With our comprehensive list of events in Sisters, Oregon, boredom is not an option. From live music, sporting events to holiday festivities or art walks, you’ll be sure to find the next perfect activity or adventure.

Disclaimer: Some events may have changed, been canceled, or postponed since its original publication. Please check with the event organizer or event website for the latest updates.

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A vibrant poster with a colorful geometric background promoting the Five Pine Happy Girls Run event in Central Oregon.

Happy Girls Sisters Run 2026 Returns October 24 with Trail Views, Sisterhood and Small-Town Charm

Oct 24

FivePine Lodge and Spa

Runners of all ages and abilities are invited to experience one of…

SAA Friday Artwalk in Sisters

Dec 18

10:00am - 7:00pm

Downtown Sisters

Visit the Art Galleries of Sisters featuring: A great time, beautiful art,…

Explore Nature’s Beauty

From the sagebrush-covered plains of the high desert to the towering pines and majestic mountain peaks, discover the diverse landscape Central Oregon has to offer.