Calendar of Events

What's happening in and around Central Oregon

Central Oregon Calendar of Events

Bend, Sunriver, Redmond, Sisters, La Pine, Warm Springs, Prineville and Maupin

Our calendar page provides visitors with a comprehensive list of events taking place all over Central Oregon. The region includes Bend, Sunriver, Sisters, Redmond, La Pine, Prineville, Madras, Maupin and Warm Springs, so no matter where you are in the high desert, there is always something for you to do. You may find yourself watching one of today's hottest bands at the Les Schwab Amphitheater in the Old Mill District one minute, and another you will be walking the streets of Downtown Bend, indulging in samples of Central Oregon's famous craft beer and contemporary brewery food, or attending the annual fair & rodeo or one of the hundreds of other events at the Deschutes County Fairgrounds & EXPO Center. If you are traveling from out of town for some of Central Oregon's yearly events, like the Sisters Quilt ShowPacific Crest Weekend Sports Festival or Airshow of the Cascades, we encourage you to take a look at our many places to stay. Or, if your desired event brings you to town for only a day, check out all of our unique restaurants and brewpubs - there is surely something to please everyone! So whether you are looking for free live music, culinary events, family fun, comedy and theater, races, art exhibitions or festivals, visit our calendar of events often for the most up to date info in Central Oregon!   To submit a tourist related event, use the green Post Event button below or send to:


Holiday Food & Gift Festival
Nov 22 @ 10:00 am – Nov 24 @ 4:00 pm
Holiday Food & Gift Festival @ Deschutes County Expo Center

The 20th Annual Holiday Food & Gift Festival returns to Redmond November 22-24 at the Deschutes County Fair & Expo Center. This Festival is one of the largest holiday celebrations in the Northwest, drawing thousands of attendees annually who happily complete their holiday shopping early. With many exhibitors, the Festival will provide shoppers with one-of-a-kind gifts that cannot be found anywhere else. Featuring art, crafts, jewelry, clothing, woodcraft, music, photography, toys, Christmas décor, and much more makes this a gift buyer’s delight. There is a large gourmet food area where you can sample and purchase a wide range of food items including tea, chocolates, pasta, soups, dips, meats, coffee, jams, shortbread, salsas, oils & vinegars, honey, sauces and many more delights!


4th Friday Art Stroll in Sisters
Nov 22 @ 4:00 pm – 7:00 pm
4th Friday Art Stroll in Sisters @ Downtown Sisters | Sisters | Oregon | United States
Sisters Arts Association and the Galleries of Sisters know how to put on an art stroll.  This event features beautiful art, good company, refreshments, music, demonstrations, hors d’oeuvres, plus additional sponsoring restaurants and food venues.  You can visit with several of the artists whose work ranges from contemporary paintings, photography, sculpture, ceramics, glass artistry, jewelry, fiber arts and many more types of artistry.  Don’t miss 4th Friday Art Stroll in beautiful downtown Sisters.

Over 20 galleries and businesses participating. Maps available at downtown businesses.

New Exhibit Opening
Nov 23 all-day
New Exhibit Opening @ High Desert Museum

High Desert Museum invites you to enjoy their new exhibit “Nature’s Resilience” opening Nov. 23rd.  This exhibit highlights the valuable role of ecological disturbances.  It will feature large-format photography illustrating the dichotomy of devastation and new life.

Nature’s Resilience will feature the work of photographers Bruce Block, David Bar, Ashley Duffus, Paul Glasser and others.  The exhibit will be on display through March 29, 2020.

Photo featured here shows new growth flourishes in a Ponderosa pine forest following a burn.  Photo by Larry Lamsa.

Santa’s Workshop & Craft Bazaar
Nov 23 @ 10:00 am – 4:00 pm

Bring the whole family to meet Santa, craft, shop, eat with the sounds & smells of Christmas.  We will still host our traditional workshop for kids to come build and create crafts for their loved ones, but this year we will also be hosting our first craft bazaar with 30+ vendors.  This event takes place at the Crook County Fairgrounds on Sat. 11/23.
We will also offer a Christmas movie on the big screen.
You DON’T want to miss this event!
The proceeds from this event will help offer sports scholarships to CC youth, so that they may participate regardless of their ability to pay through the CC Parks & Rec Foundation.

