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  • National Public Lands Day with Think Wild

    Crooked River Park Crooked River Park, S Main St, Prineville

    Join us September 26 for National Public Lands Day and help plant the Crooked River Native Plant Garden! Transform a former gravel lot into wildlife habitat and a community learning...

  • 2026 Sunriver Oktoberfest

    SHARC 57250 Overlook Road, Sunriver

    Celebrate the 2026 Sunriver Oktoberfest on Friday, Sept. 25 and Saturday, Sept. 26. There will be two fun runs, a Saturday market, a putt putt golf tournament and an Oktoberfest...

  • The Patch with a View

    Schilling's Garden Market 64640 Old Bend Redmond Highway, Bend, OR, United States

    Bring the whole family out to Schilling’s Garden Market this fall and enjoy a day at the patch with an incredible view of the Cascades. Pick out your perfect pumpkin...

  • Pop-Up Shop

    BRW Building 2863 NW Crossing Drive Suite 120, Bend, United States

    Spend the afternoon sipping mimosas and shopping new pieces and pop-up specials from Maya Moon and Jaxon Black. Explore their latest creations, connect with the designers and discover something new...

  • Fresh Hops & Pop Up Shops

    Rivers Place 787 Northeast Purcell Boulevard, Bend, OR, United States

    Our 7th annual celebration of the season with a ridiculous amount of fresh hop beer, flights for those who want to taste their way through the lineup, local vendors, and...

  • Contemporary Landscape Painting Series

    The Open Arts Center 999 NE 2nd. St., Bend

    This class will focus on landscape painting with an emphasis on expressive interpretation and rendering. A brief survey of landscape painting with particular attention on contemporary approaches, techniques, materials, content,...

    $140

  • Kids’ Entrepreneur Market

    Bend Oregon Bend, United States

    An entirely kid-run, eco-friendly market for ages 7–17 where young entrepreneurs sell handmade artwork, crafts, food, toys, jewelry, and more. A real-world experience that sparks creativity, builds confidence, and teaches...

    $10 – $20

  • Pick It Up, Bend!

    Old Mill District near 475 SW Powerhouse Drive, Bend, OR, United States

    Join SOLVE for the second annual Pick It Up, Bend!, a community-powered cleanup dedicated to keeping Bend beautiful. On Sunday, September 27, from 10 am–12 pm, volunteers will spread out...

  • Peaceful Piano in the Vineyard

    Faith, Hope & Charity Vineyards 70450 NW Lower Valley Drive, Terrebonne, OR, United States

    Pianist Paula Dreyer brings her acclaimed Piano Flow Live experience to Faith Hope & Charity Vineyards for a beautiful, family-friendly afternoon of live music among the vines and mountain views....

    $60

  • Oregon Wine & Cheese Pairing Experience

    Willamette Valley Vineryards - Bend 916 NW Wall St, Bend, OR, United States

    Join us for an enjoyable evening to celebrate Oregon cheese month featuring a guided wine and cheese pairing flight. This event is designed for anyone interested in learning how different...

    $42 – $50

  • $4 Pints ~ Monday Night Football

    Rivers Place 787 Northeast Purcell Boulevard, Bend, OR, United States

    Fall, Football, Food Truck Deals, $4 Pints & Brewery Swag Giveaways. Every Monday we bring the enthusiasm with 6 Big Screen TVs and game sound ON! Also enjoy $4 Ciders...