diff --git a/grammar.js b/grammar.js
index f91bdbf..69cf600 100644
--- a/grammar.js
+++ b/grammar.js
@@ -888,11 +888,11 @@ function defineQuoted(start, end, name) {
     [`_quoted_i_${name}`]: ($) =>
       seq(
         field("quoted_start", start),
+        optional(alias($[`_quoted_content_i_${name}`], $.quoted_content)),
         repeat(
-          choice(
-            alias($[`_quoted_content_i_${name}`], $.quoted_content),
-            $.interpolation,
-            $.escape_sequence
+          seq(
+            choice($.interpolation, $.escape_sequence),
+            optional(alias($[`_quoted_content_i_${name}`], $.quoted_content))
           )
         ),
         field("quoted_end", end)
@@ -901,11 +901,12 @@ function defineQuoted(start, end, name) {
     [`_quoted_${name}`]: ($) =>
       seq(
         field("quoted_start", start),
+        optional(alias($[`_quoted_content_${name}`], $.quoted_content)),
         repeat(
-          choice(
-            alias($[`_quoted_content_${name}`], $.quoted_content),
-            // The end delimiter may always be escaped
-            $.escape_sequence
+          seq(
+            // The end delimiter may be escaped in non-interpolating strings too
+            $.escape_sequence,
+            optional(alias($[`_quoted_content_${name}`], $.quoted_content))
           )
         ),
         field("quoted_end", end)
diff --git a/src/scanner.cc b/src/scanner.cc
index b8dd7b7..8889957 100644
--- a/src/scanner.cc
+++ b/src/scanner.cc
@@ -174,7 +174,22 @@ int8_t find_quoted_token_info(const bool* valid_symbols) {
 bool scan_quoted_content(TSLexer* lexer, const QuotedContentInfo& info) {
   lexer->result_symbol = info.token_type;
 
+  bool is_heredoc = (info.delimiter_length == 3);
+
   for (bool has_content = false; true; has_content = true) {
+    bool newline = false;
+
+    if (is_newline(lexer->lookahead)) {
+      advance(lexer);
+
+      has_content = true;
+      newline = true;
+
+      while (is_whitespace(lexer->lookahead)) {
+        advance(lexer);
+      }
+    }
+
     lexer->mark_end(lexer);
 
     if (lexer->lookahead == info.end_delimiter) {
@@ -189,7 +204,7 @@ bool scan_quoted_content(TSLexer* lexer, const QuotedContentInfo& info) {
         }
       }
 
-      if (length == info.delimiter_length) {
+      if (length == info.delimiter_length && (!is_heredoc || newline)) {
         return has_content;
       }
     } else {
@@ -199,16 +214,18 @@ bool scan_quoted_content(TSLexer* lexer, const QuotedContentInfo& info) {
           return has_content;
         }
       } else if (lexer->lookahead == '\\') {
-        if (info.supports_interpol) {
+        advance(lexer);
+        if (is_heredoc && lexer->lookahead == '\n') {
+          // We need to know about the newline to correctly recognise
+          // heredoc end delimiter, so we intentionally ignore escaping
+        } else if (info.supports_interpol || lexer->lookahead == info.end_delimiter) {
           return has_content;
-        } else {
-          advance(lexer);
-          if (lexer->lookahead == info.end_delimiter) {
-            return has_content;
-          }
         }
       } else if (lexer->lookahead == '\0') {
-        return false;
+        // If we reached the end of the file, this means there is no
+        // end delimiter, so the syntax is invalid. In that case we
+        // want to treat all the scanned content as quoted content.
+        return has_content;
       } else {
         advance(lexer);
       }
diff --git a/test/corpus/term/string.txt b/test/corpus/term/string.txt
index 63c28f5..9869797 100644
--- a/test/corpus/term/string.txt
+++ b/test/corpus/term/string.txt
@@ -1,3 +1,14 @@
+=====================================
+empty
+=====================================
+
+""
+
+---
+
+(source
+  (string))
+
 =====================================
 single line
 =====================================
@@ -171,6 +182,47 @@ this is #{
         (quoted_content)))
     (quoted_content)))
 
+=====================================
+heredoc / delimiter in the middle
+=====================================
+
+"""
+hey """
+"""
+
+---
+
+(source
+  (string
+    (quoted_content)))
+
+=====================================
+heredoc / escaped newline (ignored)
+=====================================
+
+"""
+hey \
+"""
+
+  """
+  hey \
+  """
+
+"""
+hey \
+there
+"""
+
+---
+
+(source
+  (string
+    (quoted_content))
+  (string
+    (quoted_content))
+  (string
+    (quoted_content)))
+
 =====================================
 heredoc / escaped delimiter
 =====================================