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  • Bend Winterfest 2026

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

    ❄️ WinterFest is back February 13–15! Get ready for live music, immersive art installations, incredible food & drinks, and the Winter Marketplace. PLUS, the Pump Bump Jam returns bigger and...

  • Wine Tasting and Chocolate Pairing

    Bledsoe Family Winery 550 SW Industrial Way Ste 198, Bend

    Join us for a picturesque wine tasting with chocolate pairing today. Artisan chocolates sourced from local chocolatiers. Looking forward to helping you celebrate your love with a little decadence!

  • A ‘Lady and the Tramp’ Valentine’s Dinner at Flights

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    Flights Wine Bar 1444 NW College Way Suite 1, Bend, OR, United States

    Join us at Flights for a special 'Lady & the Tramp' Valentines 3-course prix fixe menu! Featuring the famous Spaghetti & Meatballs. $85 includes choice of appetizer, entree and dessert...

    $85

  • Sunriver Music Festival Valentine’s Dinner & Dance Concert

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    Great Hall Sunriver Resort 17600 Center Drive, Sunriver

    Featuring all your favorite dance tunes from the swing era of the 1920s-40s, Blue Skies Big Band returns for a fun night out in the iconic Great Hall at Sunriver...

    $140

  • Valentine’s Dinner

    Juniper Preserve 65600 Pronghorn Club Dr, Bend

    Treat your Valentine to an exquisite Asian-inspired 5-course dining experience in Juniper Preserve’s newest restaurant, IRIS. Savor a menu of curated courses that blend Asian fusion with gourmet luxury. Enhance...

    $95.00
  • Valentines dinner and movie

    Valnetine’s Day Dinner and Movie with Currents at the Riverhouse

    Currents at The Riverhouse 3075 Business 97, Bend, OR, United States

    This Valentine’s Day, get ready to be swept off your feet with an evening of “twue wuv” at Riverhouse Lodge’s Dinner & a Movie event—a night designed to be “as...

  • Dinner and a movie at Currents Bend

    Valentine’s Day Dinner and a Movie

    Currents at The Riverhouse 3075 Business 97, Bend, OR, United States

    This Valentine’s Day, prepare to be swept off your feet with an evening of “twue wuv” at Riverhouse Lodge’s Dinner & a Movie event in Bend, Oregon—a night designed to...

  • Galentine's Bouquet Bar event poster

    Galentine’s Bouquet Bar at Oregon Spirit Distillers

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    Oregon Spirit Distillers 740 NE First Street, Bend

    Come celebrate Galentine's Day by building a beautiful flower arrangement in recycled distillery material at Oregon Spirit Distillers. Participants will enjoy an evening of sipping on cocktails, arranging flowers, and...

  • ladies night silver moon

    Silver Moon Brewing Ladies Night

    Silver Moon Brewing 24 NW Greenwood Ave, Bend

    Live music with Jess Ryan Band, Astral Jade and Samantha Hart at Silver Moon Brewing. Celebrate Valentine's day and support the gals in your local music community. Tickets are $15...

  • HDCM Concert Series: FRANK ALMOND

    Unitarian Universalist Fellowship of Central Oregon 61980 Skyline Ranch Rd, Bend

    High Desert Chamber Music’s 17th season, presented by Washington Trust Bank and Lynch Murphy McLane LLP, continues with our annual Valentine’s Day concert. Enjoy a special evening featuring renowned violinist...

    $15 – $58
  • boneyard brewing company

    Triple IPA Throwdown at Boneyard

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    Boneyard Brewery 1955 NE Division St, Bend

    BONEYARD & FRIENDS: IPA3 THROW DOWN 15 Triple IPAs, 15 Breweries, you crown the winner. February’s Boneyard & Friends is full of heavy hitters