diff --git a/src/DebugEngineHost/HostLogger.cs b/src/DebugEngineHost/HostLogger.cs
index 9ce19cf22..22a1934e3 100644
--- a/src/DebugEngineHost/HostLogger.cs
+++ b/src/DebugEngineHost/HostLogger.cs
@@ -54,7 +54,9 @@ public static ILogChannel GetNatvisLogChannel()
 
         public static void Reset()
         {
+            s_natvisLogChannel?.Close();
             s_natvisLogChannel = null;
+            s_engineLogChannel?.Close();
             s_engineLogChannel = null;
         }
     }
diff --git a/src/MIDebugEngine/MIDebugCommandDispatcher.cs b/src/MIDebugEngine/MIDebugCommandDispatcher.cs
index e07370d38..748d6904a 100644
--- a/src/MIDebugEngine/MIDebugCommandDispatcher.cs
+++ b/src/MIDebugEngine/MIDebugCommandDispatcher.cs
@@ -4,6 +4,7 @@
 using MICore;
 using System;
 using System.Collections.Generic;
+using System.IO;
 using System.Linq;
 using System.Text;
 using System.Threading.Tasks;
@@ -89,6 +90,23 @@ private static void process_DebuggerExitEvent(object sender, EventArgs e)
 
         public static void EnableLogging(bool output, string logFile)
         {
+            if (!string.IsNullOrEmpty(logFile))
+            {
+                string tempDirectory = Path.GetTempPath();
+                if (Path.IsPathRooted(logFile) || (!string.IsNullOrEmpty(tempDirectory) && Directory.Exists(tempDirectory)))
+                {
+                    string filePath = Path.Combine(tempDirectory, logFile);
+
+                    File.CreateText(filePath).Dispose(); // Test to see if we can create a text file in HostLogChannel. This will allow the error to be shown when enabling the setting.
+
+                    logFile = filePath;
+                }
+                else
+                {
+                    throw new ArgumentOutOfRangeException(nameof(logFile));
+                }
+            }
+
             Logger.CmdLogInfo.logFile = logFile;
             if (output)
                 Logger.CmdLogInfo.logToOutput = WriteLogToOutput;
diff --git a/src/MIDebugPackage/MIDebugPackagePackage.cs b/src/MIDebugPackage/MIDebugPackagePackage.cs
index c28fe9162..be94cc4cd 100644
--- a/src/MIDebugPackage/MIDebugPackagePackage.cs
+++ b/src/MIDebugPackage/MIDebugPackagePackage.cs
@@ -403,6 +403,16 @@ private void LaunchDebugTarget(string filePath, string options)
         private void EnableLogging(bool sendToOutputWindow, string logFile)
         {
             ThreadHelper.ThrowIfNotOnUIThread();
+
+            IVsDebugger debugger = (IVsDebugger)GetService(typeof(IVsDebugger));
+            DBGMODE[] mode = new DBGMODE[] { DBGMODE.DBGMODE_Design };
+            int hr = debugger.GetMode(mode);
+
+            if (hr == VSConstants.S_OK && mode[0] != DBGMODE.DBGMODE_Design)
+            {
+                throw new ArgumentException("Unable to update MIDebugLog while debugging.");
+            }
+
             try
             {
                 MIDebugCommandDispatcher.EnableLogging(sendToOutputWindow, logFile);
diff --git a/tools/Setup.csx b/tools/Setup.csx
index 807d4dda9..9931534ce 100644
--- a/tools/Setup.csx
+++ b/tools/Setup.csx
@@ -218,7 +218,7 @@ class Setup {
         {
             listFilePath = Path.Join(scriptDirectoryPath, "VS.list");
             // Use <Configuration> folder.
-            binDirectoryPath = Path.Join(binDirectoryPath, Configuration.ToString());
+            binDirectoryPath = Path.Join(binDirectoryPath, "Lab." + Configuration.ToString());
         }
         else if (Client == Client.VSCode)
         {
diff --git a/tools/VS.list b/tools/VS.list
index 3106e302b..dc274f437 100644
--- a/tools/VS.list
+++ b/tools/VS.list
@@ -11,6 +11,8 @@ Microsoft.MICore.dll,bin,,\Common7\IDE\CommonExtensions\Microsoft\MDD\Debugger
 Microsoft.MICore.XmlSerializers.dll,bin,,\Common7\IDE\CommonExtensions\Microsoft\MDD\Debugger
 Microsoft.MIDebugEngine.dll,bin,,\Common7\IDE\CommonExtensions\Microsoft\MDD\Debugger
 Microsoft.MIDebugEngine.pkgdef,bin,,\Common7\IDE\CommonExtensions\Microsoft\MDD\Debugger
+Microsoft.MIDebugPackage.dll,bin,,\Common7\IDE\CommonExtensions\Microsoft\MDD\Debugger
+Microsoft.MIDebugPackage.pkgdef,bin,,\Common7\IDE\CommonExtensions\Microsoft\MDD\Debugger
 Microsoft.SSHDebugPS.dll,bin,,\Common7\IDE\CommonExtensions\Microsoft\MDD\Debugger
 Microsoft.SSHDebugPS.pkgdef,bin,,\Common7\IDE\CommonExtensions\Microsoft\MDD\Debugger
 OpenFolderSchema.json,bin,,\Common7\IDE\CommonExtensions\Microsoft\MDD\Debugger
\ No newline at end of file