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  • Distinguished Visiting Writer Hannah Pittard at OSU-Cascades

    Oregon State University - Cascades 1500 Chandler Ave., Bend

    A contemporary novelist, short story writer and memoirist, Hannah Pittard is celebrated for the wit, emotional resonance and fearless storytelling found in her works. Her latest book, “If You Love It Let It Kill You,” was praised by the New York Times as “a sharp, propulsive portrait of fractured love and lingering grief.” Pittard is...

    Free
  • Sisters Folk Festival

    Sisters Cascade Ave, Sisters, OR, United States

    With the motto “All the town’s a stage,” the Sisters Folk Festival continues to entertain throughout the small town each year. The festival brings the best of Americana and folk music to Sisters, as well as highlights local acts that you’ll wish you had known about sooner. Various locations in Sisters. Grab your tickets here!

  • Sunriver Oktoberfest

    The Village at Sunriver 57100 Beaver Drive, Sunriver, OR, United States

    The 2025 Sunriver Oktoberfest is Sept. 26 and Sept. 27, marking a new tradition for the Sunriver community in Central Oregon. This inaugural event is part of a broader year of celebrations in Sunriver and will offer a festive atmosphere with a German theme. Come say "Prost!" with us over the last weekend in September...

  • Herbal Medicine Making Fall Series at The Peoples Apothecary

    The Peoples Apothecary 1841 NE Division St Suite 150, Bend, United States

    This series offers an introduction to the multiple ways to incorporate plant medicines in your home, among family, and within your communities. We will discuss the various applications of plants used topically and internally as oils, salves, tinctures and teas. During these fun, hands-on workshops, you will learn all about herbal applications, when and why...

  • Ring of Fire Mountain Bike Race at Wanoga Sno Park

    Wanoga Sno-Park Cascade Lakes Highway, Bend, OR

    MTB event for 50 miles of Bend Singletrack to end the season! Part of the National Ultra Endurance Series Sports Register here to ride!

  • Oregon’s Largest Open-Air Garage and Vintage End of Summer Sale

    Deschutes County Fair & Expo Center 3800 SW Airport Way, Redmond, OR, United States

    We are back! Our event in June was so successful that we have been asked to host another one repeatedly. So, we are!! We have just gotten dates with the Deschutes County Fairgrounds to wrap up our Central Oregon Summer with another fun family-friendly sale on September 27th and 28th on the Buckaroo Lawn. There...

  • Cowdeo at Jefferson County Fair Complex

    Jefferson County Fair Complex 430 SW Fairgrounds Road, Madras, OR, United States

    Cowdeo Mission Statement-Providing an opportunity for kids ages 5 - 14 to experience friendly rodeo competition in a family atmosphere, while contributing to community non-profit organizations. Cowdeo originated in 1968 by the St. Patrick’s Catholic Church as a fundraising opportunity. In 2003, the Jefferson County Event Complex took over the fundraising event and turned it...

    $5
  • Play Forever Mountain Clean-up

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

    The Play Forever Mountain Clean-Up Day is back again! On Saturday, Sept. 27, grab your sturdy hiking shoes, and head up to the mountain to help us collect litter before the snow flies. Here’s what you need to know: Registration is FREE and will be required to participate. Registration will be capped at 200 total...

    Free
  • Oktoberfest at Boneyard Pub

    Boneyard Brewery 1955 NE Division St, Bend

    Join us for our 2nd Annual Oktoberfest celebration at Boneyard Pub, 9/27/25. Live music, food & beer specials!

  • Fresh Hops and Pop Up Shops

    River's Place 787 NE Purcell Blvd., Bend, OR, United States

    We are celebrating fall, fresh hop beers, local makers and live music. This is the best time of year! Shopping 12-5 pm Live Music 2-4 pm Fresh Hop Beers ALL DAY ~ Flights of 5 or 6 will be available from 12 pm-5 pm

  • Oktoberfest at The Grove

    The Grove Market Hall 921 Northwest Mount Washington Drive, Bend

    Come join us while Waypoint serves festive steins, music + food specials! Event is from 12-7 pm with live music going until 8pm.

    Free