Looking for holiday events in Portland, Oregon, or Vancouver, Washington, this November and December?
Whether you love wandering through Christmas bazaars, shopping for handmade gifts, watching the town Christmas tree light up, or simply finding an excuse to drink hot chocolate, there's plenty happening around the Portland metro area and Southwest Washington.
I've rounded up some of the best holiday markets, craft fairs, Christmas tree lightings, and community celebrations for 2026, including events in Portland, Vancouver, Lake Oswego, West Linn, Oregon City, Gresham, Camas, and surrounding communities.
And because nobody wants to load up the car only to discover the event was last weekend, I've included dates, locations, admission prices, and event links.
Event information is current as of November 2, 2026. Organizers may change schedules, so check their websites before heading out.
November 2026 Holiday Events & Christmas Bazaars
1. Portland Holiday Market
Date: November 6–8, 2026
Location: Portland Expo Center, 2060 N Marine Drive, Portland, OR
Cost: $13 online or $14 at the door for adults; children 12 and under free.
Get a head start on holiday shopping with vendors offering handmade gifts, seasonal decorations, specialty foods, and plenty of festive finds.
The Portland Holiday Market is one of the larger early-season shopping events, and it's a good option if you'd rather finish your gift shopping before December gets chaotic.
Portland Holiday Market details
2. Milwaukie High School Holiday Bazaar
Date: November 14, 2026, 9 a.m.–4 p.m.
Location: Milwaukie High School, 2301 SE Willard Street, Milwaukie, OR
Cost: Admission not confirmed; check with the organizer.
A community holiday bazaar featuring local makers, handmade gifts, seasonal treats, and Santa Land. It's a great opportunity to support local vendors and schools.
Portland-area holiday bazaar listings
3. West Linn Adult Community Center Holiday Bazaar
Date: November 14–15, 2026, 9 a.m.–3 p.m.
Location: 22500 Salamo Road, West Linn, OR
Cost: Admission not confirmed; check with the organizer.
Shop handmade gifts and unique finds while enjoying a smaller community bazaar. The event listing also advertises free crafts for kids.
4. Lake Oswego Holiday Tree Lighting Festival
Date: November 27, 2026, 3–7 p.m.; tree lighting at 5:30 p.m.
Location: Millennium Plaza Park, 200 First Street, Lake Oswego, OR
Cost: Public festival; admission price not specified by the city.
Lake Oswego's 62nd Annual Tree Lighting Festival includes a holiday marketplace, local winery row, Santa photos, live music, reindeer, and community performances.
This is a particularly fun one because you can spend some time exploring downtown Lake Oswego before the tree lighting.
Official Lake Oswego event details
5. Vancouver Community Christmas Tree Lighting
Date: November 27, 2026, 3–7 p.m.; tree lighting at 6:30 p.m.
Location: Esther Short Park, 301 W 8th Street, Vancouver, WA, and the Vancouver Waterfront
Cost: Free.
Vancouver knows how to make an entrance for the holidays.
Santa and Mrs. Claus arrive by boat along the Columbia River, escorted by Christmas ships, before making their way through downtown for the annual community tree lighting.
Expect music, festivities, holiday treats, and plenty of opportunities to enjoy downtown Vancouver.
Official Vancouver tree lighting details
6. Portland's Pioneer Courthouse Square Tree Lighting
Date: November 27, 2026, 5:30–6:45 p.m.
Location: Pioneer Courthouse Square, 701 SW 6th Avenue, Portland, OR
Cost: Free.
One of Portland's most recognizable holiday traditions returns with a giant Christmas tree, thousands of lights, live music, and a community sing-along.
It's a classic downtown Portland holiday experience, especially if you combine it with dinner or shopping nearby.
7. Vancouver Holiday Market
Date: November 27–29, 2026. Friday 3–8 p.m.; Saturday and Sunday 9 a.m.–4 p.m.
Location: Hilton Vancouver Washington, 301 W 6th Street, Vancouver, WA
Cost: Free.
Browse locally made gifts, art, crafts, and seasonal treats at the Vancouver Farmers Market's holiday event.
With the community tree lighting happening on Friday, this is an easy way to combine holiday shopping and festivities in downtown Vancouver.
Official Vancouver Holiday Market details
8. Portland European Bazaar
Date: November 27–28, 2026, 3–8 p.m.
Location: 1715 NW 17th Avenue, Portland, OR
Cost: Free.
Think European-inspired holiday shopping with local makers, warm drinks, seasonal food, and a festive atmosphere.
The European Bazaar is a fun alternative to traditional holiday shopping and a good place to look for gifts you won't find at a big-box store.
9. Lake Oswego High School Holiday Bazaar
Date: November 28, 2026, 10 a.m.–4 p.m.
Location: Lake Oswego High School, 2501 Country Club Road, Lake Oswego, OR
Cost: Free.
Featuring approximately 80 artisan vendors, this holiday bazaar offers handmade gifts, crafts, and raffle prizes.
A great option for supporting local artisans while getting a few names crossed off your shopping list.
December 2026 Holiday Events & Christmas Markets
10. Camas Hometown Holidays
Date: December 4, 2026, 5–8 p.m.
Location: Downtown Camas, Washington
Cost: Free community festivities; purchases from vendors extra.
