diff --git a/compiler/src/dotty/tools/dotc/parsing/Scanners.scala b/compiler/src/dotty/tools/dotc/parsing/Scanners.scala
index 96e9cd600363..1992ab32c9c6 100644
--- a/compiler/src/dotty/tools/dotc/parsing/Scanners.scala
+++ b/compiler/src/dotty/tools/dotc/parsing/Scanners.scala
@@ -601,6 +601,20 @@ object Scanners {
           lastWidth = r.knownWidth
           newlineIsSeparating = r.isInstanceOf[InBraces]
 
+      // can emit OUTDENT if line is not non-empty blank line at EOF
+      inline def isTrailingBlankLine: Boolean =
+        token == EOF && {
+          val end = buf.length - 1 // take terminal NL as empty last line
+          val prev = buf.lastIndexWhere(!isWhitespace(_), end = end)
+          prev < 0 || end - prev > 0 && isLineBreakChar(buf(prev))
+        }
+
+      inline def canDedent: Boolean =
+           lastToken != INDENT
+        && !isLeadingInfixOperator(nextWidth)
+        && !statCtdTokens.contains(lastToken)
+        && !isTrailingBlankLine
+
       if newlineIsSeparating
          && canEndStatTokens.contains(lastToken)
          && canStartStatTokens.contains(token)
@@ -613,9 +627,8 @@ object Scanners {
            || nextWidth == lastWidth && (indentPrefix == MATCH || indentPrefix == CATCH) && token != CASE then
           if currentRegion.isOutermost then
             if nextWidth < lastWidth then currentRegion = topLevelRegion(nextWidth)
-          else if !isLeadingInfixOperator(nextWidth) && !statCtdTokens.contains(lastToken) && lastToken != INDENT then
+          else if canDedent then
             currentRegion match
-              case _ if token == EOF => // no OUTDENT at EOF
               case r: Indented =>
                 insert(OUTDENT, offset)
                 handleNewIndentWidth(r.enclosing, ir =>
diff --git a/compiler/src/dotty/tools/dotc/util/Chars.scala b/compiler/src/dotty/tools/dotc/util/Chars.scala
index cde1a63f5293..4bdf6e464cd1 100644
--- a/compiler/src/dotty/tools/dotc/util/Chars.scala
+++ b/compiler/src/dotty/tools/dotc/util/Chars.scala
@@ -50,7 +50,7 @@ object Chars:
   }
 
   /** Is character a whitespace character (but not a new line)? */
-  def isWhitespace(c: Char): Boolean =
+  inline def isWhitespace(c: Char): Boolean =
     c == ' ' || c == '\t' || c == CR
 
   /** Can character form part of a doc comment variable $xxx? */
diff --git a/compiler/test/dotty/tools/repl/ReplCompilerTests.scala b/compiler/test/dotty/tools/repl/ReplCompilerTests.scala
index 9fe5ffcf072e..3d228e3721a2 100644
--- a/compiler/test/dotty/tools/repl/ReplCompilerTests.scala
+++ b/compiler/test/dotty/tools/repl/ReplCompilerTests.scala
@@ -400,6 +400,16 @@ class ReplCompilerTests extends ReplTest:
     assertTrue(all.head.startsWith("-- [E103] Syntax Error"))
     assertTrue(all.exists(_.trim().startsWith("|  Illegal start of statement: this modifier is not allowed here")))
 
+  @Test def `i22844 regression colon eol`: Unit = initially:
+    run:
+      """|println:
+         |  "hello, world"
+         |""".stripMargin // outdent, but this test does not exercise the bug
+    assertEquals(List("hello, world"), lines())
+
+  @Test def `i22844b regression colon arrow eol`: Unit = contextually:
+    assertTrue(ParseResult.isIncomplete("List(42).map: x =>"))
+
 object ReplCompilerTests:
 
   private val pattern = Pattern.compile("\\r[\\n]?|\\n");