diff --git a/src/Middleware/WebSockets/src/ServerWebSocket.cs b/src/Middleware/WebSockets/src/ServerWebSocket.cs
new file mode 100644
index 000000000000..1fe6351237d2
--- /dev/null
+++ b/src/Middleware/WebSockets/src/ServerWebSocket.cs
@@ -0,0 +1,82 @@
+// Licensed to the .NET Foundation under one or more agreements.
+// The .NET Foundation licenses this file to you under the MIT license.
+
+using System.Net.WebSockets;
+using Microsoft.AspNetCore.Http;
+
+namespace Microsoft.AspNetCore.WebSockets
+{
+    /// <summary>
+    /// Used in ASP.NET Core to wrap a WebSocket with its associated HttpContext so that when the WebSocket is aborted
+    /// the underlying HttpContext is aborted. All other methods are delegated to the underlying WebSocket.
+    /// </summary>
+    internal sealed class ServerWebSocket : WebSocket
+    {
+        private readonly WebSocket _wrappedSocket;
+        private readonly HttpContext _context;
+
+        internal ServerWebSocket(WebSocket wrappedSocket, HttpContext context)
+        {
+            ArgumentNullException.ThrowIfNull(wrappedSocket);
+            ArgumentNullException.ThrowIfNull(context);
+
+            _wrappedSocket = wrappedSocket;
+            _context = context;
+        }
+
+        public override WebSocketCloseStatus? CloseStatus => _wrappedSocket.CloseStatus;
+
+        public override string? CloseStatusDescription => _wrappedSocket.CloseStatusDescription;
+
+        public override WebSocketState State => _wrappedSocket.State;
+
+        public override string? SubProtocol => _wrappedSocket.SubProtocol;
+
+        public override void Abort()
+        {
+            _wrappedSocket.Abort();
+            _context.Abort();
+        }
+
+        public override Task CloseAsync(WebSocketCloseStatus closeStatus, string? statusDescription, CancellationToken cancellationToken)
+        {
+            return _wrappedSocket.CloseAsync(closeStatus, statusDescription, cancellationToken);
+        }
+
+        public override Task CloseOutputAsync(WebSocketCloseStatus closeStatus, string? statusDescription, CancellationToken cancellationToken)
+        {
+            return _wrappedSocket.CloseOutputAsync(closeStatus, statusDescription, cancellationToken);
+        }
+
+        public override void Dispose()
+        {
+            _wrappedSocket.Dispose();
+        }
+
+        public override Task<WebSocketReceiveResult> ReceiveAsync(ArraySegment<byte> buffer, CancellationToken cancellationToken)
+        {
+            return _wrappedSocket.ReceiveAsync(buffer, cancellationToken);
+        }
+
+        public override ValueTask<ValueWebSocketReceiveResult> ReceiveAsync(Memory<byte> buffer, CancellationToken cancellationToken)
+        {
+            return _wrappedSocket.ReceiveAsync(buffer, cancellationToken);
+        }
+
+        public override ValueTask SendAsync(ReadOnlyMemory<byte> buffer, WebSocketMessageType messageType, bool endOfMessage, CancellationToken cancellationToken)
+        {
+            return _wrappedSocket.SendAsync(buffer, messageType, endOfMessage, cancellationToken);
+        }
+
+        public override ValueTask SendAsync(ReadOnlyMemory<byte> buffer, WebSocketMessageType messageType, WebSocketMessageFlags messageFlags, CancellationToken cancellationToken)
+        {
+            return _wrappedSocket.SendAsync(buffer, messageType, messageFlags, cancellationToken);
+        }
+
+        public override Task SendAsync(ArraySegment<byte> buffer, WebSocketMessageType messageType, bool endOfMessage, CancellationToken cancellationToken)
+        {
+            return _wrappedSocket.SendAsync(buffer, messageType, endOfMessage, cancellationToken);
+        }
+    }
+}
+
diff --git a/src/Middleware/WebSockets/src/WebSocketMiddleware.cs b/src/Middleware/WebSockets/src/WebSocketMiddleware.cs
