Five members of the conference came from the Western Valley Activities Conference, which was formed in 2008 by the merger of the Maple Valley Conference and the Boyer Valley Conference. All five members of the Rolling Valley were members of the Boyer Valley Conference before the merger. The Boyer Valley league dated to the 1960s and included as many as twelve schools at one time in its history. With the number of members dwindling, they looked into a merger with the Maple Valley Conference. The league was an odd mix of schools, however, as the conference spanned over 160 miles. Also, the conference included schools with a wide range of sizes. The majority of the former Boyer Valley schools were much smaller than most of the Maple Valley schools. When the southern anchors of the conference, IKM-Manning and Logan-Magnolia, announced their intentions to join the Western Iowa Conference for the 2013-14 school year, the writing was on the wall for the new conference. With the formation of the Rolling Valley league, the Western Valley Conference will be dissolved and the remaining members (all former Maple Valley Conference schools) will resume as the Maple Valley Conference.
Five other league members were part of the Rolling Hills Conference before the formation of the league. The forerunners of CAM and EHK-Exira were charter members of the league when it was founded in the late 1970s. Adair-Casey and Coon Rapids-Bayard were founding members of the new West Central Conference around the same time and Adair-Casey joined the Rolling Hills in 1996. Interestingly, Glidden-Ralston and Paton-Churdan were added to the West Central at that time as replacements for Adair-Casey and other schools. In 2007, Paton-Churdan joined the Rolling Hills and Glidden-Ralston followed in 2009. The Rolling Hills Conference included nine members by the 2012-13 school year, however the nature of the conference had changed in recent years, as the once compact conference had become spread out due to the addition of three private schools in the Des Moines area. Four of the league's members decided to explore the option of forming a new conference with other similar schools. Coon Rapids-Bayard, which had become the smallest and most western member of the West Central Conference following the departures of Paton-Churdan and Glidden-Ralston was also included in the proposed conference. Paton-Churdan was not originally included in the new league, but petitioned to join and were accepted. With Paton-Churdan leaving the conference and Walnut closing its high school, the Rolling Hills Conference played its last season in 2012-13. The four remaining members (Orient-Macksburg and the Christian schools) joined the Bluegrass Conference in 2013.