Holiday Activities in Central Oregon
It’s the most wonderful time of the year! Our vacation homes are the perfect place to gather with loved ones for the holidays—complete with full kitchens, multiple bedrooms, and cozy features like fireplaces, fire pits, and hot tubs. Reserve your holiday escape today.
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)
Bend Christmas Parade
For over 30 years, the annual Bend Community Christmas Parade has been a hallmark event of the holiday season. It is the largest Christmas Parade in Oregon and is eagerly anticipated by kids of all ages as one of the highlights of life in Bend. See for yourself on December 6th at noon!
Holiday Dinners!
If you're staying in Bend, Sunriver, or Redmond make reservations at some of our favorites like:
Ebenezer Scrooge’s Big Bend Christmas Show!
Ebeneezer Scrooge’s Big Bend Christmas Show is a fun, family-friendly twist on the classic holiday tale, complete with lively music, festive costumes, and plenty of Christmas spirit. Running from November 28th through December 21st, it’s a perfect way to kick off the season and make cozy memories during your stay in Central Oregon. Tickets tend to go quickly each year, so we always recommend grabbing yours early and enjoying a cheerful night at the theater during your getaway.
Ice Skating
Ice skating in Central Oregon offers a fun and festive way to enjoy the winter season, with both indoor and outdoor rinks surrounded by stunning mountain views. Whether you're a beginner or an experienced skater, it’s a perfect activity for families, friends, and couples looking to embrace the snowy spirit.
Holiday Lights
Central Oregon transforms into a winter wonderland during the holiday season, with dazzling Christmas light displays that brighten up the snowy landscape. Experience the magic of the season as you explore festive lights, holiday decorations, and cheerful scenes throughout the area.
Shop Local
Share your adventures in Central Oregon by shopping local during your holiday stay. There's plenty to explore, and you can help support local businesses!
Holiday Markets
Explore Central Oregon’s festive holiday markets, filled with local makers, seasonal treats, and unique gifts to enjoy during your stay.
Holiday Events
Share your adventures in Central Oregon by shopping local during your holiday stay. There's plenty to explore, and you can help support local businesses!
- Three Sisters Lions Club 14th Annual Holiday Faire
- Elf the Movie @ Tower Theater
- SantaLand @ The Old Mill District
- Tumalo Creek's Holiday Lights Paddle Parade
- Little Women
- Central Oregon School of Ballet's "The Nutcracker."
- Sunriver Stables Sleigh Rides
- Breakfast with Santa @ McMenamins
- Grimes Christmas Scene
Stay With Us
The best gift you can give this season is the chance to experience Central Oregon during the holidays, snowy adventures, cozy nights in, and all the winter magic that makes this place unforgettable. Booking a getaway now means you can surprise someone with a stay they’ll truly remember, whether it’s relaxing at Besson Getaway, unwinding at Juniper Getaway, or enjoying the peaceful setting of Painted Peaks Getaway in Eagle Crest Resort. Treat someone you love (or yourself!) to a holiday escape that feels like a true winter wonderland.
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When it comes to vacation rental management, we sweat the small stuff, so you don’t have to—and so you’ll rest easy along with your guests.