index 6904450e6578..ff6a589bff18 100644
--- a/src/Middleware/WebSockets/src/WebSocketMiddleware.cs
+++ b/src/Middleware/WebSockets/src/WebSocketMiddleware.cs
@@ -194,13 +194,15 @@ public async Task<WebSocket> AcceptAsync(WebSocketAcceptContext acceptContext)
 
                 Stream opaqueTransport = await _upgradeFeature.UpgradeAsync(); // Sets status code to 101
 
-                return WebSocket.CreateFromStream(opaqueTransport, new WebSocketCreationOptions()
+                var wrappedSocket = WebSocket.CreateFromStream(opaqueTransport, new WebSocketCreationOptions()
                 {
                     IsServer = true,
                     KeepAliveInterval = keepAliveInterval,
                     SubProtocol = subProtocol,
                     DangerousDeflateOptions = deflateOptions
                 });
+
+                return new ServerWebSocket(wrappedSocket, _context);
             }
 
             public static bool CheckSupportedWebSocketRequest(string method, IHeaderDictionary requestHeaders)
diff --git a/src/Middleware/WebSockets/test/UnitTests/WebSocketMiddlewareTests.cs b/src/Middleware/WebSockets/test/UnitTests/WebSocketMiddlewareTests.cs
index aa67be817719..97395bdd819f 100644
--- a/src/Middleware/WebSockets/test/UnitTests/WebSocketMiddlewareTests.cs
+++ b/src/Middleware/WebSockets/test/UnitTests/WebSocketMiddlewareTests.cs
@@ -6,6 +6,7 @@
 using System.Net.Http;
 using System.Net.WebSockets;
 using System.Text;
+using Microsoft.AspNetCore.Connections;
 using System.Threading;
 using System.Threading.Tasks;
 using Microsoft.AspNetCore.Testing;
@@ -499,6 +500,146 @@ public async Task CloseFromCloseReceived_Success()
             }
         }
 
+        [Fact]
+        public async Task WebSocket_Abort_Interrupts_Pending_ReceiveAsync()
+        {
+            WebSocket serverSocket = null;
+
+            // Events that we want to sequence execution across client and server.
+            var socketWasAccepted = new ManualResetEventSlim();
+            var socketWasAborted = new ManualResetEventSlim();
+            var firstReceiveOccured = new ManualResetEventSlim();
+            var secondReceiveInitiated = new ManualResetEventSlim();
+
+            Exception receiveException = null;
+
+            await using (var server = KestrelWebSocketHelpers.CreateServer(LoggerFactory, out var port, async context =>
+            {
+                Assert.True(context.WebSockets.IsWebSocketRequest);
+                serverSocket = await context.WebSockets.AcceptWebSocketAsync();
+                socketWasAccepted.Set();
+
+                var serverBuffer = new byte[1024];
+
+                try
+                {
+                    while (serverSocket.State is WebSocketState.Open or WebSocketState.CloseSent)
+                    {
+                        if (firstReceiveOccured.IsSet)
+                        {
+                            var pendingResponse = serverSocket.ReceiveAsync(serverBuffer, default);
+                            secondReceiveInitiated.Set();
+                            var response = await pendingResponse;
+                        }
+                        else
+                        {
+                            var response = await serverSocket.ReceiveAsync(serverBuffer, default);
+                            firstReceiveOccured.Set();
+                        }
+                    }
+                }
+                catch (ConnectionAbortedException ex)
+                {
+                    socketWasAborted.Set();
+                    receiveException = ex;
+                }
+                catch (Exception ex)
+                {
+                    // Capture this exception so a test failure can give us more information.
