Lake Oswego Other Christmas Activities 2026

Passengers take a round-trip ride aboard the trolley to watch the illuminated Christmas Ships on the Willamette River. Along the route, visitors get front-row views of decorated homes lit up for the holidays. Guests can also bring unwrapped toys to...

Visitors board the decorated, historic Willamette Shore Trolley for a festive yuletide ride. The experience features holiday lights, sweet treats, and carols along the journey. As the trolley heads back to the station, passengers receive a visit from a special...

Attendees gather in the auditorium to experience a live musical performance by the Lake Oswego Millennium Concert Band. Guests can sit back and listen to the ensemble's seasonal repertoire in a concert hall setting.

Spectators gather along the shoreline to watch a flotilla of motor and sail boats decorated with vibrant, illuminated holiday displays. Around 80 festively lit vessels cruise the waterways, parading individually or joining together into a nearly two-mile-long display. Visitors can...

Visitors watch Santa and Mrs. Claus sail in by tugboat escorted by a flotilla of Christmas ships, followed by a parade of decorated vehicles traveling downtown. At the park, attendees enjoy live stage music, carriage rides, and family photo stations....

Spectators gather in the Historic Willamette Main Street area to watch the evening community parade centered on the theme 'Light Up the Night.' The event brings together decorated floats and parade entries. It is hosted by West Linn Parks &...

Festivities include live musical performances by the Washougal High School Band alongside complimentary cookies and hot cocoa. Visitors can view the illuminated downtown parade and gather for the official tree lighting countdown. Santa hands out candy canes and takes photos...

Passengers board heated vintage rail cars decorated in festive cheer for a scenic journey along the Willamette River pulled by a historic steam locomotive. Santa Claus and his elves join the ride to share holiday cheer with guests. Before or...

Participants run or walk along scenic Portland routes offering views of the Willamette River, St. Johns Bridge, and downtown. Along the course, participants encounter holiday music stations, caroling groups, and gingerbread cookie stops. The finish line hosts an outdoor celebration...

Participants celebrate the holidays with an active 5k run/walk or a 10k trail run. Following the race, runners and walkers can enjoy cookies, hot cocoa, and an appearance by Santa.

Led by local artist Amy Wike, this all-levels watercolor workshop covers foundational techniques, essential materials, and practical painting tips. Participants work on holiday-themed templates or paint custom designs from blank sheets while ordering Baerlic brews. Each attendee takes home their...

Participants paint a wooden holiday ornament under guided acrylic instruction led by Nathun Finkhouse. Attendees can select from four pre-drawn designs or create an original design of their own. All necessary crafting supplies are provided to complete the ornament to...

Join the City of Lake Oswego and the Lake Oswego Chamber of Commerce for their 61st Annual Tree Lighting Festival. This cherished tradition rings in the holiday season with a vibrant celebration at Millennium Plaza Park. Enjoy live music, caroling,...

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...

Join the community in Historic Downtown Oregon City for the annual Holiday Tree Lighting. This festive evening features live music, a chance to meet Santa, and a curated selection of holiday vendors. It's the perfect way to kick off the...

Experience the magic of the holiday season at the annual Newberg Holiday Tree Lighting Ceremony. This festive event marks the official start of the holidays in Newberg, bringing the community together for a joyous occasion. Details about specific activities, times,...

Join the Wood Village community for their annual Holiday Tree Lighting event. This festive evening promises an array of holiday cheer, including live music, joyful caroling, and delicious hot cocoa and treats. Capture memorable moments with Santa Claus or snap...

Experience the magic of the holiday season with a visit to Santa at Washington Square. Pre-booking your reservation is recommended to ensure a smooth visit and receive a special digital message from Santa. Capture unforgettable photos with Santa and his...

Immerse yourself in the magic of the holiday season with The Dickens Carolers, a beloved Portland tradition since 1985. These professional quartets, adorned in authentic 1840s attire, deliver timeless Christmas carols in rich, unaccompanied four-part harmony. Their performances evoke the...

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...

Join the community for the annual Tree Lighting ceremony at Town Center Park. This festive event features heartwarming choir performances, a chance to meet Santa for photos, and a fun craft room for all ages. It's a perfect way to...

Step into a winter wonderland at McMenamins' 'The Nightcap Before Christmas' holiday pop-up bar. They are transforming a space into a festive haven, perfect for enjoying seasonal cocktails and soaking in the holiday spirit. It's an ideal spot to unwind...

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...

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.

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,...

Embrace the holiday spirit by crafting your own festive wreath. This engaging workshop provides all the necessary materials and expert guidance from creative staff. It's a perfect opportunity to start a cherished holiday tradition with friends and family, creating a...