diff --git a/packages/jsii-rosetta/lib/languages/csharp.ts b/packages/jsii-rosetta/lib/languages/csharp.ts
index 112eeed928..88e1bf8baf 100644
--- a/packages/jsii-rosetta/lib/languages/csharp.ts
+++ b/packages/jsii-rosetta/lib/languages/csharp.ts
@@ -109,7 +109,7 @@ export class CSharpVisitor extends DefaultVisitor<CSharpLanguageContext> {
   }
 
   public identifier(
-    node: ts.Identifier | ts.StringLiteral,
+    node: ts.Identifier | ts.StringLiteral | ts.NoSubstitutionTemplateLiteral,
     renderer: CSharpRenderer,
   ) {
     let text = node.text;
@@ -339,12 +339,16 @@ export class CSharpVisitor extends DefaultVisitor<CSharpLanguageContext> {
   }
 
   public stringLiteral(
-    node: ts.StringLiteral,
+    node: ts.StringLiteral | ts.NoSubstitutionTemplateLiteral,
     renderer: CSharpRenderer,
   ): OTree {
     if (renderer.currentContext.stringAsIdentifier) {
       return this.identifier(node, renderer);
     }
+    if (node.text.includes('\n')) {
+      // Multi-line string literals (@"string") in C# do not do escaping. Only " needs to be doubled.
+      return new OTree(['@"', node.text.replace(/"/g, '""'), '"']);
+    }
     return new OTree([JSON.stringify(node.text)]);
   }
 
@@ -740,19 +744,32 @@ export class CSharpVisitor extends DefaultVisitor<CSharpLanguageContext> {
     node: ts.TemplateExpression,
     context: CSharpRenderer,
   ): OTree {
-    const parts = ['$"'];
+    // If this is a multi-line string literal, we need not quote much, as @"string" literals in C#
+    // do not perform any quoting. The literal quotes in the text however must be doubled.
+    const isMultiLine =
+      !!node.head.rawText?.includes('\n') ||
+      node.templateSpans.some((span) => span.literal.rawText?.includes('\n'));
+
+    const parts = new Array<string>();
     if (node.head.rawText) {
-      parts.push(quoteStringLiteral(node.head.rawText));
+      parts.push(
+        isMultiLine
+          ? node.head.rawText.replace(/"/g, '""')
+          : quoteStringLiteral(node.head.rawText),
+      );
     }
     for (const span of node.templateSpans) {
       parts.push(`{${context.textOf(span.expression)}}`);
       if (span.literal.rawText) {
-        parts.push(quoteStringLiteral(span.literal.rawText));
+        parts.push(
+          isMultiLine
+            ? span.literal.rawText.replace(/"/g, '""')
+            : quoteStringLiteral(span.literal.rawText),
+        );
       }
     }
-    parts.push('"');
 
-    return new OTree([parts.join('')]);
+    return new OTree([isMultiLine ? '$@"' : '$"', ...parts, '"']);
   }
 
   protected argumentList(
diff --git a/packages/jsii-rosetta/lib/languages/default.ts b/packages/jsii-rosetta/lib/languages/default.ts
index 76c0a2bb58..802aa63e8c 100644
--- a/packages/jsii-rosetta/lib/languages/default.ts
+++ b/packages/jsii-rosetta/lib/languages/default.ts
@@ -46,15 +46,8 @@ export abstract class DefaultVisitor<C> implements AstHandler<C> {
   }
 
   public stringLiteral(
-    node: ts.StringLiteral,
-    _children: AstRenderer<C>,
-  ): OTree {
-    return new OTree([JSON.stringify(node.text)]);
-  }
-
-  public noSubstitutionTemplateLiteral(
-    node: ts.NoSubstitutionTemplateLiteral,
-    _context: AstRenderer<C>,
+    node: ts.StringLiteral | ts.NoSubstitutionTemplateLiteral,
+    _renderer: AstRenderer<C>,
   ): OTree {
     return new OTree([JSON.stringify(node.text)]);
   }
diff --git a/packages/jsii-rosetta/lib/languages/java.ts b/packages/jsii-rosetta/lib/languages/java.ts
index 0b24c501fe..ea0bef5328 100644
--- a/packages/jsii-rosetta/lib/languages/java.ts
+++ b/packages/jsii-rosetta/lib/languages/java.ts
@@ -476,12 +476,14 @@ export class JavaVisitor extends DefaultVisitor<JavaContext> {
     }
 
     if (parameters.length === 0) {
-      return new OTree([`"${quoteStringLiteral(template)}"`]);
+      return new OTree([JSON.stringify(quoteStringLiteral(template))]);
     }
 
     return new OTree([
       'String.format(',
-      `"${quoteStringLiteral(template)}"`,
+      `"${quoteStringLiteral(template)
+        // Java does not have multiline string literals, so we must replace literal newlines with %n
+        .replace(/\n/g, '%n')}"`,
       ...parameters.reduce(
         (list, element) => list.concat(', ', element),
         new Array<string | OTree>(),
@@ -677,14 +679,19 @@ export class JavaVisitor extends DefaultVisitor<JavaContext> {
     return new OTree(parts);
   }
 
