Illustration of Santa checking a long list at a desk with an elf while children peek around a door (Windy Wonderland & Tree Lighting)
Christmas Lights

Windy Wonderland & Tree Lighting

Visitors can browse an indoor holiday market featuring dozens of local artisan vendors, seasonal treats, and festive music. Children and families can visit Santa at his North Pole headquarters or search for Harlow the Sasquatch hiding inside downtown shops during a community scavenger hunt. The weekend culminates in Mayors Square with live holiday music, complimentary hot cocoa, and the illumination of a live blue spruce tree.

Dec 5 – Dec 6, 2026 All ages

Plan Your Visit

Hours

Event: 12:00 p.m.–7:00 p.m. both days; tree-lighting ceremony: just after 5:00 p.m. Sunday, December 6. Santa visit times are unspecified.

Neighborhood

Historic Downtown

Food & Drink

The holiday market offers seasonal treats and beverages, and free hot cocoa is available at the Sunday tree-lighting ceremony.

Parking

Parking is available in lots above Mayors Square, on Kibling Street, behind the north side of downtown, and in legal spots on Historic Columbia River Highway and downtown side streets.

Location

Historic Downtown Troutdale · Troutdale, OR 97060 Get Directions

Local Insight & Ratings

Family Friendly

🎄 🎄 🎄 🎄 🎄 (5/5)

Best For

Families with young children

Vibe

Festive and community-focused

Energy Level

Moderate

Photo Friendly

High

Weather Sensitivity

Moderate

Tips & Advice

  • Get to Mayors Square early on Sunday for the tree lighting, because it gets packed and you'll want a spot plus your free hot cocoa.
  • Bring cash, canned food or warm clothes for Snow Cap Community Services, since every donor gets a raffle ticket for gift cards from local businesses.
  • Pick up your scavenger hunt game card at the Holiday Market first, then work through downtown collecting stamps before you return for the free gift.
  • Bring your own phone or camera for the Santa visit, because photos can't be printed on site.
  • Vendors who want a spot need to commit to both Saturday and Sunday, since single-day vendors aren't accommodated and space is limited.

Special Events & Promotions

  • Donations of cash, food, or clothing earn a raffle ticket for gift cards from local businesses.
  • Complete the downtown scavenger hunt to receive a free gift and a book of coupon deals.
  • The tree-lighting ceremony is Sunday, December 6, just after 5 p.m.; free hot cocoa and live holiday music are part of the gathering.

Links & Contact

Run by City of Troutdale

Christmas Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their contact page.

Frequently Asked Questions

What's at the holiday market?

The market is inside The Troutdale House. Dozens of local vendors sell handcrafted gifts, and there's holiday music plus seasonal treats and drinks. Downtown shops, businesses and restaurants join in too.

How does the Harlow the Sasquatch scavenger hunt work?

Pick up a game card at the Holiday Market. Then visit each business on the card and find Harry hiding inside. Have each store stamp your card. Bring the full card back to the market at The Troutdale House for a free gift and a book of coupons for Troutdale businesses.

Where should I park?

There are lots above Mayors Square, on Kibling Street and behind the north side of downtown. You can also use legal spots along Historic Columbia River Highway and the downtown side streets.

Can the kids see Santa?

Yes. Santa will be at his North Pole headquarters near the holiday market. Photos can't be printed on site, and his visit times are still to be announced.

What can I donate to Snow Cap?

Snow Cap takes canned goods and non-perishable food, especially high-protein items like tuna or chicken. Hygiene items, small toys, warm winter clothing and cash are also welcome. Anyone who brings cash, food or clothes gets a raffle ticket for gift cards from local businesses.

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Always check the official website for the most current information.

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Contributors & Updates

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