Downtown Camas is especially charming during the holidays.
Hometown Holidays includes the Christmas tree lighting, Santa photos, holiday shopping, live entertainment, children's activities, and even a little artificial snowfall.
It's one of those events that makes a historic downtown feel like it belongs in a holiday movie.
Official Downtown Camas event details
11. Gresham Spirit of Christmas
Date: December 5, 2026, activities throughout the day; parade at 5 p.m. and tree lighting at 6:15 p.m.
Location: Historic Downtown Gresham, North Main Avenue and Gresham Arts Plaza, Gresham, OR
Cost: Free public festivities; some food, shopping, or breakfast activities may cost extra.
This event offers a full day of holiday activities, shopping, music, a holiday market, a parade of lights, and the downtown Christmas tree lighting.
It's a great choice if you want more than just a quick tree-lighting ceremony.
Official City of Gresham event details
12. Oregon City Holiday Tree Lighting
Date: December 5, 2026, approximately 5–6:30 p.m.
Location: Downtown Oregon City, near 814 Main Street, Oregon City, OR
Cost: Free.
Celebrate the holidays in historic downtown Oregon City with festive music, Santa, holiday vendors, and the annual tree lighting.
It's also a good excuse to explore the shops and restaurants along Main Street.
Downtown Oregon City event details
13. Historic Willamette Main Street Tree Lighting
Date: December 5, 2026, 6 p.m.
Location: Ale & Cider House, 1720 Willamette Falls Drive, West Linn, OR
Cost: Public tree-lighting event; admission not specified.
Historic Willamette is already one of my favorite little downtown areas to explore, and the holiday season gives it even more charm.
Enjoy the community tree lighting, holiday decorations, visits with Santa, local food trucks, and nearby shops and restaurants.
Historic Willamette event calendar
14. Portland Bazaar Holiday Market
Date: December 5–6, 12–13, and 19–20, 2026, 11 a.m.–4 p.m.
Location: 1715 NW 17th Avenue, Portland, OR
Cost: Free.
If you love supporting small businesses, put this one on your calendar.
The Portland Bazaar brings together local artists, designers, and makers selling everything from jewelry and artwork to clothing, home goods, and specialty gifts.
It's the kind of holiday market where you go shopping for someone else and somehow leave with something for yourself.
Portland Bazaar official website
15. Crafty Wonderland Holiday Art + Craft Market
Date: December 11–13, 2026. Friday 5–9 p.m.; Saturday and Sunday 10 a.m.–5 p.m.
Location: Oregon Convention Center, Hall D, 777 NE Martin Luther King Jr. Boulevard, Portland, OR
Cost: $25 Friday First Pick Party; $4 timed general admission Saturday and Sunday.
With more than 250 booths featuring handmade art and gifts, Crafty Wonderland is a favorite for finding unique holiday presents.
Expect ceramics, prints, jewelry, clothing, home décor, and plenty of creative finds from independent makers.
Crafty Wonderland official event details
16. Winter in Willamette Holiday Market
Date: December 12, 2026, beginning at 10 a.m.
Location: Historic Willamette Business District, Willamette Falls Drive, West Linn, OR
Cost: Admission not confirmed; check with Historic Willamette Main Street.
Spend a December morning browsing the historic Willamette business district and supporting local shops and makers.
This is a good option if you prefer a neighborhood shopping experience over a giant convention-center market.
Historic Willamette event calendar
17. Christmas Ships Parade on the Columbia and Willamette Rivers
Dates: Select evenings November 27 and December 3–18, 2026
Locations: Multiple waterfront viewing areas throughout Portland, Milwaukie, Vancouver, Camas, and Washougal
Cost: Free from public shoreline viewing areas; some parking, restaurants, and cruises cost extra.
One of the Portland area's most beloved holiday traditions is the Christmas Ships Parade, featuring boats covered in festive lights cruising along the Columbia and Willamette Rivers.
A few scheduled highlights:
November 27: Vancouver Waterfront, accompanying Santa's arrival.
December 5: Camas-Washougal waterfront.
December 8: Willamette River route toward Milwaukie.
December 11: Vancouver Waterfront and Hayden Bay.
December 15: Willamette River route toward Milwaukie.
December 16: Vancouver Waterfront and Hayden Bay.
Grab a warm drink, dress for the weather, and find a good spot along the river.
Official Christmas Ships Parade schedule
Where to Find the Best Holiday Events Near Portland
One of my favorite things about living in the Portland metro area is how different each community feels, especially around the holidays.
Downtown Portland has its big tree lighting and large artisan markets. Vancouver combines its holiday festivities with the Columbia River waterfront. Lake Oswego, Oregon City, West Linn, and Camas offer charming downtown celebrations, while smaller community bazaars are perfect for finding handmade gifts and supporting local businesses.
Whether you're spending a weekend exploring a new neighborhood or looking for holiday activities close to home, there's no shortage of ways to celebrate.
And if you're thinking about making a move in the Portland metro area or Southwest Washington, exploring these local events is a fun way to experience what different communities have to offer.
Happy holidays, and happy exploring!
Ashley Danielson | Oregon & Washington Real Estate
Event dates, admission prices, and activities are subject to change. Confirm details with organizers before attending.
