A Local’s Holiday Guide: From the Columbia River Gorge to Mt. Hood

My Favorite Ways to Celebrate December Close to Home

December is one of my favorite months in the Gorge and on Mt. Hood. The lights are twinkling, the mountains are dusted with snow, and our small towns really come alive this time of year. It’s a season that reminds me why I love living and working here — the sense of community, the local traditions, and the little moments that make this place feel like home.

Whether you’re looking for festive things to do with family, a cozy spot to warm up, or ideas for supporting local businesses, I wanted to share a few of my favorite holiday experiences throughout Troutdale, Sandy, Hood River to Mt. Hood.

Windy Wonderland | Troutdale

One of my favorite ways to start the holiday season is by spending time in cozy, familiar places full of tradition—and Windy Wonderland in historic downtown Troutdale does just that. During the event, downtown transforms into a festive holiday village with twinkling lights, decorations, and a Christmas tree lighting that sets the mood instantly.

We stopped to see Santa, browsed the holiday market, enjoyed local vendors, seasonal treats, and warm drinks, all while holiday music played in the background. What I love most is the small-town feel—welcoming, relaxed, and full of charm. Windy Wonderland is a simple reminder of why the holidays feel so special and why Troutdale holds such a place in my heart.

Sip, Slide, and Believe: Holiday Experiences Around Mt. Hood

Seasonal Drinks at Mountain Moka | Sandy

If you’re heading toward the mountain or just running around town, I always suggest a stop at Mountain Moka. A holiday latte or hot chocolate in hand is the perfect way to warm up on a chilly day — especially before heading up toward Mt. Hood.

Mt. Hood Skibowl Adventure Park

Skibowl is always a favorite this time of year. Whether it’s tubing, skiing, or just playing in the snow, it’s one of those places that makes winter feel fun and memorable for families and visitors alike.

Polar Express Train Ride | Hood River

One of my favorite holiday traditions is looping around the mountain to Hood River for the Polar Express train ride. It’s such a magical experience, especially for kids — the kind of tradition families talk about and remember long after the season is over.


Celebrate the Season by Supporting Local

Celebrate Me Home | Troutdale

https://cuddlebugzz.com

This is one of my favorite places to stop when I’m looking for that just right gift. From home décor to unique finds, it’s a great spot to check a few names off your list at once.

Chemistry Jewelry | Hood River

https://www.chemistryjewelry.com

If you’re looking for something thoughtful and truly special, Chemistry Jewelry is always a go-to. Their handcrafted pieces make meaningful gifts that feel personal.

Blue Door Rustic Boutique | Sandy

https://www.bluedoorrustics.com

A local favorite for cozy, rustic-inspired pieces and gifts. It’s the kind of shop where you always find something you didn’t know you were looking for.

Hood River Farmers Market (Winter Season)

https://gorgegrown.com/hoodriver/

Even through the winter months, this market continues to showcase local produce, goods, and artisan items from December through April — a great way to support local makers year-round.


Favorite Holiday Stops for Dinner, Drinks & Dessert

Coffee

  • Mountain Moka (Sandy)

  • Rivertails Café & Espresso (Troutdale)

  • Doppio Coffee & Lounge (Hood River)

Restaurants

  • Smoky Hearth Restaurant (Sandy)

  • Sugarpine Drive-In (Troutdale)

  • Solstice Wood Fire Café & Bar (Hood River)

Drinks

  • Sandy Underground (Sandy)

  • Via Tinto Wine Bar (Troutdale)

  • Pfriem Family Brewers (Hood River)

Sweet Treats

  • Joe’s Donuts (Sandy)

  • Mochi Cones (Troutdale)

  • Edéske Patisserie (Hood River)


Winter Staycations & Cozy Getaways Close to Home

Timberline Lodge | Mt. Hood

https://timberlinelodge.com

Columbia Gorge Hotel | Hood River

https://www.columbiagorgehotel.com

McMenamins Edgefield | Troutdale

https://www.mcmenamins.com/edgefield


Ideas to Add to Your Holiday Bucket List

  • Try a seasonal drink at Country Coffee Sit n Sip in Boring

  • Walk through the cute shops in Troutdale

  • Attend the Christmas Ships Parade on the Columbia River

  • Take in the lights at Timberline Lodge

  • Go holiday shopping at Columbia Gorge Outlets

From My Family to Yours

I hope this guide inspires you to discover something new, revisit a favorite tradition, or simply soak up a little extra holiday magic this season. However you choose to celebrate, I hope it’s filled with cozy moments, good food, and plenty of cheer.

And if a move is on your mind in the new year—or you just want to chat about life in the Gorge or Mt. Hood communities—I’m always happy to connect.

Wishing you and your family a joyful holiday season and a wonderful start to the new year.

Cheers,
Amy

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Little Traditions, Local Finds, and What Makes This Season Special to Me