scandinavia with captivating entertainment and a welcoming community atmosphere.

Experience the magic of the Portland Holiday Market, a premier shopping event featuring unique holiday decor, apparel, toys, and gourmet treats. Discover handcrafted treasures from local artisans and businesses, and capture festive memories with a visit to Santa Land and its magnificent 25-foot blue spruce. Engage in creative workshops and...

Get into the holiday spirit at Downtown Camas' November Holiday Sip & Shop. This festive event invites shoppers to enjoy cocktail tastings, live music, and special deals at local boutiques. A passport provides access to sipping locations, and raffle prizes add to the excitement. It's the perfect way to kick...

Discover delightful surprises at Little Box Friday in Downtown Camas! Participating local merchants offer 'little boxes' filled with coupons, specials, and gifts, encouraging support for small businesses. This event kicks off the holiday shopping season with unique finds and opportunities to win prizes.

Discover unique, handcrafted gifts and gourmet delights at the 36th Annual Holiday Food & Gift Festival. Browse art, jewelry, clothing, and festive decor from hundreds of exhibitors. Sample delicious food items, wines, and spirits. Santa Claus will be on-site for photos, making it a perfect family tradition.

Celebrate the start of the holiday season at the annual Hillsboro Holly Days Celebration. This festive event features a bustling artisan market with unique handmade gifts, live music, and engaging activities for all ages. The highlight is the spectacular tree lighting ceremony at 6:00 PM, bringing the community together in...

Experience the magic of the holiday season with a unique trolley excursion to see the illuminated Christmas Ships on the Willamette River. Enjoy a front-row view of this festive spectacle and admire decorated homes along the route. Special longer excursions are available for the Combined Fleet Saturday.

Experience the magic of the 10th Anniversary Portland Winter Light Festival, a free, all-ages citywide celebration that illuminates Portland during the darkest time of year. Discover immersive light sculptures, captivating fire art, and dynamic performances. This community-powered event relies on volunteers to bring its vibrant displays and activities to life...

Step into a winter wonderland at Pittock Mansion's 'Home for the Holidays' event. This beloved Portland tradition transforms the historic house into a festive spectacle, evoking warmth, wonder, and nostalgia. Explore beautifully decorated rooms, learn about the mansion's rich history, and enjoy the enchanting holiday spirit.

Immerse yourself in the enchanting Christmas Festival of Lights at The Grotto, a premier Northwest holiday celebration. Wander through millions of twinkling lights across the sanctuary grounds, and enjoy captivating live music from local choirs performing in the acoustically rich Chapel of Mary. Delight in continuous entertainment, including puppet shows...

Experience the magic of The Grotto's Christmas Festival of Lights, a beloved holiday tradition. Wander through enchanting light displays, enjoy live music from local choirs and carolers, and delight in festive puppet shows. This walk-through event offers continuous entertainment and a truly magical atmosphere for all ages.

Beaverton Winter Lights transforms the city into a magical holiday spectacle. This beloved community event illuminates the season with dazzling displays, creating a festive atmosphere for all to enjoy. It's a perfect opportunity to embrace the holiday spirit and experience the charm of Beaverton during winter.

Experience the magic of the Safeway Winter Wonderland, the Pacific Northwest's largest drive-thru holiday light show. Journey through two miles of dazzling displays at Portland International Raceway, featuring over a million lights, shimmering tunnels, and festive scenes. Special car-free nights offer unique ways to enjoy the spectacle. This cherished tradition...

Step into a world of shimmering holiday magic at Resin Christmas With Lights! This enchanting event showcases a unique collection of Christmas light displays, artfully crafted with resin. Prepare to be captivated by the creative designs and festive glow that illuminate the season.

Step into a winter wonderland at The North Pole at Eagle Crest, the Willamette Valley's most enchanting Christmas display. Witness elves crafting toys, see reindeer, and marvel at vintage animated scenes. Enjoy complimentary hot chocolate and explore the North Pole Market for unique gifts and treats. This magical event also...

