Holiday gift show
November 3, 2019
Holiday Food & Gift Festival features 200 exhibitors selling art, crafts, jewelry, clothing, toys, Christmas decor, and gourmet foods in the Oregon Convention Center.
Ski and snowboard sale
November 3, 2019
Shop for new and used snow gear at the SkiFever and Snowboard Show at Portland Expo Center.
Haunted House in Gresham
November 3, 2019
House of Shadows promises a “disturbing” haunt with optional grabbing by performers at 2925 NW Division Street in Gresham. Kids age 13 to 17 require a parent. Open Fridays, Saturdays, Sundays, and Oct. 31.
RV show
November 7 - 10, 2019
See the latest recreational vehicles and accessories at the Portland Metro Dealers RV Show at Portland Expo Center. Repeats in March.
Lit Crawl Portland
November 8, 2019 (6 to 9 p.m.)
multiple locations
Lit Crawl Portland features local authors reading their works in dozens of bars, cafes, bookstores, art galleries, and performance spaces downtown. The after-party is 9 to 11 p.m. Free.
OMSI After Dark: Uncorked
November 8, 2019 (6 to 10 p.m.)
Taste wine while learning about robots, tornados, fossils, and chocolate, and explore the wonders of OMSI with no kids in sight at OMSI After Dark: Uncorked for age 21+.
Gorge Wine Weekend
November 8 - 10, 2019
Gorge Wine Weekend has dining, tasting, touring, and talking events in Hood River and beyond.
NW Food and Wine Festival
November 9, 2019 (5 p.m., VIP 4 p.m.)
Sample 600 wines and a variety of gourmet foods from 50 restaurants at the Northwest Food & Wine Festival at the Oregon Convention Center for age 21+. This event has mixed reviews on Yelp.
Seaside Downtown Wine Walk
November 9, 2019 (3 to 7 p.m.)
Taste wine in local shops with a ticket to Seaside Downtown Fall Wine Walk for age 21+. Repeats in May.
Hip Hop Nutcracker
November 12 - 13, 2019 (7:30 p.m.)
The Hip-Hop Nutcracker gives Tchaikovsky’s score a modern twist with 12 hip-hop dancers (including “King of Rap” Kurtis Blow), an on-stage DJ, an electric violinist, and a digital background with an urban vibe, at Keller Auditorium.
Ski Ball
November 15, 2019 (6 to 11 p.m.)
A $125 ticket to Ski Ball includes hors d’oeuvres, a buffet, two drink tickets, DJ dance music, a silent auction via cellphone, and a chance to meet alpine skiing legend Keely Kelleher at West End Ballroom.
The Train To Christmas Town
November 16 - Dec. 29, 2019
Take a 90-minute train ride along the Columbia River as you drink cocoa with cookies and hear music on the The Train to Christmas Town, with a visit from Santa and his elves.
Beaujolais Nouveau Wine Festival
November 22, 2019 (6 p.m.)
A ticket to Beaujolais Nouveau includes tastes of the latest vintage, spirits, a gourmet buffet, desserts, and live music at the Heathman Hotel.
Singing Christmas Tree
November 22 - Dec. 1, 2019
Portland’s Singing Christmas Tree holds a 300-voice choir singing holiday songs, and they’re joined by dancers, a cinematic Nativity, and Santa at Keller Auditorium.
Cranksgiving scavenger hunt
November 23, 2019
Cranksgiving is a scavenger hunt on your bicycle for Thanksgiving food that you donate to a food bank, with prizes. Bring cash, a bag/pack, a bike lock, and a phone to Nomad Cycles PDX.
A Pittock Mansion Christmas
November 25, 2019 - Jan. 5, 2020
Walk through Pittock Mansion during A Pittock Mansion Christmas, when it’s decorated for the holidays by professional designers and volunteers, and musicians play holiday music in the music room.
Thanksgiving Dinner Reservations
November 28, 2019
Greater Portland area
Find a list of restaurants offering special menus for Thanksgiving Day at OpenTable or The Oregonian.
Christmas Tree Lighting Ceremony
November 29, 2019 (5:30 to 6:30 p.m.)
Downtown & Lake Oswego
The Tree Lighting Ceremony in Pioneer Courthouse Square and the Holiday Tree Lighting in Lake Oswego are held at the same time. Free.
Thanksgiving Winery Open House
November 29 - Dec. 1, 2019
multiple locations
- Columbia Gorge wineries have special releases and sales on Thanksgiving Wine Weekend.
- Willamette Valley wineries have events and special offers during Wine Country Thanksgiving.
America’s Largest Christmas Bazaar
November 29 - Dec. 8, 2019
America’s Largest Christmas Bazaar has 400 booths of juried handcrafted items plus 500 booths of commercial holiday products at Portland Expo Center. Open only Fridays, Saturdays, and Sundays.
Holiday Express Christmas Train
November 29 - Dec. 15, 2019
Take a one-hour ride along the Willamette River and meet Santa on the decorated Holiday Express train going roundtrip from the white tent at 7806 SE Oaks Park Way.
Festival of Lights at The Grotto
November 29 - Dec. 30, 2019
Christmas Festival of Lights features a walk among lights, choirs, carolers, a petting zoo, puppet shows, and hot chocolate at The Grotto. Closed December 25.
Winter Wonderland Drive-Through Light Show
November 29, 2019 - Jan. 4, 2020
Billed as the largest light show in the Northwest, Winter Wonderland has 250 colorful displays at Portland International Raceway. No studded tires or tire chains.
ZooLights
November 29, 2019 - Jan. 5, 2020
ZooLights uses 1.5 million LED lights to transform the Oregon Zoo into a winter wonderland of lighted trees, animal silhouettes, and moving sculptures. Closed Dec. 25.
Christmas in the Garden
November 29, 2019 - Jan. 5, 2020
Christmas in the Garden offers 1 million lights, festive music, warm fires, a Christmas market, and Santa at Oregon Garden in Silverton. A “fun pass” adds ice skating and snowless tubing. Buy tickets online to avoid sell outs. Closed Dec. 2, 3, 9, 24, 25.