Thanksgiving Buffet
Nov 28 @ 11:00 am – 3:00 pm
Thanksgiving Buffet @ Pronghorn Resort
Thanksgiving Buffet at Pronghorn is a culinary experience the entire family will enjoy!  Executive Chef, Kevin Linde, has prepared a menu featuring all of the traditional favorites with an exquisite twist.  Make your reservations today by calling 541 693 5323.
Post Turkey Day Hike
Nov 29 @ 10:00 am – 2:00 pm
Post Turkey Day Hike @ Wychus Canyon Preserve

Ready to hike off all that turkey and pie? Join the Deschutes Land Trust and Mary Crow for a hike to explore Whychus Canyon Preserve. We’ll follow the trail through juniper forests, enjoying the crisp, cool temperatures of late fall. Look for wildlife tracks–including turkeys!, watch for birds, and learn more about how nature prepares for winter. Registration is required and opens 1 month prior to the event.

Hike Rating: This is a moderate 3-4 mile hike on the Whychus Canyon Preserve hiking trails.

Route: This hike will start at the Whychus Canyon Preserve kiosk and follow trails partway down into the Whychus Creek canyon. Terrain will be uneven at times.

First Friday Gallery Walk
Dec 6 @ 4:00 pm – 8:00 pm
First Friday Gallery Walk @ Old Mill District | Bend | Oregon | United States

Stop by each gallery in the Old Mill District during the First Friday Gallery Walk on every first Friday of the month year-round. New exhibitions open each month and are on view for the entire month.  Enjoy incredible art and the talented working artists in the varied galleries.  Music and libations will be available.

“The galleries in the Old Mill District represent numerous artists and some are working artist studios. Our galleries showcase a variety of mediums from traditional paintings, sculpture, and photography to printmaking, fiber, and mixed media. Stop by anytime and meet these working artists and experience their beautiful works.”

Lubbesmeyer Studio & Gallery

Tumalo Art Co.

DeWilde Art Glass

Dirksen Derby
Dec 13 @ 7:30 am – Dec 15 @ 4:00 pm
Dirksen Derby @ Mt Bachelor

The Dirksen Derby is back at Mt Bachelor.  The Main Goal at the Dirksen Derby is to bring the international Snowboard and Sit-Ski communities together for an incredibly fun and memorable weekend full of strong friendships, intense competition and fond memories.


This year’s upcoming DD12 event will include 17 divisions for Snowboarders and Sit-Skiers of all ages and abilities. The race format will change to one run on Saturday plus one run on Sunday for a combined time (no qualifier day). Timing for the DD12 race will be professionally and precicly timed by CJ Sports Timing. Registration for the race will open to pre-qualified racers on October 1st, 2019. Pre-registration will include: Top 25% from the DD11, Local spots, International spots, Qualifying 18-19 Race spots, Sponsor spots, plus all former Derby and Olympic gold medalists A waiting list is also available for all other racers on Riders on the waiting list will be chosen based on past racing performances and luck. More information and event calendar available at

Central Oregon Mastersingers Holiday Fanfare
Dec 14 @ 7:30 pm – Dec 15 @ 2:00 pm
Central Oregon Mastersingers Holiday Fanfare @ Tower Theatre

Get your Christmas On with the incredible Central Oregon Mastersingers.  The 45-voice chorus, led by Artistic Director Christian Clark, welcomes the 27th Street Brass Quintet and Friends in a holiday concert for choir and brass. The performance includes Daniel Pinkham’s monumental Christmas Cantata, majestic works by Baroque composer Giovanni Gabrieli, and your favorite songs of the season including Hark! The Herald Angels Sing and Joy to the World.

Author! Author! Susan Orlean
Feb 19 all-day
Author! Author! Susan Orlean

Deschutes Public Library presents the Author! Author! series which brings authors to Central Oregon who have won Pulitzer Prizes, National Book Awards, and Edgar Awards, among other literary prizes.  Second in the 2020 series is author Susan Orlean presenting on February 19th.

SUSAN ORLEAN’s most recent release is the New York Times bestseller The Library Book, which was named a Top 10 Book of the Year and a Notable Book of 2018. She is the author of seven books in total, including Rin Tin Tin and The Orchid Thief, which was made into the Academy Award-winning film Adaptation. Orlean is also a staff writer at The New Yorker.