Rainstorms or not, Portland, Oregon is filled with holiday spirit. Since the Pacific Northwest is known for having some damp, grey weather this time of year, the sparkle of lights and decorations is more than welcome. Here are some great places to enjoy holiday events and decorations during the 2019 season and 5 of my favorite wow spots to experience Christmas in Portland.

1—Christmas in Portland at Pioneer Courthouse Square and Downtown

After Thanksgiving, the holiday season in Portland is kicked off with the lighting of a 75-foot Douglas fir tree. Surrounding the square are shops and stores such as Nordstrom, Macy’s and the Pioneer Place Mall. All decorate for the season and entice shoppers inside for a bit of tax-free shopping.

Christmas in Portland

Pioneer Square is aglow with lights and shopping is excellent in downtown Portland. Photo courtesy Travel Portland

There are performances by school children and dance groups throughout the season. One spectacular event is The Annual Tuba Christmas Concert held Dec. 14, 2019 from 1:30 p.m. to 3:00 p.m. bringing the square to life with the sound of 300 tubas performing a medley of seasonal songs in unison. (Free)

Christmas in Portland

Hundreds of tubas will serenade you in Pioneer Square. Photo courtesy Travel Portland

2—Christmas in Portland on the Rivers with the Christmas Ships

Each December, the Christmas Ships parade up and down the Columbia and Willamette Rivers for 15 nights. Well over 50 lighted sailboats and yachts draw viewers to the riverbanks and bridges of Portland and nearby river towns. The 2019 Christmas Ships Parade season begins on Thursday, December 5, 2019, and runs through Sunday, December 22, 2019. There are seven nights this year where the Christmas Ships have a combined fleet (more boats in one location). The other eight nights, each fleet parades on its respective river. Be sure and check the Facebook page because water levels, debris in the rivers, and weather can affect the sailings.

The ships, all skippered by volunteers, ply the waters while families wait patiently in the dark and applause breaks out when the Christmas Ships round a bend or float under a bridge to come into sight. Light displays move, music plays, and the ships bring holiday magic to the rivers.

Christmas in Portland

Portland’s Christmas Ships are magical. Photo courtesy Travel Portland

This year the Christmas Ships will host  “Meet & Greet” events at the public dock near Tom McCall Waterfront Park (Riverplace area).  See the boats up close and even meet Santa!  The first Meet & Greet will be from 8 p.m. until 10 p.m. on Saturday, December 21, 2019, immediately following the parade run to Lake Oswego.  The second Meet & Greet will be from 2 p.m. until 4:30 p.m. on Sunday, December 22, 2019, prior to their final parade run down to the St. Johns Bridge (Cathedral Park).

Schedule, details and weather information impacting the sailings can be found on the Christmas Ships website. (Free)

3—Winter Wonderland Lights at Portland International Raceway

Baby, it’s cold outside! A great way to keep warm and enjoy the holiday lights is to head for Portland International Raceway (PIR) just south of the I-5 Bridge into Washington State. The lighting display is recognized throughout the Pacific Northwest as the “Largest Holiday Light Show West of the Mississippi.”

Christmas in Portland

Drive on the racetrack and enjoy the 12 Days of Christmas and more. Photo courtesy Travel Portland

You can drive on the racetrack to view the huge displays beginning November 29, 2019, through January 4, 2020. Be sure and check the PIR website or Facebook page for closures in case of severe weather and for the exact hours and days of operation. (Entrance fee)

4—Christmas in Portland: A Very Portland Christmas at Pittock Mansion

Pittock Mansion, high in the west hills overlooking Portland, was home to Portland pioneers Henry and Georgiana Pittock in the early 1900s. The elegant mansion was restored by the City of Portland in the 1960s.

Each holiday season, volunteers transform the museum into a winter wonderland with decorated trees, elegant table settings, themed rooms and a look into family life of days gone by. This year the decor will feature books— children’s classics to modern-day mysteries.

Christmas in Portland

Historic Pittock Mansion is aglow with decorations at Christmas. Photo by Elizabeth R Rose

Local musicians will play in the mansion’s Music Room during A Pittock Mansion Christmas. The mansion is open for this event daily except Thanksgiving and Christmas Day from November 25, 2019 – January 5, 2020, from 10 a.m. to 4 p.m. (Entrance fee, free shuttle service from Washington Park.)

5—Christmas in Portland Festival of Lights at the Grotto

In Northeast Portland you’ll find a peaceful 62-acre conference center with gardens transformed into a wonderland of lights and Christmas events from the Friday after Thanksgiving through the 30th of December. The Grotto is open nightly 5 to 9:30 p.m.

The Grotto’s Christmas Festival of Lights is the largest Christmas choral festival in the world. The festival features nearly 160 indoor holiday concerts performed by many of the region’s finest school, church, and civic choirs. Click here for the full event schedule.

Christmas in Portland

People of all faith traditions love The Grotto at Christmas. Photo courtesy Travel Portland

Indoor concerts are scheduled each evening. In addition, continuous family entertainment in The Grotto’s plaza area includes outdoor caroling, puppet shows, and a live animal petting zoo. During the Festival of Lights, The Grotto Upper Gardens and grounds close at 3 p.m. (You may purchase admission to the Upper-Level Gardens until 2 p.m.) (Entrance fee, free parking)

When You Go to Portland for Christmas 

Travel Portland lists many more holiday events. Remember to wear layers and bring waterproof gear. Portland can be dry and sunny in December or cold and icy but no matter what the weather, Christmas in Portland will be a time to make memories. Find more ideas for your visit to Portland in these Portland articles by Wander authors.

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