+                    receiveException = ex;
+                }
+                finally
+                {
+                    Assert.IsType<ConnectionAbortedException>(receiveException);
+                }
+            }))
+            {
+                var clientBuffer = new byte[1024];
+
+                using (var client = new ClientWebSocket())
+                {
+                    await client.ConnectAsync(new Uri($"ws://127.0.0.1:{port}/"), CancellationToken.None);
+
+                    var socketWasAcceptedDidNotTimeout = socketWasAccepted.Wait(10000);
+                    Assert.True(socketWasAcceptedDidNotTimeout, "Socket was not accepted within the allotted time.");
+
+                    await client.SendAsync(clientBuffer, WebSocketMessageType.Binary, false, default);
+
+                    var firstReceiveOccuredDidNotTimeout = firstReceiveOccured.Wait(10000);
+                    Assert.True(firstReceiveOccuredDidNotTimeout, "First receive did not occur within the allotted time.");
+
+                    var secondReceiveInitiatedDidNotTimeout = secondReceiveInitiated.Wait(10000);
+                    Assert.True(secondReceiveInitiatedDidNotTimeout, "Second receive was not initiated within the allotted time.");
+
+                    serverSocket.Abort();
+
+                    var socketWasAbortedDidNotTimeout = socketWasAborted.Wait(1000); // Give it a second to process the abort.
+                    Assert.True(socketWasAbortedDidNotTimeout, "Abort did not occur within the allotted time.");
+                }
+            }
+        }
+
+        [Fact]
+        public async Task WebSocket_AllowsCancelling_Pending_ReceiveAsync_When_CancellationTokenProvided()
+        {
+            WebSocket serverSocket = null;
+            CancellationTokenSource cts = new CancellationTokenSource();
+
+            var socketWasAccepted = new ManualResetEventSlim();
+            var operationWasCancelled = new ManualResetEventSlim();
+            var firstReceiveOccured = new ManualResetEventSlim();
+
+            await using (var server = KestrelWebSocketHelpers.CreateServer(LoggerFactory, out var port, async context =>
+            {
+                Assert.True(context.WebSockets.IsWebSocketRequest);
+                serverSocket = await context.WebSockets.AcceptWebSocketAsync();
+                socketWasAccepted.Set();
+
+                var serverBuffer = new byte[1024];
+
+                var finishedWithOperationCancelled = false;
+
+                try
+                {
+                    while (serverSocket.State is WebSocketState.Open or WebSocketState.CloseSent)
+                    {
+                        var response = await serverSocket.ReceiveAsync(serverBuffer, cts.Token);
+                        firstReceiveOccured.Set();
+                    }
+                }
+                catch (OperationCanceledException)
+                {
+                    operationWasCancelled.Set();
+                    finishedWithOperationCancelled = true;
+                }
+                finally
+                {
+                    Assert.True(finishedWithOperationCancelled);
+                }
+            }))
+            {
+                var clientBuffer = new byte[1024];
+
+                using (var client = new ClientWebSocket())
+                {
+                    await client.ConnectAsync(new Uri($"ws://127.0.0.1:{port}/"), CancellationToken.None);
+
+                    var socketWasAcceptedDidNotTimeout = socketWasAccepted.Wait(10000);
+                    Assert.True(socketWasAcceptedDidNotTimeout, "Socket was not accepted within the allotted time.");
+
+                    await client.SendAsync(clientBuffer, WebSocketMessageType.Binary, false, default);
+
+                    var firstReceiveOccuredDidNotTimeout = firstReceiveOccured.Wait(10000);
+                    Assert.True(firstReceiveOccuredDidNotTimeout, "First receive did not occur within the allotted time.");
+
+                    cts.Cancel();
+
+                    var operationWasCancelledDidNotTimeout = operationWasCancelled.Wait(1000); // Give it a second to process the abort.
+                    Assert.True(operationWasCancelledDidNotTimeout, "Cancel did not occur within the allotted time.");
+                }
+            }
+        }
+
         [Theory]
         [InlineData(HttpStatusCode.OK, null)]
         [InlineData(HttpStatusCode.Forbidden, "")]