The first Pleasant Valley school was a one-room frame building located a short distance south of the Pleasant Valley Depot at the intersection of what is now Routes 704 and 988. The date of construction of this early school is unknown but it is indicated in Lake's 1885 Atlas of Rockingham County. In 1886, this one-room building was replaced by a two-room school building. The new building had one room on the lower floor with a staircase going to the second room on the upper floor. It was located on a site opposite the Pleasant Valley Depot. The only teacher known to have taught at either the one-room school or the two-room school was Ella Byerly, who taught at Pleasant Valley during the 1888-89 school session.
On August 9, 1904, land was deeded from E. A. Heatwole and wife to the Ashby District school trustees for the construction of a new four-room brick school building. This building was open for the 1905-06 school year. This school, when constructed, was considered one of the most modern rural schools in the state of Virginia. This four-room brick school served the Pleasant Valley community until 1956 when it was closed and the students sent to Bridgewater. In 1963, a new Pleasant Valley School was built on the Rockingham County Farm between Pleasant Valley and Harrisonburg. This school was the first of the large elementary schools to be built in Rockingham County. The Pleasant Valley school was a 21 room school designed by Davis and McClintock, Harrisonburg architects, and built by Fralin Construction Company at a cost of $364,000. The school was opened for the first time in the fall of 1963, consolidating the Pleasant Hill and Dale Enterprize school and drawing from the school population at Bridgewater. In 1967 a classroom and gymnasium addition was made to the school. Principals who have served the new Pleasant Valley school since its construction in 1963 are:
1963-72 Lawrence Bowers
1972-89 Gar Miley
1989-97 Ed Powell
1997-98 Larry Barber
1998- present -Paula Frazier
Teachers known to have taught at the earlier Pleasant Valley schools are:
1888-89 Ella Byerly
1905-06 Nannie Alexander, Arthur Fadely, Elsie F. Hyde, Miss Dunivan
1906-07 Nannie Alexander, Miss March, Miss Whetzel
1909-10 Lillian V. Funkhouser, Ella G. Henton, Alice Will
1910-11 Elizabeth Hopkins, Minor Thomas, Annie Good
1911-12 Bessie S. Anderson, Edna E. Propst, Cora Anderson
1912-14 (two sessions) Edna E. Propst, Leona Ruebush, J. A. Mercer
1914-15 Kate M. Dunivan, Walter A. Flick, Lillye F. Kaylor, Leona Ruebush
1915-16 R. C. Bowers, Lillye F. Kaylor, Kate M. Dunivan, Grace Miller
1916-17 R. C. Bowers, Sallie Hulvey, Kate M. Dunivan, Grace Miller
1917-18 J. A. Mercer, Mabel Hollar, Kate M. Dunivan, Grace Miller
1918-20 (two sessions) Wilson F. Earman, Mabel Hollar, Mary Funkhouser, Grace Miller
1920-21 Wilson F. Earman, Mary Funkhouser, Kate M. Dunivan, Ora Painter
1921-22 Wilson F. Earman, Mary Funkhouser, Kate M. Dunivan, Hazel Maiden
1922-24 (two sessions) Wilson F. Earman, Mary Funkhouser, Nova Summers, Hazel Maiden
1924-26 (two sessions) Ernest Bowman, Mary Funkhouser, Mary A. Cline, Ethel Shipman
1926-27 Ernest Bowman, Margaret Bolton, Mary A. Cline, Ethel Shipman
1927-28 Ernest Bowman, Ruth Bowman, Mary A. Cline, Ethel Shipman
1928-29 John M. Roller, Ruth Bowman, Mary A. Cline, Ethel Shipman
1929-30 H. Early Beahm, Olive Huffman, Margaret Early, Alda Garber
1930-31 H. Early Beahm, Margaret Early, Alda Garber
1931-33 (two sessions) H. Early Beahm, Olive Huffman, Alda Garber
1933-35 (two sessions) H. Early Beahm, Juanita Landis, Olive Huffman, Alda Garber
1935-38 (three sessions) John H. Will, Juanita Landis, Olive Huffman, Alda Garber
1938-39 John H. Will, Mary A. Cline, Robena E. Newman, Alda Garber
1939-43 (four sessions) John H. Will, Mary A. Cline, Robena Newman Pennington, Alda Garber
1943-45 (two sessions) Mary A. Cline, Robena N. Pennington, Alda Garber
1945-47 (two sessions) Robena N. Pennington, Alda Garber
1947-54 (seven sessions) Camilla D. Sloop, Robena N. Pennington, Alda Garber
1954-56 (two sessions) Robena N. Pennington, Alda Garber
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