diff --git a/lib/connection.js b/lib/connection.js
index 1eae83a037c..542bdf3c572 100644
--- a/lib/connection.js
+++ b/lib/connection.js
@@ -443,6 +443,28 @@ Connection.prototype.createCollections = async function createCollections(option
   return result;
 };
 
+/**
+ * A convenience wrapper for `connection.client.withSession()`.
+ *
+ * #### Example:
+ *
+ *     await conn.withSession(async session => {
+ *       const doc = await TestModel.findOne().session(session);
+ *     });
+ *
+ * @method withSession
+ * @param {Function} executor called with 1 argument: a `ClientSession` instance
+ * @return {Promise} resolves to the return value of the executor function
+ * @api public
+ */
+
+Connection.prototype.withSession = async function withSession(executor) {
+  if (arguments.length === 0) {
+    throw new Error('Please provide an executor function');
+  }
+  return await this.client.withSession(executor);
+};
+
 /**
  * _Requires MongoDB >= 3.6.0._ Starts a [MongoDB session](https://www.mongodb.com/docs/manual/release-notes/3.6/#client-sessions)
  * for benefits like causal consistency, [retryable writes](https://www.mongodb.com/docs/manual/core/retryable-writes/),
diff --git a/test/connection.test.js b/test/connection.test.js
index 4b5ac0493c6..9ea81e356d0 100644
--- a/test/connection.test.js
+++ b/test/connection.test.js
@@ -1553,6 +1553,18 @@ describe('connections:', function() {
     });
     assert.deepEqual(m.connections.length, 0);
   });
+  it('should demonstrate the withSession() function (gh-14330)', async function() {
+    if (!process.env.REPLICA_SET && !process.env.START_REPLICA_SET) {
+      this.skip();
+    }
+    const m = new mongoose.Mongoose();
+    m.connect(start.uri);
+    let session = null;
+    await m.connection.withSession(s => {
+      session = s;
+    });
+    assert.ok(session);
+  });
   describe('createCollections()', function() {
     it('should create collections for all models on the connection with the createCollections() function (gh-13300)', async function() {
       const m = new mongoose.Mongoose();
diff --git a/types/connection.d.ts b/types/connection.d.ts
index 35714b13c8d..b2812d01cf6 100644
--- a/types/connection.d.ts
+++ b/types/connection.d.ts
@@ -240,6 +240,8 @@ declare module 'mongoose' {
 
     /** Watches the entire underlying database for changes. Similar to [`Model.watch()`](/docs/api/model.html#model_Model-watch). */
     watch<ResultType extends mongodb.Document = any>(pipeline?: Array<any>, options?: mongodb.ChangeStreamOptions): mongodb.ChangeStream<ResultType>;
+
+    withSession<T = any>(executor: (session: ClientSession) => Promise<T>): T;
   }
 
 }