-  public stringLiteral(node: ts.StringLiteral, renderer: JavaRenderer): OTree {
-    return renderer.currentContext.stringLiteralAsIdentifier
-      ? this.identifier(node, renderer)
-      : super.stringLiteral(node, renderer);
+  public stringLiteral(
+    node: ts.StringLiteral | ts.NoSubstitutionTemplateLiteral,
+    renderer: JavaRenderer,
+  ): OTree {
+    if (renderer.currentContext.stringLiteralAsIdentifier) {
+      return this.identifier(node, renderer);
+    }
+    // Java does not have multiline string literals, so we must replace literal newlines with \n
+    return new OTree([JSON.stringify(node.text).replace(/\n/g, '\\n')]);
   }
 
   public identifier(
-    node: ts.Identifier | ts.StringLiteral,
+    node: ts.Identifier | ts.StringLiteral | ts.NoSubstitutionTemplateLiteral,
     renderer: JavaRenderer,
   ): OTree {
     const nodeText = node.text;
diff --git a/packages/jsii-rosetta/lib/languages/python.ts b/packages/jsii-rosetta/lib/languages/python.ts
index 208eb8b93f..f058af97e5 100644
--- a/packages/jsii-rosetta/lib/languages/python.ts
+++ b/packages/jsii-rosetta/lib/languages/python.ts
@@ -700,11 +700,30 @@ export class PythonVisitor extends DefaultVisitor<PythonLanguageContext> {
     return context.convert(node.expression);
   }
 
+  public stringLiteral(
+    node: ts.StringLiteral | ts.NoSubstitutionTemplateLiteral,
+    _context: PythonVisitorContext,
+  ): OTree {
+    const rawText = node.text;
+    if (rawText.includes('\n')) {
+      return new OTree([
+        '"""',
+        rawText
+          // Escape all occurrences of back-slash once more
+          .replace(/\\/g, '\\\\')
+          // Escape only the first one in triple-quotes
+          .replace(/"""/g, '\\"""'),
+        '"""',
+      ]);
+    }
+    return new OTree([JSON.stringify(rawText)]);
+  }
+
   public templateExpression(
     node: ts.TemplateExpression,
     context: PythonVisitorContext,
   ): OTree {
-    const parts = ['f"'];
+    const parts = new Array<string>();
     if (node.head.rawText) {
       parts.push(quoteStringLiteral(node.head.rawText));
     }
@@ -714,9 +733,10 @@ export class PythonVisitor extends DefaultVisitor<PythonLanguageContext> {
         parts.push(quoteStringLiteral(span.literal.rawText));
       }
     }
-    parts.push('"');
 
-    return new OTree([parts.join('')]);
+    const quote = parts.some((part) => part.includes('\n')) ? '"""' : '"';
+
+    return new OTree([`f${quote}`, ...parts, quote]);
   }
 
   public maskingVoidExpression(
diff --git a/packages/jsii-rosetta/lib/languages/visualize.ts b/packages/jsii-rosetta/lib/languages/visualize.ts
index 7648f4da4a..027b3b17ce 100644
--- a/packages/jsii-rosetta/lib/languages/visualize.ts
+++ b/packages/jsii-rosetta/lib/languages/visualize.ts
@@ -41,7 +41,7 @@ export class VisualizeAstVisitor implements AstHandler<void> {
   }
 
   public stringLiteral(
-    node: ts.StringLiteral,
+    node: ts.StringLiteral | ts.NoSubstitutionTemplateLiteral,
     children: AstRenderer<void>,
   ): OTree {
     return this.defaultNode('stringLiteral', node, children);
@@ -290,13 +290,6 @@ export class VisualizeAstVisitor implements AstHandler<void> {
     return this.defaultNode('maskingVoidExpression', node, context);
   }
 
