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Central Oregon Weekend Planner – Sep. 20-22, 2019

Central Oregon Weekend Planner – Sep. 20-22, 2019.

Here is our Central Oregon weekend planner, created each week to showcase events throughout Central Oregon!


Friday, Sep. 20

The Cascade Car Show @ The Deschutes County Expo Center, Redmond

  • FRI-SAT – “All years, makes, and models welcome!​ This is a two-day event of cars, trucks, motorcycles, bands, brews, cider, raffle car, law enforcement competitions, vintage fire & semi-trucks, axe throwing, the chalk truck, goodie bags, and much more!”  Note:  Check the website for the schedule the actual car show appears to be scheduled for Saturday.

Mama Mia live @ The Tower Theater, Bend

  • FRI-SAT (Sep. 21) – Over 65 million people all around the world have fallen in love with the characters, the story and the music that make MAMMA MIA! the ultimate feel-good show! When a young bride-to-be tries to find her real father, it’s more confusing than she thought! Told through the hit songs of the pop group ABBA, this all-local musical sensation will turn you into a dancing queen!

Bend Oktoberfest

  • FRI-SAT – “The only festival where 100% of the funds go straight back to Downtown Bend!” Visit the for the complete schedule of events.

Bend Fat Tire Tour

  • FRI-SUN – “The Bend Fat Tire Tour is the end of season strap the helmet on riding and shuttle Festival in Bend, Oregon in Mid-September.” Please visit for more info and a schedule of events.

2nd Annual Ochoco Overlander


Saturday, Sep. 21

Central Oregon Saturday Market

CROP Farmer’s Market

  • SAT – CROP announces a Saturday Farmers Market in Prineville at Stryker Park. Come buy locally grown produce, beef, pork, bison, lavender and so much more. Support our local farmers/ranchers.

24th Annual Eastern Cascades Model Railroad Club Open House

  • SAT – “Every year Eastern Cascades Model Railroad Club opens our doors to the public for a day of free fun & enjoyment for kids big and small. See the railroad come to life as you ride along on the outdoor layout. A new mining camp has sprung up this year on the upper loop, after riding the rails take a stroll up top and check it out.”

Bend Oktoberfest – Weiner Dog Race

River Radness @ Bend’s McKay Park

  • SAT10 Barrel Brewing invites you to River Radness at McKay Park for the Bend River Wave Comp. Come drink beer, play games and celebrate the Deschutes River wave. Bring chairs and watch some of Bend’s best compete for prizes.”


Sunday, Sep. 22

Sisters Farmers Market @ Fir Street Park

  • SUNSisters Farmers Market invites you to come on down for some small-town fun! Share the bounty of our special town in a relaxed, friendly atmosphere. Microlocal produce, artisanal foods, handcrafted goods, & more! Now on Sundays—featuring lunch, coffee, wellness demos, music, and a splash pad for the kids.

Bend Oktoberfest – Weiner Dog Race

  • SUN – Join us for wine, delicious hors d’oeuvres and fine art at this special fundraising event. Local artists and artists in this year’s Sunriver Art Fair are generously donating pieces for a silent auction event, benefiting the SRWC philanthropy program. Enjoy sipping your wine on the patio while bidding on art and choosing a mystery bottle of wine from the Wall of Wine.

2019 PAC Amateur Golf Classic @ Sunriver

  • SUN-THU (Sep. 26) – “The 2019 Pacific Amateur Golf Classic, newly presented and managed by Sunriver Resort, is the driving force for championship-caliber amateur golf in the West. This prestigious annual event will celebrate its 23rd year during the final week of September and we hope you will join us.”



Mt. Bachelor Bike Park

  • ONGOING – The Mt. Bachelor Bike Park offers 13 miles of downhill trails and different options for various skill levels.

Live Music

  • ONGOING – The Volcanic Theatre and Pub hosts live music that’ll move you. Check their calendar for live theatre and movies as well!

A Starry Night At The Observatory

  • ONGOING – Come to the Oregon Observatory at Sunriver at night and view a guided constellation tour with experts.


Currently Playing Movies

Click here for most movie times/theaters OR choose from the following:


For a complete list of events in the area for the entire month, please visit Central Oregon Events.

Click here to view this weekend’s open houses!

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Mitch Darby

I am a real estate broker, architect (both licensed in the State of Oregon), and life-long Oregonian. If you are looking to buy or sell, I can help! I have Northwest Knowledge and am proud to be associated with Berkshire Hathaway HomeServices - Real Estate's Forever Brand!

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