diff --git a/sql/core/src/main/scala/org/apache/spark/sql/Column.scala b/sql/core/src/main/scala/org/apache/spark/sql/Column.scala
index 5a408b29f933..21d26f563f32 100644
--- a/sql/core/src/main/scala/org/apache/spark/sql/Column.scala
+++ b/sql/core/src/main/scala/org/apache/spark/sql/Column.scala
@@ -1001,17 +1001,11 @@ class Column(val expr: Expression) extends Logging {
    *   df.select($"colA".name("colB"))
    * }}}
    *
-   * If the current column has metadata associated with it, this metadata will be propagated
-   * to the new column.  If this not desired, use `as` with explicitly empty metadata.
-   *
    * @group expr_ops
    * @since 2.0.0
    */
   def name(alias: String): Column = withExpr {
-    expr match {
-      case ne: NamedExpression => Alias(expr, alias)(explicitMetadata = Some(ne.metadata))
-      case other => Alias(other, alias)()
-    }
+    Alias(expr, alias)()
   }
 
   /**
diff --git a/sql/core/src/test/scala/org/apache/spark/sql/streaming/EventTimeWatermarkSuite.scala b/sql/core/src/test/scala/org/apache/spark/sql/streaming/EventTimeWatermarkSuite.scala
index 1ff9dec9a4e8..abe5ce738cd3 100644
--- a/sql/core/src/test/scala/org/apache/spark/sql/streaming/EventTimeWatermarkSuite.scala
+++ b/sql/core/src/test/scala/org/apache/spark/sql/streaming/EventTimeWatermarkSuite.scala
@@ -591,6 +591,17 @@ class EventTimeWatermarkSuite extends StreamTest with BeforeAndAfter with Matche
     }
   }
 
+  test("SPARK-27340: Alias on TimeWindow expression may cause watermark metadata lost") {
+    val inputData = MemoryStream[Int]
+    val aliasWindow = inputData.toDF()
+      .withColumn("eventTime", $"value".cast("timestamp"))
+      .withWatermark("eventTime", "10 seconds")
+      .select(window($"eventTime", "5 seconds") as 'aliasWindow)
+
+    assert(aliasWindow.logicalPlan.output.exists(
+        _.metadata.contains(EventTimeWatermark.delayKey)))
+  }
+
   test("test no-data flag") {
     val flagKey = SQLConf.STREAMING_NO_DATA_MICRO_BATCHES_ENABLED.key
 
diff --git a/sql/core/src/test/scala/org/apache/spark/sql/streaming/StreamingJoinSuite.scala b/sql/core/src/test/scala/org/apache/spark/sql/streaming/StreamingJoinSuite.scala
index 42fe9f34ee3e..f770a4fd3e00 100644
--- a/sql/core/src/test/scala/org/apache/spark/sql/streaming/StreamingJoinSuite.scala
+++ b/sql/core/src/test/scala/org/apache/spark/sql/streaming/StreamingJoinSuite.scala
@@ -712,5 +712,31 @@ class StreamingOuterJoinSuite extends StreamTest with StateStoreMetricsTest with
       assertNumStateRows(total = 2, updated = 2)
     )
   }
+
+  test("Windowd left out join with Alias on TimeWindow (SPARK-27340)") {
+    val (leftInput, df1) = setupStream("left", 2)
+    val (rightInput, df2) = setupStream("right", 3)
+    val left = df1.select('key, window('leftTime, "10 second") as 'leftWindow, 'leftValue)
+    val right = df2.select('key, window('rightTime, "10 second") as 'rightWindow, 'rightValue)
+    val joined = left.join(
+        right,
+        left("key") === right("key") && left("leftWindow") === right("rightWindow"),
+        "left_outer")
+      .select(left("key"), $"leftWindow.end".cast("long"), 'leftValue, 'rightValue)
+
+    testStream(joined)(
+      // Test inner part of the join.
+      MultiAddData(leftInput, 1, 2, 3, 4, 5)(rightInput, 3, 4, 5, 6, 7),
+      CheckNewAnswer((3, 10, 6, 9), (4, 10, 8, 12), (5, 10, 10, 15)),
+
+      MultiAddData(leftInput, 21)(rightInput, 22), // watermark = 11, no-data-batch computes nulls
+      CheckNewAnswer(Row(1, 10, 2, null), Row(2, 10, 4, null)),
+      assertNumStateRows(total = 2, updated = 12),
+
+      AddData(leftInput, 22),
+      CheckNewAnswer(Row(22, 30, 44, 66)),
+      assertNumStateRows(total = 3, updated = 1)
+    )
+  }
 }