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  • Sunriver Resort Wine and Cuisine Stroll

    Sunriver Resort 17600 Center Drive, Sunriver, OR, United States

    Lodge Kitchen will be hosting the Sunriver Wine & Cuisine Stroll — a fun and lively event featuring tastings from Oregon, Washington, and California wineries, creative bites from the Sunriver...

    $70

  • Cascade Chorale’s Holiday Magic – A Season’s Journey

    Tower Theatre

    Under the masterful direction and artistry of James W. Knox, this concert offers not just a collection of carols and choral works, but a meditative progression through the themes of...

    $8 – $37

  • Holiday Brunch Barket with Kendall Cares

    Kendall Audi Dealership 1045 SE 3rd St, Bend

    Come celebrate the holidays with Street Dog Hero at this year’s Holiday Brunch Barket! This year, we are teaming up with the Kendall Cares Program to host a Holiday Barket...

    Free

  • Kindred Holiday Market

    Spork 937 NW Newport Ave, Bend

    Kindred Market - a community-centered holiday gathering of local makers and handcrafted goods - returns December 7th at Spork Bend. Shop unique gifts, meet the artisans behind them, and celebrate...

    free
  • downtown bend

    Christmas Tree Lighting in Downtown Bend

    Downtown Bend Bend, OR, United States

    Celebrate one of Downtown Bend’s most magical traditions! Join us in Brandis Square for an evening full of holiday cheer, music, and community. 5 pm - 7:30 pm Sunday, December...

  • Holiday Lights & Cookie Run With FootZone

    FootZone Bend 842 Northwest Wall Street, Bend, OR, United States

    Join us for an evening of running, cookies and holiday cheer at our annual FootZone Cookie Run! Bring your friends, your festive spirit and, if you'd like, your best homemade...

  • Winter Nights at High Desert Museum

    High Desert Museum 59800 South Hwy 97, Bend, OR, United States

    The weather outside is getting colder. There's frost on the ground and a nip in the air. Winter is coming! Join us after hours in the warmth of the Museum...

  • Holiday Lights Paddle Parade

    Featured
    Tumalo Creek Kayak & Canoe 805 SW Industrial Way, Bend, OR, United States

    Light up the Deschutes River at dusk at the annual Holiday Lights Paddle Parade. Adorn your kayak, canoe or paddleboard with festive holiday lights. Spectators can bundle up and catch...

  • A Blue Christmas: Ornament Painting Workshop

    Pine & Prism 856 NW Bond St. Suite 202, Bend

    Join professional artist, Michelle Schultz, for an enchanting Ornament Painting Workshop! This is your invitation to pause amidst the holiday hustle and embrace a moment of tranquility and creativity. In...

    $80

  • St. Lucia Day Celebration at Fika Sisters Coffeehouse

    Fika Sisters Coffeehouse 201 E Sun Ranch Dr suite c, Sisters, United States

    Beginning early morning, celebrate "St.Lucia" at Fika Sisters Coffeehouse. Ring in the start of Christmas in the form of candlelight, coffee discounts and the sounds of local harpist, Becky Smith....

  • The Locavore Holiday Gift Faire

    61980 Skyline Ranch Road Bend, OR 97703 United States United States, Skyline Ranch Road Bend

    Bend, Oregon — December 13, 2025 — The most beloved holiday market in Central Oregon returns for its 17th year! The Locavore Holiday Gift Faire, hosted by Central Oregon Locavore...