# Windy Wonderland & Tree Lighting — Troutdale > Event for families in the Portland–Vancouver–Hillsboro area (OR / WA). Times are Pacific Time. - When: Sat, Dec 5 (+1 more date) · 12:00 PM – 7:00 PM - Where: The Troutdale House and Mayors Square, downtown Troutdale, 411 E Historic Columbia River Hwy, Troutdale, OR 97060 - Ages: All ages - Price: No admission fee mentioned; hot cocoa at the lighting is free; donations for Snow Cap earn raffle tickets - Organizer: City of Troutdale - Official page: https://www.troutdaleoregon.gov/ - Last checked: Sat, Oct 24 Source: Grassy Knees is a directory of real family events, places and programs for kids across major U.S. metro areas, where every listing is researched from the organizer’s own page and shows the date we last checked it. https://grassyknees.com covers 32 metro areas as of Oct 24, 2026, with more added regularly. About: https://grassyknees.com/about Freshness: listings are re-checked on a daily research run (latest check 2026-10-24), and new events are added as organizers post them. Sell-outs, weather cancellations and time changes show up on the live page first: https://grassyknees.com/portland/activities/windy-wonderland-and-tree-lighting-troutdale--listing-1c62d1a3e9416a782c07957b ## About Troutdale's two-day holiday festival fills its historic downtown on the first weekend of December. A holiday market of local makers with music and seasonal treats runs inside The Troutdale House, and children can pick up a game card there for a hide-and-seek scavenger hunt: Harry, a Troutdale-born Sasquatch toy made by local toymaker Calou Shop, hides inside participating downtown businesses, and kids who collect every stamp return to the market for a free gift. Santa has a North Pole headquarters near the market for visits (photos are not printed on site; times to be announced). The weekend ends with the city's tree lighting in Mayors Square just after 5 p.m. on Sunday, December 6, with free hot cocoa and live holiday music before the live blue spruce is lit; the city advises arriving early. Bringing cash, food or clothing for Snow Cap Community Services earns a raffle ticket. ## Similar picks in Portland - [Sherwood Holiday Festival — Parade and Tree Lighting](https://grassyknees.com/portland/activities/sherwood-holiday-festival-parade-and-tree-lighting--listing-4c8d6089cd989e34f75d2dcb) — Sat, Dec 5 · 4:00 PM · Cannery Square Park, Old Town Sherwood · Free · checked Oct 21. Sherwood's annual holiday afternoon in Old Town. At 4 pm a community parade of family-friendly entries and floats — with the Sherwood High School Marching Band, the Maid Marian… - [Milwaukie Umbrella Parade and Tree Lighting](https://grassyknees.com/portland/activities/milwaukie-umbrella-parade-and-tree-lighting--listing-67d0b94de4fa769dadd85c3b) — Sat, Dec 5 · 4:30 PM – 6:00 PM · Historic Milwaukie City Hall (parade from South Downtown Plaza) · checked Oct 21. A rain-ready Oregon twist on the holiday parade: anyone can decorate an umbrella (or a bicycle) and march four blocks up Main Street in downtown Milwaukie to historic City Hall… - [West Linn Annual Holiday Parade 2026 – "Light Up the Night" with Tree Lighting](https://grassyknees.com/portland/activities/west-linn-annual-holiday-parade-2026-light-up-the-night-with-tree-ligh--listing-6f5491158881e54039df16e6) — Sat, Dec 5 · 5:00 PM · Historic Willamette Main Street area (directions point: Willamette Fire Station, TVFR #59), West Linn · checked Oct 14. West Linn Parks & Recreation's annual holiday parade through the Historic Willamette Main Street area, combined this year with the Historic Willamette Main Street holiday tree… - [Washougal Lighted Christmas Parade and Tree Lighting](https://grassyknees.com/portland/activities/washougal-lighted-christmas-parade-and-tree-lighting--listing-14dd37282345de2ba91c890f) — Thu, Dec 3 · 5:00 PM – 8:00 PM · Reflection Plaza, Washougal · checked Oct 14. Washougal's holiday lighted Christmas parade and tree lighting in downtown, based at Reflection Plaza on Main Street, as listed on the City of Washougal events calendar. - [Jingle Thru North Plains Parade and Tree Lighting](https://grassyknees.com/portland/activities/jingle-thru-north-plains-parade-and-tree-lighting--listing-2632d3741f53acd00c078307) — Thu, Dec 3 · 6:00 PM – 8:00 PM · Downtown North Plains — parade ends at North Plains Senior Center, Commercial Street · checked Oct 21. North Plains' small-town lighted parade, held on the first Thursday of December. Local families, friends and groups decorate anything that moves — trucks, trailers, family cars… - [Wilsonville Community Tree Lighting](https://grassyknees.com/portland/activities/wilsonville-community-tree-lighting--listing-e6dd44e26a904408ed1f597e) — Thu, Dec 3 · 5:00 PM · Town Center Park, Wilsonville · All ages · Free · checked Oct 16. Wilsonville's annual Community Tree Lighting brings families to Town Center Park on a Thursday evening in early December. Along with the lighting of the tree there is hot cocoa… ## More for families - [Christmas and holiday events for kids in Portland](https://grassyknees.com/portland/christmas) (Markdown: https://grassyknees.com/portland/christmas.md) - [This weekend in Portland](https://grassyknees.com/portland/this-weekend) (Markdown: https://grassyknees.com/portland/this-weekend.md) - [Things to do with kids in Portland](https://grassyknees.com/portland) (Markdown: https://grassyknees.com/portland.md)