Central Oregon Winter Guides

Embrace the magic of winter with Central Oregon Vacation Homes! Whether you're planning a family getaway, a romantic retreat, or an adventure with your pups, we have the perfect vacation rental for everyone!

How to Ski Mt. Bachelor

With a little bit of preparation, your powder day will be all fun and no fuss!

  • Step One: Check Road Conditions (Tripcheck.com)
  • Step Two: Order Your Passes (MtBachelor.com)
  • Step Three: Show Up Early for First Come, First Serve Parking
  • Step Four: Ski Down (be sure to wear a face covering)

Snowshoe Adventures Await

Bend boasts some fantastic snowshoeing spots that let you immerse yourself in the beautiful winter landscape. You can easily rent snowshoes at Powder House, making it convenient to hit the trails and enjoy the serene scenery. Here's some spots we love:

Casting Lines: Winter Fishing Hotspots in Bend

Bend offers excellent winter fishing along the Deschutes River, where you can catch rainbow and brook trout. You can find all your fishing supplies at the Flyfisher’s Place for a successful outing. Here are our top winter fishing spots:

Epic Sledding Escapades in Bend

Winter is a thrilling time to enjoy sledding in Bend, with numerous snow-covered hills ideal for all ages. Luckily, you don’t have to go far to find fantastic sledding spots, ensuring a day filled with laughter and fun. Here are some top places to sled:

Zoom Through Snow

Winter is an exciting time to hit the trails around Bend with a snowmobile, thanks to the stunning snowy landscapes and exhilarating rides. Fortunately, you can easily rent snowmobiles nearby, allowing you to dive right into the winter fun. We recommend:

Winter Ales

Winter is a cozy time to enjoy craft brews in Bend, with local breweries offering a delightful selection of winter ales. Luckily, you can find many of these seasonal favorites just around the corner, perfect for warming up after a day in the snow. Here are some of our top picks:

Skiing the Serene Trails of Central Oregon

Central Oregon offers incredible cross-country skiing trails, winding through snowy forests with breathtaking mountain views. From peaceful, wooded paths to open meadows, these trails provide an unforgettable winter adventure for all skill levels:

Wandering Through a Winter Wonderland

Winter hiking in Central Oregon reveals a quiet, snow-dusted landscape with crisp air and serene beauty. Bundle up and explore trails that lead to frozen waterfalls, snow-covered forests, and stunning panoramic views.

Mushing Through Winter

Dog sledding in Central Oregon offers an exhilarating winter adventure, allowing you to glide through picturesque snowy landscapes alongside a team of enthusiastic sled dogs. One of the best places to experience this thrilling activity is on the Trail of Dreams at Mt. Bachelor, where you can enjoy stunning views of the Cascade Mountains and the surrounding wilderness. As you traverse the pristine trails, you’ll not only feel the rush of the ride but also develop a unique bond with these amazing animals, making it a memorable experience for dog lovers and adventure seekers alike.

Warm Up With Coffee

Central Oregon’s coffee shops provide a cozy refuge from the winter chill, serving up rich, warm beverages that are perfect for warming up after a day of outdoor adventures. Enjoy the inviting atmosphere, often adorned with seasonal decorations, as you sip on locally roasted coffee and indulge in delicious pastries amidst the snowy scenery.

Clothing

Winter in Central Oregon calls for warm, layered clothing to keep comfortable in cold temperatures. Bundle up with insulated jackets, hats, gloves, and sturdy boots, and be ready for outdoor adventures, whether you're skiing, snowshoeing, or exploring the winter landscape.



  • Base Layers: Thermal top and bottom.
  • Insulating Layers: Fleece or down jacket.
  • Outerwear: Waterproof, insulated jacket and snow pants.
  • Footwear: Insulated, waterproof boots with good traction.
  • Accessories: Warm hat, gloves, scarf, and wool socks.

Scenic Winter Drive

Winter in Central Oregon requires the right gear to fully enjoy the season. From skis and snowboards to snowshoes and winter boots, make sure you have the necessary equipment to stay safe and comfortable while exploring the snowy landscape.



  • Ski or snowboard equipment (or rent locally).
  • Snowshoes or cross-country ski gear.
  • Chains for your vehicle if driving in snow.
  • Hand warmers and a thermos for hot drinks.
  • Pack for skiing, snowboarding, snowshoeing, and tubing at Mt. Bachelor.
  • Indoor gear for cozying up in Bend’s breweries and coffee shops.

Plan Your Winter Stay

Broken Bow Getaway

This charming 3-bedroom home in Midtown Bend is ideal for family fun and relaxation. Enjoy a cozy wood fireplace, Smart TV, and board games for game night. The master suite features a king bed and spa-like bathroom, and the fully equipped kitchen is perfect for meal prep. Step outside to a spacious backyard with a gas firepit, BBQ, and plenty of room for your pets to play. Located just minutes from downtown Bend, breweries, parks, and Mount Bachelor, it’s the ultimate spot for your next getaway. Book now!


Book Now!
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    We have already recommended this property to friends and family and will continue to do so. It was wonderful Experience!! Thank you

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    Had a great stay in Sunriver Oregon for my husband birthday! We were traveling with an infant and dog and the place we had was perfect with a fully fenced yard and pretty kid friendly. The beds were very comfortable and the hot tub was ready for soaking upon arrival

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    Highly recommend booking with Central Oregon Vacation Homes. I had a wonderful stay at the Cumberland "Bungalette". Hosts were super responsive with any questions/concerns. Location amaaaazing, and very comfortable accomodations. It felt like my little secret hideaway, yet was walking distance to great coffeeshops, restaurants, etc. Would definitely stay here again, anytime!!

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Central Oregon Vacation Rentals

Escape to winter bliss with Central Oregon Vacation Homes. Imagine yourself surrounded by a winter wonderland in Central Oregon, where the air is crisp and the scenery is breathtaking. At Central Oregon Vacation Homes, we specialize in creating unforgettable getaways for families, couples, and furry friends alike.

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