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  • Holiday Food & Gift Festival

    Deschutes County Fair & Expo Center 3800 SW Airport Way, Redmond, OR, United States

    Each year, Redmond’s Holiday Food & Gift Festival draws thousands of attendees. While you shop booths from more than 120 local vendors selling their handmade and artisan goods, fuel up with gourmet food samples. $6. Free for kids 12 and under.

    $6
  • Annual Benefit Gala

    Bend Golf and Country Club 61045 Country Club Dr, Bend, OR, United States

    Support the High Desert Chamber Music and its community education programs by attending the Annual Benefit Gala, which has become a holiday season tradition in Bend. The gala includes a performance from the Spotlight Chamber Players, dinner and a silent auction with items from local businesses. $85. Bend Golf and Country Club.

    $85
  • I Like Pie Run

    Old Mill District 730 SW Columbia Street, Bend, OR, United States

    In the spirit of Thanksgiving, two Bend running traditions joined this year for one Thanksgiving morning fun run that benefits the Boys and Girls Club of Bend and NeighborImpact. Join the 5k or 10k races, or a family-friendly walk/run on a shorter course through the Old Mill District. Don’t forget to bring a pie to […]

    $10 – $35
  • Sisters Holiday Celebration & Parade

    Fir Street Park and Hood Avenue

    The holiday season celebration in Sisters kicks off with the tree lighting ceremony in Fir Street Park on Friday evening. On Saturday, head to Hood Avenue to see the Christmas Parade march through the town. After, there will be treats and a chance to meet Santa at the Sisters Chamber of Commerce. Free. Fir Street […]

    Free
  • Ski Touring Norway Slide Show

    Commons Cafe 875 NW Brooks St., OR, United States

    Crow's Feet Commons in Bend OR brings IFMGA Ski Guide and Black-Crow skis ambassador, Mark Allen, to share a slideshow presentation on 7 years of ski touring in the Lofoten Islands of Norway. Aimed to inspire adventure ski travel to the Arctic maritime slopes. Join us for a preview of this cold corner of the […]

    Free
  • First Friday

    Downtown Bend Bend, OR, United States

    View sensational local and national art at dozens of businesses downtown on the first Friday of every month. Shops are matched with artists and stay open late. Many businesses will serve food and wine as they welcome you in to enjoy their space and this wonderful evening.

  • Community Christmas Tree Lighting

    Drake Park 777 NW Riverside Blvd, Bend, OR, United States

    Each year, Bend’s holiday season kicks off with the community Christmas tree lighting. Local choirs will lead the crowd in Christmas carols and sing festive holiday songs. The event begins at 6 p.m., and the tree will be lit by Santa at 6:59 p.m. Free. Drake Park.

    Free
  • Jingle Bell Run

    Downtown Bend Bend, OR, United States

    Be a part of the kickoff to the Bend Christmas Parade at the annual Jingle Bell Run. Dress up in holiday gear to walk or run in the 5k or 1-mile races. The whole family can participate in this run that benefits the Arthritis Foundation. Downtown Bend.

  • Bend Christmas Parade

    Downtown Bend Bend, OR, United States

    Following the annual Jingle Bell run in the morning, Bend’s annual Christmas parade will begin at noon. The holiday tradition features floats from local businesses and community organizations. This year’s theme is “Christmas Surprises.” Free. Downtown Bend.

    Free