The Jack Rasberry softball complex has three fields; O'Shields, Evans & Rudolph; each with 200 foot outfield fences. This location also has a full service concession stand and bathrooms. All fields have open, handicap accessible press boxes with public address systems. The O'Shields Field (#1) is used by Hoggard High School Softball team from February to May. All of the fields are use by Winter Park Optimist Softball from the months of March to October for a spring / summer season and a fall ball programs, ages 7 to 18. Machine pitch, Minor, Major & Junior  Leagues.  Minor, Major & Junior  Leagues are fastpitch. Winter Park Optimist softball programs are affiliated with Amateur Softball Association of America.