Best of Wilsonville: Winter Edition - Explore Wilsonville
ExploreBest of Wilsonville: Winter Edition

Best of Wilsonville: Winter Edition

You can’t go wrong visiting Wilsonville in Winter. Whether you’re ringing in the holiday season or looking to start the New Year fresh, a restorative retreat awaits. Unwind and enjoy the natural beauty of Oregon. Make Wilsonville your overnight basecamp to a stress-free winter experience.


  • Seasonal tree farm
  • Warming whiskey flights
  • Second-hand treasures
  • Artisanal bread and morning pastries
  • Oregon hazelnuts

2 Days

6 Stops

Start your day with a pastry from Pearl Bakery.

There’s a lot to love about Lux Sucre, from its aesthetic pastries to its striking floral mural inside. It’s the perfect place to grab that coveted latte art shot. Known by locals as the best bakery in town, the newest outpost of Portland’s award-winning Pearl Bakery lives up to the hype in Wilsonville. With masterfully baked baguettes, spongy focaccia and a smattering of muffins, scones and morning pastries, you won’t regret making Pearl Bakery your first stop on a winter day in Wilsonville.

Keep the morning going strong with a leisurely brunch at Black Bear Diner

When a cold winter morning calls for comfort food, look no further than Black Bear Diner. From bacon and eggs to pancakes, waffles and everything in between, you won’t leave this place with an appetite–and that’s on purpose! Before you hit the road for a winter afternoon in Wilsonville, grab a cup of black coffee for the road to power you through the day’s activities.

Shop for well-worn treasures and secondhand finds at the Railroad Street Antique Mall.

There’s all sorts of goodness to be found throughout these shelves. Whether you stumble upon an old film camera, a porcelain doll, an old hat box or a bundle of long-forgotten love letters, a trip to the Railroad Street Antique Mall in Sherwood is like traveling back in time. With over 20 antique vendors to browse through, there’s a good chance you’ll walk away with something special to remember your visit to Wilsonville.

Pile of Baked baguettes
Christmas trees in rows

Grab some fresh air and get into the holiday spirit with a trip to Yesteryear Farms.

Make an outing out of an afternoon at Yesteryear Farms with pre-cut Christmas trees, letters to Santa Claus and good tidings for all who visit. The tree farm is in full swing come the holiday season, with complimentary hot cocoa, warm apple cider and popcorn available for shoppers in need of a pick-me-up. Don’t forget to grab a snapshot with the vintage red Chevy!

Warm up with fresh hazelnuts and meatloaf at Filberts Farmhouse Kitchen

A trip to Oregon isn’t complete without fresh hazelnuts, also known as filberts (and they make great gifts!). Drive along Wilsonville Road to see several hundred acres of hazelnut trees on your way to Filberts Farmhouse Kitchen for filbert meatloaf.

End the trip with a whiskey flight night cap at Siren Song Whiskey Bar.

Get toasty from the inside out with a sampling of liquors from Siren Song Whiskey Bar in Canby. Scratch-made desserts made with local, seasonal fruit are perfect for sharing. After a full day in Wilsonville, let the barrel-aged goodness of three different pours whisk you away into a content, cozy evening–pairs well with a crackling fire (and planning your next trip back).

Man holding up a whiskey glass

Trip Tips

There are plenty of places to stay the night in Wilsonville if you choose. Explore the events calendar for seasonal festivals like Clackamas County Winter Fair to extend your trip!