PORTLAND:
SANTACON
Portland’s largest SantaCon pub crawl and street party. Ankeny Alley in PDX is where the street party takes place. Santa’s Sleigh Ride routes will depart from the street party area.
PITTOCK MANSION
It’s that time of the year again when one can step into the magic of the season at Portland’s favorite historical home, Pittock Mansion. Experience the warmth, wonder, and nostalgia of timeless holiday stories and traditions, beautifully brought to life throughout the incredible rooms of the Mansion and the charming Gate Lodge.
HOLIDAY EXPRESS TRAIN
Experience the magic of the season on Portland’s favorite holiday train at the Oregon Rail Heritage Center. The most highly anticipated event of the year is just around the corner — the beloved Holiday Express! Climb aboard with Santa Claus and his elves for a festive ride behind the historic 1912 Polson #2 steam locomotive. Relax in the warm, decorated cars as you travel along the Willamette River, then step into the cozy enginehouse for cocoa, treats, and holiday cheer.
OMSI ON ICE
Put on your skates and take to the rink this winter at OMSI on a unique indoor synthetic ice rink. Experience all the joys of ice skating together while comfortably indoors in OMSI’s auditorium turned winter wonderland.
VANCOUVER:
UGLY SWEATER PUB CRAWL
Get ready to unleash your inner holiday spirit at our Ugly Sweater Pub Crawl! Join us for a night filled with festive fun, holiday drink specials, and a chance to win exciting prizes!
HOLIDAY HIGH TEA
Join us for a Holiday High Tea at the Grant House! All ages are welcome! Start with traditional crustless tea sandwiches and savory bites, then enjoy a traditional English scone with jam & cream and finish with a selection of sweet treats.
THE COAST:
HOLIDAY LIGHTS AT SHORE ACRES STATE PARK
Holiday Lights are set to sparkle again this season at Shore Acres State Park. Stroll through this holiday lights display every night, Thanksgiving through New Year’s Eve – including Christmas Eve and Christmas Day. Make this a holiday tradition for the whole family. Admission is always free.
CHRISTMAS PARTY AT WINE & BEER HAUS
Join us for a Christmas Party at Wine & Beer Haus. Dinner & Champagne Toast, holiday jingles by Billy Carnese.
CENTRAL OREGON:
DIRKSEN DERBY 18 SNOWBOARD RALLY RACE
The Dirksen Derby 18 Snowboard Rally Race returns to Mt. Bachelor this December 19-21, 2025! This iconic event invites the international snowboard and sit-ski communities together for an incredibly fun and memorable weekend. This event features 100% hand-crafted parallel banked slalom race courses, which have been built at a different location on the lower mountain of Mt. Bachelor every year since the Dirksen Derby’s inception in 2007.
THE REINDEER ROOM
Immerse yourself in a magical holiday experience at The Reindeer Room Holiday Pop-up Bar at River’s Edge Golf Course. Transform an ordinary evening into an extraordinary experience filled with festive cocktails, tasty bites, and seasonal cheer. You won’t want to miss this merry celebration right here in Bend!
YAMHILL COUNTY:
HOLIDAY EXTRAVAGANZA
Gather Repertory and Penguin Productions are teaming up to bring a Holiday Extravaganza show to Newberg
SIP & SHOP
The holidays can be quite busy in the shop, so I’ve invited some local wineries to pour while everyone picks up their holiday goods! Oh, and it’s FREE!
POPULAR ON NETFLIX/HULU/DISNEY+
MY SECRET SANTA
A single mom needs a job. A ski resort needs a Santa. Disguised as a St. Nick lookalike, can Taylor fool a charming hotel heir into ho-ho-hiring her? (Netflix)
STRANGER THINGS
When a young boy vanishes, a small town uncovers a mystery involving secret experiments, terrifying supernatural forces, and one strange little girl. (Netflix)
ELF
When young Buddy falls into Santa’s gift sack on Christmas Eve, he’s transported back to the North Pole and raised as a toy-making elf by Santa’s helpers. But as he grows into adulthood, he can’t shake the nagging feeling that he doesn’t belong. Buddy vows to visit Manhattan and find his real dad, a workaholic publisher. (HBO Max)
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