Top Winter Getaways in Oregon for 2025

1. Discover Oregon in Winter

From lush forests to snowy mountains, Oregon offers a winter experience like no other. If you love winter sports, there’s much to enjoy in the beaver state. However, cozy lodges, delicious seafood, and vibrant cities are also key highlights. Prepare to embrace the Oregon winter atmosphere!

2. Bend: Winter Wonderland

Bend is one of Oregon’s standout destinations for winter enthusiasts. Situated in a high desert and surrounded by majestic mountains, Bend receives ample snowfall—up to 30 feet annually in nearby mountains. If skiing is your preference, the Mt. Bachelor Ski Resort is just a short distance away. Moreover, opportunities for snowshoeing, snowmobiling, and dog sledding abound.

However, winter in Bend isn’t strictly about snow. Numerous low-snow hiking and biking trails are available, plus an exciting culinary scene featuring numerous breweries, making it a delightful getaway year-round.

3. Sunriver Resort: Relax in Luxury

Address: 17600 Center Dr, Sunriver, OR 97707, USA

Phone: +1 855-420-8206

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Just half an hour south of Bend lies Sunriver Resort, a luxurious hideaway perfect for winter relaxation. In addition to outdoor winter activities such as skiing and snowshoeing, indulge in resort amenities where you can unwind in a hot tub, enjoy fine dining, or refresh at the spa after a day in the snow.

4. Mt. Hood and Timberline Lodge: A Snowy Retreat

Address: Mt Hood, Oregon 97041, USA

If you’re craving a true winter escape, Mt. Hood is your go-to. Timberline Lodge offers a cozy atmosphere perfect for kicking back by the fireplace. With five ski resorts on hand, including Mt. Hood Meadows, adventure awaits within reach. Additionally, there are numerous trails suitable for snowshoeing and tubing, ensuring plenty of snowy excitement.

5. Portland: A Culinary Hub

Address: Portland, OR, USA

Portland’s climate remains moderate year-round, certainly offering diverse activities in winter. While the weather can be rainy, do not let that deter you. The city boasts incredible parks, a vibrant dining scene, and a plethora of indoor activities. Reservations at local restaurants, visits to museums, or live music at local venues can keep you entertained regardless of the weather.

6. Explore the Oregon Coast

Address: Astoria, OR 97103, USA

Winter may not be the peak season for visiting the Oregon Coast, but that doesn’t mean it’s not a possibility. If you do venture out, be prepared for rain and wind. Choose accommodations with ocean views to enjoy the scenery without needing to be outside. Alternatively, savor fresh seafood during crab season, or experience razor clamming for an authentic coastal experience.

7. Hood River in the Columbia Gorge

Address: Hood River, OR 97031, USA

Known as the windsurfing capital in summer, Hood River transforms in winter. It is a fantastic base for skiing, with options near Mt. Hood Meadows and Cooper Spur just an hour away. Adventurous souls can still windsurf, provided you are prepared for the chill. Outdoor activities await you, no matter the season.

8. The Willamette Valley: Wine Country

Address: Willamette Valley, Oregon, USA

Wine tourism in the Willamette Valley is not just a summer affair. Experience cozy accommodations at boutique hotels and B&Bs. For a wonderful experience, consider staying at Black Walnut Inn, where complimentary wine awaits. Alternatively, Allison Inn & Spa offers luxurious rooms, an indoor pool, and a top-notch restaurant featuring local wines.