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  • Paint and Sip at Bevel Craft Brewing

    Bevel Craft Brewing 911 SE Armour Rd., Bend

    Looking for a laid-back night out? Come join me, your friendly local artist, for some painting and sipping fun! No pressure, just good vibes and a relaxed atmosphere.   Whether …

    $48
  • Bingo for Breast Cancer

    Spider City Brewing 1177 SE 9TH St, Bend, OR, United States

    Join Spider City Brewing and Runners, Ally and Justin to raise funds for breast cancer research on their way to the 2026 NYC Marathon. 26.2 for the 1 in 8! We're honored to represent Team Baldwin for the NYC Marathon and raise funds to support breast cancer research, early detection, treatment and resources for those …

  • Moonlight Dinner Series

    Mt. Bachelor

    Join us for an unforgettable fusion of high-altitude adventure and refined Cascadian cuisine. The Moonlight Dinner Series at Pine Marten Lodge offers a rare opportunity to experience Mt. Bachelor after …

  • Mother’s Day Tea

    Tetherow 150 NE Hawthorne Street, Bend, OR, United States

    This event offers a memorable way to celebrate the women who raised us while supporting a vital local cause. Proceeds from Mother’s Day Tea will benefit Partners In Care’s Queen …

    $50
  • Bend Creators Market! | 2nd Annual | Market of Choice

    Deschutes County Fair & Expo Center 3800 SE Airport Way, Redmond

    Welcome to the 2nd Annual Bend Creators Marketâ„¢ at the Deschutes County Fair and Expo Center! Join us for a day of fun while meeting local businesses, shopping, and eating! …

    $5.00
  • Bend Beauty Expo | Bend & Redmond’s Largest Beauty Event

    Deschutes County Fair & Expo Center 3800 SE Airport Way, Redmond

    May 9th, 2026 | Deschutes County Fair & Expo Center | 9am-3pm. Demonstrations & Services • Easy and Free Parking • Food Trucks • Full Bar • Live DJ • …

    $5.00
  • Market Day La Pine

    Recurring
    Frontier Heritage Park, LaPine, Oregon 16405 1st St, LaPine

    Market Day La Pine is the first official farmers/makers market serving South Deschutes County. Once a month we bring together 30+ vendors of fresh food, hand-made goods, community partners, and …

    Free
  • Mother’s Day Brunch at Juniper Preserve

    Juniper Preserve 65600 Pronghorn Club Drive, Bend

    Celebrate Mother’s Day at Iris Restaurant with a warm, elevated brunch that brings everyone to the table. Set within the serene beauty of Juniper Preserve, our family-style experience invites you …

  • Art Meets Wine in Sunriver

    SHARC 57250 Overlook Rd., Sunriver

    Join us for an unforgettable experience at Art Meets Wine in Sunriver, 3 - 7 p.m. on May 30, 2026, at SHARC in Sunriver, Oregon. Get ready to indulge in …

    $85.00
  • Paint and Sip at Bevel Craft Brewing

    Bevel Craft Brewing 911 SE Armour Rd., Bend

    Looking for a laid-back night out? Come join me, your friendly local artist, for some painting and sipping fun! No pressure, just good vibes and a relaxed atmosphere.   Whether …

    $48
  • Sip

    Central Oregon Community College 2600 NW College Way, Bend, OR, United States

    Summer's biggest wine tasting party lets you taste your way through a dozen Sonoma wineries. You'll also find local beer, cider and spirits, plus small bites and live music. It's …

    $125
  • Grand Cru

    Central Oregon Community College 2600 NW College Way, Bend, OR, United States

    Cork & Barrel's gala event features a Winemakers Reception with a dozen Sonoma wineries and a multi-course sit-down dinner with wine pairings. During dinner, bid on exclusive live auction packages, …

    $200
  • Sunriver Art Fair

    The Village at Sunriver 57100 Beaver Dr., Sunriver

    Sunriver Art Fair: August 7 - 9, 2026. Sunriver, OR. Ranked as one of the best small-town art fairs in the country, the Sunriver Art Fair features 90 booths of …

    Free