diff --git a/src/PowerShellEditorServices/Hosting/EditorServicesServerFactory.cs b/src/PowerShellEditorServices/Hosting/EditorServicesServerFactory.cs
index 361d292ea..e9704e8cd 100644
--- a/src/PowerShellEditorServices/Hosting/EditorServicesServerFactory.cs
+++ b/src/PowerShellEditorServices/Hosting/EditorServicesServerFactory.cs
@@ -169,7 +169,8 @@ public PsesDebugServer CreateDebugServerForTempSession(
                 _loggerFactory,
                 inputStream,
                 outputStream,
-                serviceProvider);
+                serviceProvider,
+                isTemp: true);
         }
 
         /// <summary>
diff --git a/src/PowerShellEditorServices/Server/PsesDebugServer.cs b/src/PowerShellEditorServices/Server/PsesDebugServer.cs
index 789c727b4..b84c2cbf6 100644
--- a/src/PowerShellEditorServices/Server/PsesDebugServer.cs
+++ b/src/PowerShellEditorServices/Server/PsesDebugServer.cs
@@ -30,18 +30,22 @@ internal class PsesDebugServer : IDisposable
 
         private bool _startedPses;
 
+        private readonly bool _isTemp;
+
         protected readonly ILoggerFactory _loggerFactory;
 
         public PsesDebugServer(
             ILoggerFactory factory,
             Stream inputStream,
             Stream outputStream,
-            IServiceProvider serviceProvider)
+            IServiceProvider serviceProvider,
+            bool isTemp = false)
         {
             _loggerFactory = factory;
             _inputStream = inputStream;
             _outputStream = outputStream;
             ServiceProvider = serviceProvider;
+            _isTemp = isTemp;
             _serverStopped = new TaskCompletionSource<bool>();
         }
 
@@ -92,6 +96,13 @@ public async Task StartAsync()
                         // We need to make sure the host has been started
                         _startedPses = !await _psesHost.TryStartAsync(new HostStartOptions(), CancellationToken.None).ConfigureAwait(false);
 
+                        // We need to give the host a handle to the DAP so it can register
+                        // notifications (specifically for sendKeyPress).
+                        if (_isTemp)
+                        {
+                            _psesHost.DebugServer = server;
+                        }
+
                         // Ensure the debugger mode is set correctly - this is required for remote debugging to work
                         _psesHost.DebugContext.EnableDebugMode();
 
diff --git a/src/PowerShellEditorServices/Services/PowerShell/Host/PsesInternalHost.cs b/src/PowerShellEditorServices/Services/PowerShell/Host/PsesInternalHost.cs
index 1d9813a48..64abf455d 100644
--- a/src/PowerShellEditorServices/Services/PowerShell/Host/PsesInternalHost.cs
+++ b/src/PowerShellEditorServices/Services/PowerShell/Host/PsesInternalHost.cs
@@ -24,6 +24,10 @@ namespace Microsoft.PowerShell.EditorServices.Services.PowerShell.Host
 {
     using System.Management.Automation;
     using System.Management.Automation.Runspaces;
+    // NOTE: These last three are for a workaround for temporary integrated consoles.
+    using Microsoft.PowerShell.EditorServices.Handlers;
+    using Microsoft.PowerShell.EditorServices.Server;
+    using OmniSharp.Extensions.DebugAdapter.Protocol.Server;
 
     internal class PsesInternalHost : PSHost, IHostSupportsInteractiveSession, IRunspaceContext, IInternalPowerShellExecutionService
     {
@@ -41,6 +45,14 @@ internal class PsesInternalHost : PSHost, IHostSupportsInteractiveSession, IRuns
 
         private readonly ILanguageServerFacade _languageServer;
 
+        /// <summary>
+        /// TODO: Improve this coupling. It's assigned by <see cref="PsesDebugServer.StartAsync()" />
+        /// so that the PowerShell process started when <see cref="PsesLaunchRequestArguments.CreateTemporaryIntegratedConsole" />
+        /// is true can also receive the required 'sendKeyPress' notification to return from a
+        /// canceled <see cref="System.Console.ReadKey()" />.
+        /// </summary>
+        internal IDebugAdapterServerFacade DebugServer;
+
         private readonly HostStartupInfo _hostInfo;
 
         private readonly BlockingConcurrentDeque<ISynchronousTask> _taskQueue;
@@ -1053,11 +1065,6 @@ private void OnCancelKeyPress(object sender, ConsoleCancelEventArgs args)
 
         private ConsoleKeyInfo ReadKey(bool intercept)
         {
-            // PSRL doesn't tell us when CtrlC was sent.
-            // So instead we keep track of the last key here.
-            // This isn't functionally required,
-            // but helps us determine when the prompt needs a newline added
-
             // NOTE: This requests that the client (the Code extension) send a non-printing key back
             // to the terminal on stdin, emulating a user pressing a button. This allows
             // PSReadLine's thread waiting on Console.ReadKey to return. Normally we'd just cancel
@@ -1065,8 +1072,24 @@ private ConsoleKeyInfo ReadKey(bool intercept)
             // input. This leads to a myriad of problems, but we circumvent them by pretending to
             // press a key, thus allowing ReadKey to return, and us to ignore it.
             using CancellationTokenRegistration registration = _readKeyCancellationToken.Register(
-                () => _languageServer?.SendNotification("powerShell/sendKeyPress"));
-
+                () =>
+                {
+                    // For the regular integrated console, we have an associated language server on
+                    // which we can send a notification, and have the client subscribe an action to
+                    // send a key press.
+                    _languageServer?.SendNotification("powerShell/sendKeyPress");
+
+                    // When temporary integrated consoles are spawned, there will be no associated
+                    // language server, but instead a debug adaptor server. In this case, the
+                    // notification sent here will come across as a DebugSessionCustomEvent to which
+                    // we can subscribe in the same way.
+                    DebugServer?.SendNotification("powerShell/sendKeyPress");
+                });
+
+            // PSReadLine doesn't tell us when CtrlC was sent. So instead we keep track of the last
+            // key here. This isn't functionally required, but helps us determine when the prompt
+            // needs a newline added
+            //
             // TODO: We may want to allow users of PSES to override this method call.
             _lastKey = System.Console.ReadKey(intercept);
             return _lastKey.Value;