Oregon Ballet Theatre presents George Balanchine's beloved holiday classic, The Nutcracker. Follow Marie and her Nutcracker Prince on a magical Christmas Eve adventure to the Land of Sweets, all set to Tchaikovsky's enchanting score. This production features stunning choreography, breathtaking sets, and captivating performances.

Prepare to be captivated by the Portland Gay Men's Chorus as they present 'Light Up the Night.' This late-night choral performance promises a dazzling array of choral treasures, beloved pop hits, and uproarious parodies, all delivered with PGMC's signature flair. Explore the beauty of the night through moody melodies and...

This heartwarming new musical, 'Christmas in Door County,' promises an abundance of holiday cheer. Set at the Borealis Bed & Breakfast on Washington Island, Wisconsin, the story unfolds when a ferry breakdown leaves guests stranded. They must come together with the staff on Christmas Eve, discovering the true meaning of...

Get ready for Portland's epic SantaCon 2025, a city-wide Christmas bar crawl! Thousands of Santas will descend upon Ankeny Alley for a festive street party before embarking on a sleigh ride through over 20 participating venues, offering free entry and drink specials. Don't miss the pre-party and costume contest with...

Experience the magic of 'Sparkling Splendor' at Domaine Divio, a special holiday event dedicated to their exquisite sparkling wines. This festive evening promises delightful wine pairings and a charming atmosphere, perfect for celebrating the season. Discover the unique terroir of the Willamette Valley through their minimal intervention winemaking.

Experience the magic of the Winter Solstice with a special viewing of the iconic Christmas Ships. This event offers a unique opportunity to witness the beautifully illuminated ships as they sail by, creating a festive and memorable spectacle. It's a perfect way to embrace the holiday spirit and enjoy a...

Experience the joy of the season with the Holiday Fa La La Trolley! This festive excursion invites passengers to sing carols and spread holiday cheer while traveling through the picturesque neighborhoods of Lake Oswego and Riverwood. Enjoy treats on board and scenic river views during this delightful hour-long celebration.

Experience the magic of the 'Jolly Gingerbread Jamboree' Holiday Parade in West Linn's historic Willamette Main Street area. This beloved annual event kicks off at 5:00 PM, filling the streets with festive floats, cheerful music, and the warm spirit of the holiday season. It's a perfect opportunity for families and...

Join a delightful Christmas Treasure Hunt where families can search for hidden holiday surprises. This event offers a unique opportunity to engage in festive fun and meet Santa Claus himself, making for a memorable holiday experience.

Join the community of Wilsonville for their annual Winterfest Tree Lighting ceremony. This festive event features heartwarming choir performances, a special visit from Santa Claus for photos, and a creative craft room. It's a perfect way to kick off the holiday season with family and friends.

Step into a festive wonderland at the Heritage Holiday at Fort Vancouver. This event offers a magical experience with a joyful atmosphere, perfect for creating cherished holiday memories with loved ones. Explore the historic site adorned for the season and immerse yourself in the spirit of the holidays.

Experience the enchanting Christmas Ships Parade as it glides along the Columbia River, transforming the water into a shimmering spectacle of holiday lights. This cherished tradition, nearly 70 years in the making, offers a magical evening for all. Watch dozens of decorated boats illuminate the riverbanks, creating a festive atmosphere...

Get ready to deck your halls with handmade holiday magic at Hoffman Farms Store! This cozy, hands-on workshop invites you to create a custom wreath or centerpiece, perfect for welcoming guests. All materials, including seasonal greens, ribbons, and décor accents, are provided to make your creation uniquely yours.

Experience the unique sounds of the season at Trombone Christmas Northwest! This family-friendly event gathers trombonists of all abilities to perform beloved holiday classics in a joyful outdoor setting. It's a heartwarming celebration of community and music, perfect for spreading holiday cheer.

Lace up your running shoes for Santa's Holiday Hustle 5K and the Dirty Santa 10K Trail Run! This festive event invites participants to celebrate the holidays with an active twist. Choose between a cheerful 5K run/walk or a more adventurous 10K trail run. After crossing the finish line, enjoy well-deserved...