The Keith and Connie Cyrus Family (Community Contributions). The Cyrus
Family has deep roots in Central Oregon, going back six generations to the 1880’s.
Originally settling near Prineville, the Cyrus Family moved to the Cloverdale
community of Sisters country in 1934. Keith and Connie married in 1961, and the
family has grown over the years with children Matt, Brian, Pam, Joe, and Grant and
numerous grandchildren. For more than 75 years, the Cyrus Family has
contributed in multiple ways toward the betterment of the Sisters School District
and has always taken a “hands-on” approach. Keith Cyrus was personally involved
in the redrawing of the school district lines, which ultimately resulted in the re-
opening of Sisters High School in 1992-93 after a 26-year absence. They were
instrumental in the creation and continuation of the Cloverdale Volunteer Fire
Department, have donated Deschutes River water credits to the Sisters School
District, have donated time and funds to dozens of school organizations and 4-H
projects, and have donated time, materials, and labor toward a multitude of School
District projects, including the Outlaw baseball field. The Cyrus Family may best
be known as the developer of Aspen Lakes Golf Course, which has been used as a
venue for numerous events, including the Outlaw Open. For more than 20 years,
the Outlaw Open has been a significant fundraiser for the Sisters School District,
raising hundreds of thousands of dollars. Keith and Connie Cyrus and their
children and grandchildren have made profound contributions to the Sisters School
District, which continue to this day.