diff --git a/Microsoft.Azure.Cosmos/src/Resource/CosmosExceptions/CosmosOperationCanceledException.cs b/Microsoft.Azure.Cosmos/src/Resource/CosmosExceptions/CosmosOperationCanceledException.cs
index 54c74e15d2..ecb48fa724 100644
--- a/Microsoft.Azure.Cosmos/src/Resource/CosmosExceptions/CosmosOperationCanceledException.cs
+++ b/Microsoft.Azure.Cosmos/src/Resource/CosmosExceptions/CosmosOperationCanceledException.cs
@@ -6,6 +6,7 @@ namespace Microsoft.Azure.Cosmos
 {
     using System;
     using System.Collections;
+    using System.Threading;
     using Microsoft.Azure.Cosmos.Diagnostics;
     using Microsoft.Azure.Cosmos.Tracing;
 
@@ -18,6 +19,7 @@ public class CosmosOperationCanceledException : OperationCanceledException
     {
         private readonly OperationCanceledException originalException;
         private readonly Lazy<string> lazyMessage;
+        private readonly Lazy<string> toStringMessage;
 
         /// <summary>
         /// Create an instance of CosmosOperationCanceledException
@@ -31,7 +33,8 @@ public CosmosOperationCanceledException(
         {
             this.originalException = originalException ?? throw new ArgumentNullException(nameof(originalException));
             this.Diagnostics = diagnostics ?? throw new ArgumentNullException(nameof(diagnostics));
-            this.lazyMessage = this.CreateLazyMessage();
+            this.lazyMessage = this.CreateLazyMessage(originalException.CancellationToken);
+            this.toStringMessage = this.CreateToStringMessage(originalException.CancellationToken);
         }
 
         internal CosmosOperationCanceledException(
@@ -47,7 +50,8 @@ internal CosmosOperationCanceledException(
 
             trace.AddDatum("Operation Cancelled Exception", originalException);
             this.Diagnostics = new CosmosTraceDiagnostics(trace);
-            this.lazyMessage = this.CreateLazyMessage();
+            this.lazyMessage = this.CreateLazyMessage(originalException.CancellationToken);
+            this.toStringMessage = this.CreateToStringMessage(originalException.CancellationToken);
         }
 
         /// <inheritdoc/>
@@ -87,12 +91,17 @@ public override Exception GetBaseException()
         /// <inheritdoc/>
         public override string ToString()
         {
-            return $"{this.originalException} {Environment.NewLine}CosmosDiagnostics: {this.Diagnostics}";
+            return this.toStringMessage.Value;
         }
 
-        private Lazy<string> CreateLazyMessage()
+        private Lazy<string> CreateLazyMessage(CancellationToken token)
         {
-            return new Lazy<string>(() => $"{this.originalException.Message} {Environment.NewLine}CosmosDiagnostics: {this.Diagnostics}");
+            return new Lazy<string>(() => $"{this.originalException.Message}{Environment.NewLine}Cancellation Token has expired: {token.IsCancellationRequested}. Learn more at: https://aka.ms/cosmosdb-tsg-request-timeout{Environment.NewLine}CosmosDiagnostics: {this.Diagnostics}");
+        }
+
+        private Lazy<string> CreateToStringMessage(CancellationToken token)
+        {
+            return new Lazy<string>(() => $"{this.originalException}{Environment.NewLine}Cancellation Token has expired: {token.IsCancellationRequested}. Learn more at: https://aka.ms/cosmosdb-tsg-request-timeout{Environment.NewLine}CosmosDiagnostics: {this.Diagnostics}");
         }
     }
 }
diff --git a/Microsoft.Azure.Cosmos/tests/Microsoft.Azure.Cosmos.Tests/CancellationTokenTests.cs b/Microsoft.Azure.Cosmos/tests/Microsoft.Azure.Cosmos.Tests/CancellationTokenTests.cs
index 560e477c26..bf1c1de749 100644
--- a/Microsoft.Azure.Cosmos/tests/Microsoft.Azure.Cosmos.Tests/CancellationTokenTests.cs
+++ b/Microsoft.Azure.Cosmos/tests/Microsoft.Azure.Cosmos.Tests/CancellationTokenTests.cs
@@ -176,6 +176,13 @@ StoreResponse sendDirectFunc(Uri uri, ResourceOperation resourceOperation, Docum
 
                 ((MockDocumentClient)client.DocumentClient).MockGlobalEndpointManager.Verify(gep => gep.MarkEndpointUnavailableForRead(It.IsAny<Uri>()), Times.Once, "Should had marked the endpoint unavailable");
                 ((MockDocumentClient)client.DocumentClient).MockGlobalEndpointManager.Verify(gep => gep.RefreshLocationAsync(false), Times.Once, "Should had refreshed the account information");
+
+                string expectedHelpLink = "https://aka.ms/cosmosdb-tsg-request-timeout";
+                string expectedCancellationTokenStatus = $"Cancellation Token has expired: {cancellationToken.IsCancellationRequested}";
+                Assert.IsTrue(ex.Message.Contains(expectedHelpLink));
+                Assert.IsTrue(ex.Message.Contains(expectedCancellationTokenStatus));
+                Assert.IsTrue(ex.ToString().Contains(expectedHelpLink));
+                Assert.IsTrue(ex.ToString().Contains(expectedCancellationTokenStatus));
             }
         }