The stadium is named for Harold Alfond, a longtime Rollins College booster. The land was donated it to the City of Winter Park in 1926 by local merchants James E. Harper and F.W. Shepherd.[1] Rollins obtained the property in 1933.[1]
Past renovations included the clubhouse in 1983[3] and in 2002; a new scoreboard in 2004; and updated lighting in 2012.[1] 2018 improvements include a FieldTurf infield; safety netting; covered batting cages; a JV locker room; and a newly paved parking lot with new lighting. 2019 renovations will include improvements to the stadium and clubhouse.[3]