Woodinville Holiday Guide 2026: Events, Markets, Lights & Local Traditions

Woodinville settles into a different rhythm around the holidays. Thanksgiving starts with neighbors on the Sammamish River Trail, tasting rooms make space for local makers, and by December, families are gathering around the tree at DeYoung Park. Here’s what to put on the calendar, plus a few favorite stops for a slower winter afternoon.

November Holiday Events in Woodinville

Holiday Ornament Workshop at Tinte Cellars

Thursday, November 19 · 5–8 PM
Tinte Cellars, 19495 144th Ave NE, Suite A110

Make two mosaic ornaments with colorful tiles and a welcome pour of wine. The guided workshop is beginner-friendly and makes for a relaxed evening with friends.

Organizer details

Woodinville Turkey Trot 5K

Thursday, November 26 · Costume parade 8:45 AM, Kids Dash 9 AM, 5K 9:15 AM
Wilmot Gateway Park and the Sammamish River Trail

Start Thanksgiving with neighbors on the trail. The Woodinville High School Marching Band joins the costume parade before the kids’ dash. The organizer’s race-day schedule and registration listings differ, so check the detailed schedule before heading out.

Organizer details

Warehouse District Holiday Sip & Shop

Saturday–Sunday, November 28–29 · Hours vary by tasting room
Woodinville Warehouse District, near 144th Ave NE

Browse handmade jewelry, pottery, apparel and other gifts as you make your way through participating tasting rooms. Page Cellars lists more than 20 wineries and 50 local vendors for the district-wide weekend.

Organizer details

Long Shadows Holiday Pop-Up Market

Sunday, November 29 · Noon–5 PM
Long Shadows Tasting Room, 14200 NE 145th St, Suite C

Stop in for hand-painted linens, ceramics, candles and bath products from local makers. No reservations are required.

Organizer details

December Holiday Events in Woodinville

Celebrate Woodinville Winterfest 5K

Saturday, December 5 · 9:30 AM
Wilmot Gateway Park and the Sammamish River Trail

Bundle up for a morning run or walk along the river before downtown’s afternoon festivities.

Organizer details

Holiday Wreath-Making at 21 Acres

Saturday, December 5 · 11 AM–1 PM
21 Acres, 13701 NE 171st St

Make an evergreen wreath on a reusable grapevine base with seasonal greenery, cones and ribbon. The class is open to ages 12 and up.

Organizer details

Celebrate Woodinville Holiday Fair & Tree Lighting

Saturday, December 5 · Main fair 3–6 PM, tree lighting at 5:30 PM
DeYoung Park, The Schoolhouse District and Woodin Creek Village

Make an afternoon of it. DeYoung Park has Santa photos, crafts, school performances and the tree lighting. The Schoolhouse District has a holiday market from 1–5 PM, s’mores and a 6:30 PM candy cane hunt. Woodin Creek Village has carriage rides, a petting zoo and live music from 1–6 PM. Bring a new toy for the Forgotten Children’s Fund drive at the Chamber booth.

Organizer details

Woodinville High School Holiday Bazaar

Saturday, December 12 · 10 AM–3 PM
Woodinville High School Commons, 19819 136th Ave NE

Shop local makers and student clubs while listening to live music. Part of the proceeds helps lower the cost of senior activities for the Class of 2027. Bring cash or a check for vendors that don’t take cards.

Organizer details

Woodinville Winterfest Car Parade & Festival

Sunday, December 13 · 6–8 PM
Woodin Creek Village, NE 175th Street and the festival near Haggen

Watch light-covered cars roll through downtown, then see them up close at the festival near Haggen and Red Robin. The organizer lists Santa photos, warm drinks and a toy drive.

Organizer details

More Ways to Enjoy the Holidays Around Woodinville

• The Schoolhouse District. Meet friends for lunch or browse the tasting rooms around the historic schoolhouse.
• Woodin Creek Village. Plan dinner downtown and leave time for a stroll through the village.
• Willows Lodge. Bring visiting family to the Fireside Lounge for a quieter evening in wine country.
• Sammamish River Trail. Start at Wilmot Gateway Park for a winter walk, then head downtown for coffee.

Happy holidays from all of us at Upside Properties NW.

Event details checked November 9, 2026. Confirm schedules, availability and ticket requirements with organizers before heading out.