If you aren’t feeling festive yet, this weekend’s family events are sure to bring on the cheer. Portland is going big with holiday happenings that include festivals, pajama parties with Santa, trips through a winter wonderland and more. Read on to find out where to go and what to do when the weekend rolls around.


photo: via Pexels

NE Portland

Join the Festival of Trees
The Festival of Trees is a long-standing holiday event that benefits Providence Foundations of Oregon. Filled with fun, you can enjoy a magical holiday wonderland with more than 100 beautifully decorated themed trees, dance and music performances, face painting, and cookie decorating. Attend Elf Academy where kids have a chance to learn what it’s like to be one of Santa’s elves! The whole family can explore the magical winter wonderland featuring amazing trees, crafts, Lego displays, a chance to get a photo with Santa and more. And once they complete the required coursework, studious kiddos will earn their elf ears! Fri. Event Details.

Don’t Miss the Fremont Holiday Fest
Get ready for some serious festive fun. This Festival has photos with Santa Claus & Santa Paws, holiday crafts, games and carolers. The stores even stay open late, each with their own festivities. Fri. Event Details.

Attend Da Vinci Arts Middle School Arts Fair
This wonderful free (donations always welcome) event includes fine local artists, artisans, craft-makers, student works, a large marketplace, a Krampus photo booth, live theater, live music, food, drinks, and fun for your entire family! Over 100 booths of professional artist and craft wares as well as our own student’s art available for purchase. Sat. Event Details.


Attend the Pajama Party at Santa HQ
Capture the excitement – and the cuteness!  Head to HGTV’s Santa’s Headquarters dressed in your favorite jammies to pose with Santa.  No PJs?  No problem, just go as you are. Enjoy cocoa, cookie decorating & crafts. Plus, a special Mrs. Claus storytime. Fri. Event Details.

Head to Mrs. Claus Storytime
Enjoy holiday stories read aloud by Mrs. Claus, along with festive craft activities at Santa’s Headquarters. New craft activities offered daily. Mrs. Claus is patient and kind – a perfect introduction for little ones who may be a little nervous visiting Santa.  Located just behind Santa’s Headquarters, next to Pottery Barn. Reservations are not required. Fri. Event Details.

Experience the Winter Holidays Fun at the Portland Tram
Take some time before the holiday crush to relax with the kids at the Portland Aerial Tram. There will be holiday-themed crafts so even the littlest ones can make a gift to share. You can also pick up a Tram-logo item for the hard-to-please folks on your list. Sat. Event Details.

N Portland

Attend Winter Wonderland at Portland International Raceway
Since 1993, a journey through Winter Wonderland has become a Holiday tradition for many families, friends, and social organizations to celebrate the spirit of the holiday season.Spectators can enjoy the most spectacular drive-through light show in the region, viewing over 250 colorful light set pieces and many fully animated scenes from the comfort of their own vehicle. Fri., Sat. & Sun. Event Details.

SE Portland

Santa’s Toy Factory at Clackamas Town Center
Santa’s Workshop is geared up for fun at Clackamas Town Center! The Toy Factory is an experience to behold– kids can test new toys and even help digitally design their own while they wait to see Santa! Special Events include PJ Day, Ugly Sweater Day, and lots of chances for Pet Nights! Reserve online to save some time, and go home with very special memories. Fri., Sat. & Sun. Event Details.

Attend the WoodWorker Holiday Market
This is Baerlic Brewing’s 4th annual WoodWorker Holiday Market, a celebration of all things inspired, made and evolving from nature’s most honest material—wood. Bring your family and shop furniture to housewares; syrups to aged cheeses; jewelry to pizza; coffee to beer, wood inspires scores of artisan makers in and around Portland. This is a celebration of them and we hope you’ll join us this year. Sat. Event Details.

—Annette Benedetti