September
- Battle of the Bulls
- Sisters Folk Festival – annual celebration of American music from blues to bluegrass includes performances by top folk artists and musicians — For more information visit www.sistersfolkfestival.com
- High Mountains Jazz Festival — For more information – http://www.sistersjazzfestival.com
- Summer Sundays Concert Series at The Old Mill District in Bend– For more information call 541- 312-0131
- Sunrise to Summit Race – Run and Hike from the Sunrise Lodge to the Summit of Mt. Bachelor– For more information call 541-388-0002
- Cascade Lakes Triathlon – Ironman and Half-Ironman competitions between Elk Lake and The Old Mill District in Bend — For more information www.cascadelakestri.com
October
- Pacific Amateur Golf Classic – The five-day Classic consists of daily tournament play at courses throughout the region including Black Butte Ranch and Aspen Lakes Golf Course. http://www.pacamgolf.com
- Bend’s Downtown Art Hop — For more information call 541-385-6570
- The Gene Tenace Steamboat Classic – presented by the Boys and Girls Club Regional Service Center at the Resort Course of Eagle Crest Resort — For more information call 541-548-2840
- Bend Fall Festival in Downtown Bend – a weekend of fun, food, music and art! — For more information call 541-389-0995
- Eastern Cascades Model Railroad Club Open House– For more information call 541-317-1545
- Sisters Harvest Faire Harvest Festival – art show, food, wine, and entertainment in the streets of Sisters. — For more information call 541-549-0251
- Bend Chamber of Commerce Annual Golf Tournament at Broken Top Club– For more information call 541-382-3221
- Agility Dogs Competition at Jewell School in Bend– For more information call 541-389-7535 for information.
November
- Sisters Holiday Celebration & Parade
- Starfest at Eagle Crest Resort — (end of November thru early January) Over 80 holiday light displays along a mile-long drive. Drive through the display or ride in the horse-drawn wagon.
- Community Tree Lighting and Starlight Christmas Parade– For more information call 541-923-5191.
- Sunriver Music Festival’s Fireside Concerts — For more information call 541-593-1084
December
- Starfest at Eagle Crest Resort — (end of November thru early January) Over 80 holiday light displays along a mile-long drive. Drive through the display or ride in the horse-drawn wagon.
- The Bend Christmas Tree Lighting — For more information call 541-385-6570
- Christmas Parade Downtown Bend — For more information call 541-385-6570
- Old Fashioned Christmas in Crooked River Ranch – tree lighting ceremony, parade, and much more — For more information call 541-923-2679
- Winter Wonderfest at The High Desert Museum — For more information call 541-382-4754
January
- Oregon World Cup Sled Dog Race – ANNUAL ATTA BOY 300: This International Dog Sled Race qualifies winner for the grueling Iditarod. http://www.attaboy300.com/
- Sunriver Music Festival’s Fireside Concerts– For more information call 541-593-1084
- Bend Winterfest- Fireworks downtown with endless events at the mountain. Pancake feed, live music, Family Fun Zone and Kids Karnival (snowman building contest, jumping beans, face painting, miniature golf, etc).www.bendwinterfest.com
- Bend First Friday Gallery Walks – http://www.bendgalleries.com
- Central Oregon Boat Show — Deschutes County Fair Grounds
February
- Hoodoo Ski Area’s Winter Carnival http://www.hoodoo.com/
- Chevy US Snowboard Grand Prix – event includes Parallel Giant Slalom and Superpipe Competitions and Big Air
- Sisters Starry Night Concert Series– For more information call 541-549-6451
- Central Oregon Symphony– For more information call 317-3941
- Eagle Watch at Cove Palisades State Park – One of the largest gatherings of Eagles at Lake Billy Chinook.http://www.oregonstateparks.org
- Sunriver Music Festival’s Fireside Concerts – at the Great Hall – For more information call 541-593-1084
March
- Starry Night Concert Series continues in Sisters
- Americana Guitar Art Stroll in Sisters– For more information call 541-549-0251.
