Windy Wonderland & Tree Lighting

Troutdale Windy Wonderland

Stay tuned for details and dates for Windy Wonderland 2024!


Kick off the merry month of December with Troutdale’s Windy Wonderland and Tree Lighting in historic downtown Troutdale! This festive event, which benefits Snow Cap Community Charities, will take place December 1 - 3, 2023.

          » Looking for Santa? Click here for details!

The highlight of the weekend will be our holiday market inside The Troutdale House at 411 E Historic Columbia River Hwy. This market will feature dozens of local vendors selling handcrafted gifts, an activity area for the kids, as well as holiday music and seasonal treats and beverages. The event runs concurrently with Troutdale's monthly First Friday celebration, so be sure to check out our downtown galleries, businesses, and restaurants.

  • Friday, Dec. 1: Holiday Market, 5:00 - 8:00 p.m.
  • Saturday, Dec. 2: Holiday Market, 12:00 - 7:00 p.m.
  • Sunday, Dec. 3: Holiday Market, 12:00 - 7:00 p.m.
  • Sunday, Dec. 3: Mayors Square Tree Lighting, 5:00 p.m.

The market opens on Friday, December 1 from 5:00 – 8:00 p.m. and continues from 12:00 p.m. to 7:00 p.m. on Saturday and Sunday. The City’s traditional tree lighting ceremony in Mayors Square is set for 5:00 p.m. on Sunday, December 3.

The festivities will extend throughout our downtown as our businesses decorate their storefronts. You can also find additional vendors, a Kid Zone, and the starting point of our Troutdale Teddy scavenger hunt inside the former Troutdale General Store at 289 E Historic Columbia River Hwy. There will also be a station where you can get FREE gift wrapping with a donation to Snow Cap Community Charities.

Of course, no holiday event would be complete without an appearance by Santa Claus! He’ll pay a visit to Troutdale as one of our downtown store fronts magically transforms into his North Pole headquarters from 3:00 - 7:00 p.m. on Saturday and 12:00 - 7:00 p.m. on Sunday. Everyone is welcome to come take a Selfie with Santa.

We're expecting a big turnout, so here's the scoop on parking: Parking spots are available in the lots above Mayors Square, on Kibling Street, and behind the north side of downtown. You can also park in legal spots along Historic Columbia River Highway and the side streets in our downtown. You can also take advantage of a pair of overflow parking lots with shuttle service at the Columbia Gorge Outlets at (450 NW 257th Way) and Troutdale Art Center (903 E Historic Columbia River Hwy). There will also be shuttle stops at Mayors Square, and Troutdale House from 5:00 - 8:00 p.m. on Friday and 12:00 - 6:00 p.m. on Saturday and Sunday. The shuttle will also stop at Harlow House from 12:00 - 3:00 p.m. on Saturday only.

Please consider bringing a donation for Snow Cap. They are will gratefully accept hygiene items (like soap, shampoo, disposable razors, toothpaste, toothbrushes, feminine hygiene products and deodorant), small toys, canned goods and non-perishable items (especially canned proteins), and warm winter clothing like coats, hats, gloves and scarves. Everyone who brings in item will be entered into a community raffle. Troutdale Dental (191 E Historic Columbia River Hwy.) will also have a donation barrel located inside their waiting room for those who would like to participate.

We hope to see you there! 


Note for potential Windy Wonderland vendors: Please click on the link below to fill out the application to become a vendor. Once you fill out the form, you will need to click “add to waitlist” for the days/locations/tables you’d like and then click the orange checkout button on the top right-hand corner and complete your application to submit.

All applications on the waitlist will be reviewed and those selected will be released from the waitlist to complete their registration. Please be aware that space is limited and completing your application does not guarantee you a spot, you will be contacted if you are selected to be a vendor.