diff --git a/src/Essential.Diagnostics.RollingFileTraceListener/Diagnostics/RollingFileTraceListener.cs b/src/Essential.Diagnostics.RollingFileTraceListener/Diagnostics/RollingFileTraceListener.cs
index 1417dd8..f69d72d 100644
--- a/src/Essential.Diagnostics.RollingFileTraceListener/Diagnostics/RollingFileTraceListener.cs
+++ b/src/Essential.Diagnostics.RollingFileTraceListener/Diagnostics/RollingFileTraceListener.cs
@@ -37,10 +37,16 @@ public class RollingFileTraceListener : TraceListenerBase
             { 
                 "template", "Template", 
                 "convertWriteToEvent", "ConvertWriteToEvent",
+                "createSubdirectories", "CreateSubdirectories"
             };
         TraceFormatter traceFormatter = new TraceFormatter();
         private RollingTextWriter rollingTextWriter;
 
+        // Indicate whether all subdirectories in full file path
+        // should be checked for existence and re-created if missed
+        // before opening the file     
+        private bool? createSubdirectories;
+
         /// <summary>
         /// Constructor. Writes to a rolling text file using the default name.
         /// </summary>
@@ -111,6 +117,42 @@ public bool ConvertWriteToEvent
             }
         }
 
+        /// <summary>
+        ///     Gets or sets the value indicating whether all subdirectories in full file path
+        ///     should be checked for existence and re-created if missed
+        ///     before opening the file. Default value is <c>False</c>.
+        /// </summary>
+        [SuppressMessage("Microsoft.Usage", "CA1806:DoNotIgnoreMethodResults", MessageId = "System.Boolean.TryParse(System.String,System.Boolean@)", Justification = "Default value is acceptable if conversion fails.")]
+        public bool CreateSubdirectories
+        {
+            get
+            {
+                if (createSubdirectories.HasValue)
+                {
+                    return createSubdirectories.Value;
+                }
+
+                if (Attributes.ContainsKey("createSubdirectories"))
+                {
+                    bool parsed;
+                    if (bool.TryParse(Attributes["createSubdirectories"], out parsed))
+                    {
+                        createSubdirectories = parsed;
+                        return createSubdirectories.Value;
+                    }
+                }
+
+                // Default behaviour is do NOT check and fail if any of
+                // the subdirectories in log file path are not exists.
+                return false;
+            }
+            set
+            {
+                createSubdirectories = value;
+                Attributes["createSubdirectories"] = value.ToString(CultureInfo.InvariantCulture);
+            }
+        }
+
         /// <summary>
         /// Gets or sets the file system to use; this defaults to an adapter for System.IO.File.
         /// </summary>
@@ -218,6 +260,7 @@ protected override void Write(string category, string message, object data)
             }
             else
             {
+                rollingTextWriter.FileSystem.CreateSubdirectories = CreateSubdirectories;
                 rollingTextWriter.Write(null, message);
             }
         }
@@ -235,6 +278,7 @@ protected override void WriteLine(string category, string message, object data)
             }
             else
             {
+                rollingTextWriter.FileSystem.CreateSubdirectories = CreateSubdirectories;
                 rollingTextWriter.WriteLine(null, message);
             }
         }
@@ -266,6 +310,7 @@ protected override void WriteTrace(TraceEventCache eventCache, string source, Tr
                 relatedActivityId,
                 data
                 );
+            rollingTextWriter.FileSystem.CreateSubdirectories = CreateSubdirectories;
             rollingTextWriter.WriteLine(eventCache, output);
         }
 
diff --git a/src/Essential.Diagnostics.RollingFileTraceListener/IO/FileSystem.cs b/src/Essential.Diagnostics.RollingFileTraceListener/IO/FileSystem.cs
index c1deb7b..46a59e9 100644
--- a/src/Essential.Diagnostics.RollingFileTraceListener/IO/FileSystem.cs
+++ b/src/Essential.Diagnostics.RollingFileTraceListener/IO/FileSystem.cs
@@ -7,6 +7,13 @@ namespace Essential.IO
     /// </summary>
     public class FileSystem : IFileSystem
     {
+        /// <summary>
+        ///     Gets or sets the value indicating whether all subdirectories in full file path
+        ///     should be checked for existence and re-created if missed
+        ///     before opening the file. Default value is <c>False</c>.
+        /// </summary>
+        public bool CreateSubdirectories { get; set; }
+
         /// <summary>
         /// Opens a System.IO.FileStream on the specified path, 
         /// having the specified mode with read, write, or read/write access
@@ -19,6 +26,13 @@ public class FileSystem : IFileSystem
         /// <returns></returns>
         public Stream Open(string path, FileMode mode, FileAccess access, FileShare share)
         {
+            if (CreateSubdirectories)
+            {
+                // Making sure that all subdirectories in file path exists
+                var directory = Path.GetDirectoryName(path);
+                Directory.CreateDirectory(directory);
+            }
+
             return File.Open(path, mode, access, share);
         }
     }
diff --git a/src/Essential.Diagnostics.RollingFileTraceListener/IO/IFileSystem.cs b/src/Essential.Diagnostics.RollingFileTraceListener/IO/IFileSystem.cs
index 7459f9f..f0d1a0b 100644
--- a/src/Essential.Diagnostics.RollingFileTraceListener/IO/IFileSystem.cs
+++ b/src/Essential.Diagnostics.RollingFileTraceListener/IO/IFileSystem.cs
@@ -7,6 +7,13 @@ namespace Essential.IO
     /// </summary>
     public interface IFileSystem
     {
+        /// <summary>
+        ///     Gets or sets the value indicating whether all subdirectories in full file path
+        ///     should be checked for existence and re-created if missed
+        ///     before opening the file. Default value is <c>False</c>.
+        /// </summary>
+        bool CreateSubdirectories { get; set; }
+
         /// <summary>
         /// Opens a System.IO.FileStream on the specified path, 
         /// having the specified mode with read, write, or read/write access
diff --git a/src/Tests/Essential.Diagnostics.RollingFileTraceListener.Tests/Utility/MockFileSystem.cs b/src/Tests/Essential.Diagnostics.RollingFileTraceListener.Tests/Utility/MockFileSystem.cs
index 96cb8e2..44081c9 100644
--- a/src/Tests/Essential.Diagnostics.RollingFileTraceListener.Tests/Utility/MockFileSystem.cs
+++ b/src/Tests/Essential.Diagnostics.RollingFileTraceListener.Tests/Utility/MockFileSystem.cs
@@ -7,6 +7,8 @@ namespace Essential.Diagnostics.Tests.Utility
 {
     public class MockFileSystem : IFileSystem
     {
+        public bool CreateSubdirectories { get; set; }
+
         public IList<Tuple<string,MemoryStream>> OpenedItems = new List<Tuple<string,MemoryStream>>();
 
         public Stream Open(string path, FileMode mode, FileAccess access, FileShare share)