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Central Oregon Weekend Planner – June 20, 2024.

Central Oregon Weekend Planner - June

Central Oregon Weekend Planner – June 20, 2024.

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

Selected Events

FRI. & SAT., JUN. 21-22 – Western Days Festival
Cost varies, 12:00 Pm – 05:00 pm @ Pioneer Park 450 NE 3rd Street, Prineville
Prineville Western Days festival is a well-loved community event.   This event now features 150 vendors, a dozen food truck options, Live Music, and more!

FRI. & SAT., JUN. 21-22 – The Big Bend BBQ
Cost varies, 04:00 pm – 10:00 pm (Fri.) & 11:00 am – 10:00 pm (Sat.) @ Alpenglow Park 61049 SE 15th Street, Bend
This June 21 and 22, Alpenglow Park becomes the heart of Bend’s summer festivities with the Big Bend BBQ, a new event promising a weekend filled with great food, music, and community fun. This free-to-attend event invites everyone to come with their picnic blankets and enjoy a day under the sun, immersed in the joy of live music and the tantalizing aroma of barbecued delights.

SAT., JUN. 22 – Interpretive Kayak Tours at Prineville Reservoir State Park
$25-40, 08:00 am – 11:00 am @ Prineville Reservoir State Park Boat Launch, Prineville
The sweeping hillsides and cliffsides of Prineville Reservoir create a stunning backdrop for our guided kayak tour. Paddle with our interpretive staff and learn about local geology, area history, water cycle and the plants and animals of the High Desert. Allow up to 3 hours for the tour, including pre-launch gear setup and post-launch check in.

SAT., JUN. 22 – Crooked River Roundup Parade
FREE! 10:00 am – 12:00 Pm @ 3rd Street/Hwy 126, Prineville
The Roundup Parade is Saturday June 22, 2024 and takes place down Third Street/Highway 126 in beautiful downtown Prineville, Oregon at 10am.

SAT., JUN. 22 – In A Landscape: Playa at Summer Lake
, 09:00 am – 02:00 pm @ 4731 OR-31, Summer Lake
In Oregon’s Outback at the northern edge of the Great Basin sits PLAYA at Summer Lake, an arts and science residency program in a magical landscape that inspires new works and collaborative efforts in the arts and sciences. A limited number of tickets will be available for our IN A LANDSCAPE concert and the chance to experience this unique part of Oregon with its vast skies and dark nights. Check-in opens at 5:00 pm, and the performance begins at 6:00 pm.

MON.-WED., JUN. 24-26 – Whose Line Is It Anyway?
$88, 07:30 pm @ Tower Theatre, 835 NW Wall Street, Bend
The current cast members of the Emmy-nominated TV show Whose Line Is It Anyway? are proud to present their new improv tour: WHOSE LIVE ANYWAY? – 90 minutes of hilarious improvised comedy and song all based on audience suggestions. Cast members Ryan Stiles, Greg Proops, Jeff B. Davis, and Joel Murray will leave you gasping with the very witty scenes they invent before your eyes. Audience participation is key to the show so bring your suggestions and you might be asked to join the cast onstage! WHOSE LIVE ANYWAY? showcases some of the improv games made famous on the long-running TV show as well as some exciting new ones, featuring musical direction by Bob Derkach.

TUE., JUN. 25 – In A Landscape: Tetherow
FREE! 10:00 pm – 2:00 pm @ Fir Street Park, Sisters
This concert will take place at Tetherow Resort in Bend, Oregon. Designed by world-renowned architect David McLay-Kidd and repeatedly named a Top 100 course in the United States, this 18-hole championship course includes several thoughtful nods to Central Oregon’s natural wonders. Concert check-in opens at 5:30 pm, and the performance begins at 6:30 pm. Food and beverage will be available at Tetherow restaurants and at the bars set up on the concert site. Outside food and beverages are not permitted.

SAT.-SUN., JUN. 27 – JUN. 30 – Sunset Dinners @ Mt Bachelor
$129 adults, $49 12 and under, 05:00 pm @ Mt Bachelor
Retreat to Mt. Bachelor Thursday through Sunday evenings through September 1st for a dining experience that transcends the ordinary. After a short but scenic chairlift ascent you’ll arrive at the Pine Marten Lodge where you’ll be treated to a visual and culinary feast served at 7,800’. Whether you’re dining with family, friends, or that special someone, a Sunset Dinner at Pine Marten Lodge is one you won’t soon forget.

See Also…

Local Event Calendars:

Local Chambers of Commerce Event Calendars:

Popular Venues:

For events elsewhere in Oregon, head to Travel Oregon’s Event Calendar and/or see our other event calendars at

Popular Shows On Streaming Services (Netflix, Hulu, Disney+, etc.)

Ethan Hunt and his IMF team must track down a dangerous weapon before it falls into the wrong hands. (Netflix)

The downfall of Los Angeles Clippers owner Donald Sterling, amid the team’s drive to win a championship under coach Doc Rivers. (Hulu)

The filmed account of The Beatles’ attempt to recapture their old group spirit by making a back-to-basics album, which instead drove them further apart.. (Disney+)

Currently Playing Movies

Click here for most local theater schedules OR choose from the following:

Open Houses

Click here to view currently scheduled 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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