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Central Oregon Weekend Planner – Aug. 30- Sep. 2, 2019

Central Oregon Weekend Planner – Aug. 30 – Sep. 2, 2019.

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


Friday, Aug. 30

Big Lawn Music Series @ Suttle Lake Lodge

  • FRI – This summer’s Big Lawn Music Series concludes Friday evening with Alex Crowson (with Jeffrey Silverstein).

First Annual Swing Dance @ Galaxy Of Stars, Redmond

Little Woody Bend Barrel-Aged Beer, Cider & Whisky Festival

Free Concerts @ The Backyard at Sunriver Resort


Saturday, Aug. 31

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.

Summer Lovin’ Sangria Party @ Maragas Winery

  • SAT – Enjoy an afternoon of live music from 12 pm – 3 pm at Maragas Winery.

Sisters Fall Street Festival

  • SAT-SUNSisters Fall Street Festival is in its 12th year. It is a successful annual event that features a Variety of Arts, Crafts, Some Antiques, Some Commercial, Food, Beer-Wine Garden, Entertainment and a special fundraiser benefiting a charity (TBA). This event is on Oak & Main Streets in Downtown Sisters.

Barlow Trail Rendezvous Days @ Wamic

  • SAT-MON – Barlow Trail Rendezvous Days commemorates Wamic’s status as “the gateway to the Barlow Trail.” This family event includes games, food, a cakewalk, a chili cook-off, a parade, Tom’s Train, a quilt show, period costumes, and black powder exhibitions by mountain men & cowboys.

Sunriver Half-Marathon


Sunday, Sep. 1

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.

Hoedown At The Ranch

  • SUN – Join us for the first annual Hoedown at the Ranch. We’re celebrating the end of summer with a full day of live music, a keg rolling race, stein holding competitions, kids’ games, food throughout the day, tipi bars and more. Sure, there’ll be hay bales and dancing, but this isn’t your average hoedown. Come experience a hoedown – Brasada Ranch style.


Labor Day, Monday, Sep. 2

The Dixieland Band @ Fir Street Park



Kayaking, Paddleboarding, Canoeing

  • THROUGH AUG 30 – Head to the Deschutes River for a tour of Tumalo Creek on a rented device. View the crystal blue waters in the middle of the Deschutes National Forest.

Sunset Dinners

  • THROUGH SEP 7Mt. Bachelor hosts stunning views for a romantic sunset dinner. Enjoy an eight-course meal with friends or family and end your night with a moonlight chairlift ride down the Mountain.

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

tin pan, sisters

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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