There’s no shortage of things to do in Oregon in winter, especially for those who love snow, adventure, and breathtaking mountain scenery. From the high peaks of the Cascades to the forested trails around Bend, Oregon, it transforms into a wonderland of frosted trees and wide-open spaces perfect for exploration. Skiers, snowboarders, snowshoers, and snowmobilers alike find this region irresistible, thanks to its consistent snowfall and endless terrain. Whether you’re gliding through fresh powder, watching the sun set over a frozen lake, or sipping cocoa by the fire, Oregon in winter is a destination that calls you outdoors and then welcomes you back inside to relax in comfort.

Central Oregon is one of the most popular regions for winter recreation, offering easy access to mountains, lakes, and charming small towns. Visitors come for the snow and stay for the atmosphere. The area around Bend and Gilchrist boasts pristine forests, volcanic landscapes, and crystal-clear skies, making every winter day feel truly special. Here, you’ll find a variety of Sno-Parks, ski areas, and trails designed for all levels of outdoor enthusiasts. And when the day’s adventure ends, local breweries, restaurants, and cozy firepits invite you to unwind in true Oregon style.

The Historic Gilchrist Waterfront Resort is the perfect Resort in Oregon for those looking to enjoy all these incredible winter experiences. Located near some of the state’s best trails, Sno-Parks, and mountain adventures, it provides an ideal home base for exploring Central Oregon. Guests can head out for skiing, snowmobiling, or snowshoeing during the day and return each evening to a quiet, welcoming retreat overlooking the water. We offer modern comfort and easy access to the many things to do in Oregon during the winter season. Book your stay today!

The Best Things to do in Oregon this winter

If you’re looking for the best things to do in Oregon this winter, start your adventure at Mt. Bachelor. Located less than one hour drive from our Resort in Oregon, the ski hill offers world-class downhill skiing and snowboarding with more than 4,300 acres of lift-accessible terrain. With its big vertical drop and reliable snow, it stands out as one of the top ski destinations in Central Oregon.

Other top things to do in Oregon this winter:

1. The Deschutes National Forest offers miles of scenic snowmobile trails winding through tall pines and open mountain views. It’s one of the most thrilling things to do in Oregon during the winter. Make sure your snowmobile is properly registered, or join a guided tour to discover Oregon’s backcountry safely.
2. You don’t have to travel to Alaska to go dog sledding; the Oregon Trail of Dreams offers one-hour dog sled rides through snowy alpine landscapes. Glide behind an energetic team of dogs for a unique perspective of Central Oregon’s winter wilderness.
3. For a slower-paced adventure, explore the groomed snowshoe trails found throughout Central Oregon’s Sno-Parks. Wanderlust Tours offers guided snowshoe excursions led by expert naturalists who handle the driving, gear, and navigation. Each tour includes award-winning interpretation, snowshoe transportation, and hot cocoa for the perfect winter outing.
4. Bundle up and go for a bike ride on a fat tire rental through the snowy trails at the region’s Sno-Parks or on the Cascade Lakes Highway. This fast-growing winter sport lets mountain bikers extend their seasons, trading dusty trails for crisp snow and pine-scented air.
5. One of the most fun things to do in Oregon in winter is outdoor ice skating. The Pavilion in Bend offers open-air ice skating under a covered roof, complete with fire pits for warming up between laps. For a nostalgic experience, visit Seventh Mountain, home to the region’s oldest outdoor rink, where twinkling lights and festive decor create a classic winter atmosphere.

Venture into the Nordic and snow-shoeing hubs at the region’s top Sno-Parks:

1. Dutchman Sno-Park, just 20 minutes southwest of Bend, features trails that traverse open meadows and climb Tumalo Mountain, revealing spectacular Cascade peak views.
2. Virginia Meissner Sno‑Park is located on the Cascade Lakes Highway. This Sno-Park is one of the most popular winter recreation sites in Central Oregon. Meissner offers approximately 40-50 km of groomed cross-country ski trails, available in both classic and skate styles, plus snowshoe tracks and warming huts for comfort along the way. It’s well-suited for a range of skill levels and features.
3. Wanoga Snow Play Area Sno‑Park is a family-friendly destination with Nordic trails and a dedicated tubing hill, and areas for snow play. This Sno-Park is perfect for groups with diverse activity interests.
4. Swampy Lakes Sno‑Park is a bit quieter and more backcountry-in-feel. This Sno-Park features multiple loops of groomed and ungroomed Nordic trails, making it ideal for snowshoers seeking solitude.

Each park adds its own flavor to winter recreation, making Central Oregon one of the most diverse regions for snowy adventures and some of the most exciting things to do in Oregon this season.

Relax and Recharge at Our Resort in Oregon

After a full day of exploring the many things to do in Oregon, return to our welcoming, waterfront Resort in Oregon, surrounded by the quiet beauty of snow-covered pines. Located just north of Crater Lake and within reach of Bend, this historic property is situated in an area rich with outdoor opportunities and breathtaking views. Guests love its proximity to the region’s top Sno-Parks and trails, making it easy to head out for a day of fun and return to a place that feels like home.

Our Resort’s amenities are designed to make every day relaxing and memorable. Warm up by your fireplace and take in the waterfront views. Outdoor firepits and hot tubs enhance the experience, and our friendly staff is happy to help you plan your next day. Our Resort in Oregon is a favorite choice for families who want comfort and convenience.

When it comes to lodging, our Resort in Oregon offers a variety of cabins to suit couples, families, and groups. For those planning a larger group trip or family reunion getaway, our on-site vacation house provides a private retreat with a beautiful chef’s kitchen, perfect for longer stays, retreats, or special occasions. With every option, guests can expect clean, inviting spaces and easy access to the very best things to do in Oregon during the winter months. Reserve your stay now!