- Oregon Special Olympics – www.mtbachelor.com
- Central Oregon Sportsmen’s Show – Deschutes County Fair & Expo Center — Call 541-548-2711
- Central Oregon Rod & Custom Car Show – Deschutes County Fair & Expo Center — Call 541-548-2711
April
- Central Oregon Barrel Racing – Deschutes County Fair & Expo Center — Call 541-548-2711
- Central Oregon Business Trade Fair – Deschutes County Fair & Expo Center — Call 541-548-2711
- Annual Bull Bash in Prineville– For more information call 541-447-6304
May
- Central Oregon Home and Garden Show – Deschutes County Fair & Expo Center — Call 541-548-2711
- Salmon Run – a 5K and a 10K walk-run to benefit the environment — For more information call 385-6908.
- Pee Wee Rodeo – Deschutes County Fair & Expo Center — Call 541-548-2711
- Sunriver Music Festival Fireside Concert– For more information call 541-593-1084
- Pole, Pedal, Paddle – Participate in this annual event featuring teams and individuals competing in multiple sports from Mt. Bachelor to Bend — For more information call 541-388-0002
- Central Oregon Symphony at the Bend High School Auditorium– For more information call 541-317-3941
- No Frills Century Road Ride – 100-mile and 65-mile road rides between Redmond, Madras and Prineville. — For more information call 541-382-8018.
June
- Sisters Rodeo & Parade – the “Biggest Little Show in the World”, sanctioned by the Professional Rodeo Cowboy Association – www.sistersrodeo.com
- Balloons Over Bend – www.bendchamber.org/balloon.html
- Sunriver Sunfest — over 20 Oregon wineries, food booths, and live music– For more information call 541-593-8704
- Sisters Art Stroll & Town Open House– For more information call 541-549-0251
- Sunriver Chamber Chili Cook-Off– For more information call 541-593-8149
- Pi-ume-sha Treaty Days — sponsored by the Confederated Tribes of Warm Springs– For more information call 541-553-1161.
- Ride for 2 Rivers — sponsored by the National Forest Foundation to register go to www.nationalforests.org/ridefortworivers A benefit ride to restore Metolius River & Whychus Creek on the Deschutes National forest.
July
- 4th of July Celebration in Bend– For more information call 541-385-6570
- 4th of July Parade in Redmond– For more information call 541-923-5191
- Sisters Roundup of Gems– For more information call 503-829-2680
- Music on the Green Concert Series on the Redmond Chamber lawn– For more information call 541-548-5191
- Cascade Cycling Classic – www.cascade-classic.org
- Sisters Outdoor Quilt Show – the largest outdoor quilt show in the USA — For more information www.stitchinpost.com
- Annual Oregon High Desert Classics Horse show at the J Bar J Boys Ranch, Hamby Road, Bend. This “A” Rated Hunter/Jumper show is a fund-raiser for the programs of J Bar J Youth Services– For more information www.jbarj.org
- Central Oregon Classic Chevy Club – Flashback Cruz 2002– For more information call 541-382-9370.
- Annual Central Oregon Invitational Draft Horse Show at Eagle Crest Resort– For more information www.eagle-crest.com/drafthorse
- Sisters Arts & Crafts Festival– For more information call 541-549-8905
- Ice Cream Classic – 56-mile road ride around Mt. Bachelor– For more information call 541-382-8018
- Deschutes County Fair – Deschutes County Fair & Expo Center — Call 541-548-2711
August
- Munchin Music – Live music, food and arts & crafts in Drake Park Thursday evenings– For more information call 541-389-0995
- Sisters Antique Faire – For more information call 541-549-0251
- Sisters Western & Native American Arts Festival – Traditional and Native American wares, jewelry, art, woodworking, and much more– For more information call 541-549-0251.