Oregon's Ultimate Ski Town

Winter Vacation in Oregon at Bend and Mt Bachelor

It’s something that Oregonians have known for a while and Californians are just beginning to realize: Bend is the ultimate mountain town for the whole family! And in the winter, it has everything you’d want for a snowy extended weekend. In the midst of the Cascade Mountains, Mt. Bachelor is currently enjoying one of the earliest openings on record.

Skiing and snowboarding here is all about short lift lines, sublime slopes, panoramic scenery, and an extra bonus for families: kids ski free! The fun extends beyond Mt. Bachelor. Take your pick of winter adventures within minutes of downtown Bend. Snowshoe to a view and enjoy some award-winning local craft brews!

Cross-country ski on miles of well-groomed trails filled with locals and cozy warming huts. Stroll downtown—a total charmer of twinkling lights, Oregon-hip stores, coffee shops, and craft brew pubs that have mastered the experience. Seriously, Bend takes the brew pub scene to the next level, with some of the world’s best craft beers paired with locally sourced food.

Gather around an outdoor fire pit and watch the sunset while sipping a gold-medal IPA, or order a wood-fired pizza and enjoy the friendly vibe indoors. Dog-friendly, kid-friendly, couple-friendly, whatever’s your jam, Bend is your best bet for a winter break that’s bringing back the meaning of a true winter escape!

Trending Stories NorCal

View all Stories
  1. Keough's Hot Springs

    Soaking Up History

    When you slide into the soothing water of Keough’s Hot Springs, you’re bathing in a piece of Owens Valley history.

    View
  2. Hike to New Lights

    For an enlightening late-day hike, catch the San Francisco skyline at sunset from high atop Ring Mountain in Tiburon. This 2-mile (round-trip) hike to Turtle Rock is a perfect late afternoon wander.

    View
  3. A woman looks out to the scenery while standing next to a bench on a high point on a hike in Orinda Oaks Park in the East Bay

    Orinda Original

    This 3.5-mile out-and-back through Orinda Oaks Park and Moraga offers scenic vistas right inside the city.

    View
  4. Woman swimming in Carson Hotsprings natural thermal pool

    Hot Springs, Naturally

    Thermal spring waters are famous for their curative, relaxing elements, and Reno Tahoe is filled with them! Sink into these amazing thermal respites for a wellness super soak.

    View

Trending Stories SoCal

View all Stories
  1. Redding Ironman Whiskeytown lake
    Sponsored

    New Year, New Goal: IRONMAN 70.3 Northern California

    2026 is off and running! And swimming. And biking. Don't get left behind! Commit to one of the upcoming year’s most exciting endurance events—IRONMAN 70.3 Northern California in Redding.

    View
  2. Hikers stand atop Lassen Peak in Lassen Volcanic National Park

    Weekend Sherpa Podcast: Take It Outside

    Adventure for your earbuds. What's new in the world of the outdoors? Listen to Weekend Sherpa co-founders discuss local hikes, beaches, bike rides, camping spots and all kinds of travel and adventure in California and beyond!

    View
  3. O Enchanted Night!

    Prepare to be mesmerized! Holiday-season nights in Descanso Gardens are a magical interplay of lights and natural beauty that dazzle as you stroll through the Enchanted Forest of L

    View
  4. Hikers sitting on a large rock slab next to Three Sisters Falls in Cleveland National Forest Southern California near Julian

    Three Sisters

    Good things come in threes at this hike to a lovely trio-tiered waterfall in Cleveland National Forest. The 4.25-mile out-and-back hike rambles among rolling hills, with rocky mountain views as switchbacks take you down to a lush canyon and the falls.

    View