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  • Dirksen Derby

    Dirksen Derby at Mt. Bachelor – CANCELED

    Mt. Bachelor 13000 SW Century Drive, Bend, OR, United States

    The goal of the Dirksen Derby is to bring the Snowboard and Sit-Ski communities together for an incredibly fun and memorable weekend full of fast race times, strong friendships and...

  • Double Bubble Bars at Viaggio Wine Merchant

    Viaggio Wine Merchant 210 SW Century Drive, Ste 160, Bend

    Double the fun in December! Our Champagne Bubble Bars are just what you need to make it through the holiday madness.  We’re here for you with two full weekends of gorgeous Champagnes...

  • Santa Comes to the Oxford Hotel

    Oxford Hotel 10 NW Minnesota Ave, Bend, Bend, OR, United States

    Santa is making a special stop at the Oxford Hotel and he can’t wait to meet you! Bring the little ones for complimentary crafts, cookie decorating, letters to Santa, and...

  • holiday markets

    Somewhere That’s Green’s Magical Markets of Merriment

    Somewhere That's Green 1017 NE 2nd St, Bend

    Come meet Sandra Claus, grab a freshly baked cookie, a butterbeer or hot cocoa, and get into the magical mood of winter! New makers each weekend! Nov 29/30, Dec 6/7,...

  • The Amaterra Wine Club Experience

    Amaterra Kitchen + Social Club 909 NW Bond St, Bend

    Step inside the newly renovated Wine Lounge private event space—usually reserved for members only—for a special evening of live oyster shucking and tasting our vibrant Blanc de Noir. This event...

  • Ski and snowboard competition at BBC

    Deck the Walls at Bend Brewing Co.

    Bend Brewing Co 1019 NW Brooks St, Bend

    A 16’ wide x 12’ tall wall ride for a snowboard/ski competition @bendbrewingco. The wall will be plexiglass with round metal coping on top. // The timing is awesome because...

  • holiday markets

    Somewhere That’s Green’s Magical Markets of Merriment

    Somewhere That's Green 1017 NE 2nd St, Bend

    Come meet Sandra Claus, grab a freshly baked cookie, a butterbeer or hot cocoa, and get into the magical mood of winter! New makers each weekend! Nov 29/30, Dec 6/7,...

  • Photos With Santa

    Blacksmith Public House 308 SW Evergreen Avenue Redmond, OR 97756, Redmond, OR, United States

    Join us on Sunday, December 21st from 2pm -5pm to meet the man himself! After Bingo! For Brightside, Santa will be arriving in Redmond, Oregon, and he can't wait to...

  • Gingerbread House Decorating Party at the Blacksmith

    Blacksmith Public House 308 SW Evergreen Avenue Redmond, OR 97756, Redmond, OR, United States

    Looking to make the season feel a little more festive? We’ve got you covered with a night at the Blacksmith dedicated to decorating your very own Gingerbread house! Give us...

  • Brunch with Santa

    Featured
    Great Hall Sunriver Resort 17600 Center Drive, Sunriver

    Have brunch with Santa and all of his Sunriver friends. There will be delectable food and fun holiday characters to mix and mingle with! Now accepting online reservations for parties...

  • Christmas Eve Dinner at Juniper Preserve

    Juniper Preserve 65600 Pronghorn Club Dr, Bend

    Celebrate the magic of Christmas Eve in exquisite style at Iris Restaurant, where culinary artistry meets timeless holiday elegance. Indulge in a sumptuous prix fixe menu crafted by our chefs...