-  public noSubstitutionTemplateLiteral(
-    node: ts.NoSubstitutionTemplateLiteral,
-    context: AstRenderer<void>,
-  ): OTree {
-    return this.defaultNode('noSubstitutionTemplateLiteral', node, context);
-  }
-
   private defaultNode(
     handlerName: string,
     node: ts.Node,
diff --git a/packages/jsii-rosetta/lib/renderer.ts b/packages/jsii-rosetta/lib/renderer.ts
index cb68bef1bf..5b432f8a6b 100644
--- a/packages/jsii-rosetta/lib/renderer.ts
+++ b/packages/jsii-rosetta/lib/renderer.ts
@@ -262,7 +262,7 @@ export class AstRenderer<C> {
         this,
       );
     }
-    if (ts.isStringLiteral(tree)) {
+    if (ts.isStringLiteral(tree) || ts.isNoSubstitutionTemplateLiteral(tree)) {
       return visitor.stringLiteral(tree, this);
     }
     if (ts.isFunctionDeclaration(tree)) {
@@ -295,9 +295,6 @@ export class AstRenderer<C> {
     if (ts.isExpressionStatement(tree)) {
       return visitor.expressionStatement(tree, this);
     }
-    if (ts.isNoSubstitutionTemplateLiteral(tree)) {
-      return visitor.noSubstitutionTemplateLiteral(tree, this);
-    }
     if (ts.isToken(tree)) {
       return visitor.token(tree, this);
     }
@@ -480,7 +477,10 @@ export interface AstHandler<C> {
   sourceFile(node: ts.SourceFile, context: AstRenderer<C>): OTree;
   commentRange(node: CommentSyntax, context: AstRenderer<C>): OTree;
   importStatement(node: ImportStatement, context: AstRenderer<C>): OTree;
-  stringLiteral(node: ts.StringLiteral, children: AstRenderer<C>): OTree;
+  stringLiteral(
+    node: ts.StringLiteral | ts.NoSubstitutionTemplateLiteral,
+    children: AstRenderer<C>,
+  ): OTree;
   functionDeclaration(
     node: ts.FunctionDeclaration,
     children: AstRenderer<C>,
@@ -572,10 +572,6 @@ export interface AstHandler<C> {
     node: ts.VoidExpression,
     context: AstRenderer<C>,
   ): OTree;
-  noSubstitutionTemplateLiteral(
-    node: ts.NoSubstitutionTemplateLiteral,
-    context: AstRenderer<C>,
-  ): OTree;
 
   // Not a node, called when we recognize a spread element/assignment that is only
   // '...' and nothing else.
diff --git a/packages/jsii-rosetta/test/translations/expressions/string_interpolation.cs b/packages/jsii-rosetta/test/translations/expressions/string_interpolation.cs
index 4d5e78ac30..0a9840046f 100644
--- a/packages/jsii-rosetta/test/translations/expressions/string_interpolation.cs
+++ b/packages/jsii-rosetta/test/translations/expressions/string_interpolation.cs
@@ -1,3 +1,10 @@
 string x = "world";
 string y = "well";
-Console.WriteLine($"Hello, {x}, it works {y}!");
\ No newline at end of file
+Console.WriteLine($"Hello, {x}, it works {y}!");
+
+// And now a multi-line expression
+Console.WriteLine($@"
+Hello, {x}.
+
+It works {y}!
+");
diff --git a/packages/jsii-rosetta/test/translations/expressions/string_interpolation.java b/packages/jsii-rosetta/test/translations/expressions/string_interpolation.java
index 7f768fc4f3..5b44bc5aec 100644
--- a/packages/jsii-rosetta/test/translations/expressions/string_interpolation.java
+++ b/packages/jsii-rosetta/test/translations/expressions/string_interpolation.java
@@ -1,3 +1,6 @@
 String x = "world";
 String y = "well";
 System.out.println(String.format("Hello, %s, it works %s!", x, y));
+
+// And now a multi-line expression
+System.out.println(String.format("%nHello, %s.%n%nIt works %s!%n", x, y));
diff --git a/packages/jsii-rosetta/test/translations/expressions/string_interpolation.py b/packages/jsii-rosetta/test/translations/expressions/string_interpolation.py
index 82840ad68d..c03cb7263f 100644
--- a/packages/jsii-rosetta/test/translations/expressions/string_interpolation.py
+++ b/packages/jsii-rosetta/test/translations/expressions/string_interpolation.py
@@ -1,3 +1,10 @@
 x = "world"
 y = "well"
-print(f"Hello, {x}, it works {y}!")
\ No newline at end of file
+print(f"Hello, {x}, it works {y}!")
+
+# And now a multi-line expression
+print(f"""
+Hello, {x}.
+
+It works {y}!
+""")
diff --git a/packages/jsii-rosetta/test/translations/expressions/string_interpolation.ts b/packages/jsii-rosetta/test/translations/expressions/string_interpolation.ts
index 0954225c8d..e2e5ae239f 100644
--- a/packages/jsii-rosetta/test/translations/expressions/string_interpolation.ts
+++ b/packages/jsii-rosetta/test/translations/expressions/string_interpolation.ts
@@ -1,3 +1,10 @@
-const x = "world";
-const y = "well";
-console.log(`Hello, ${x}, it works ${y}!`);
\ No newline at end of file
+const x = 'world';
+const y = 'well';
+console.log(`Hello, ${x}, it works ${y}!`);
+
+// And now a multi-line expression
+console.log(`
+Hello, ${x}.
+
+It works ${y}!
+`);
diff --git a/packages/jsii-rosetta/test/translations/expressions/string_literal.cs b/packages/jsii-rosetta/test/translations/expressions/string_literal.cs
new file mode 100644
index 0000000000..64c5ebc69d
--- /dev/null
+++ b/packages/jsii-rosetta/test/translations/expressions/string_literal.cs
@@ -0,0 +1,9 @@
+string literal = @"
+This si a multiline string literal.
+
+""It's cool!"".
+
+YEAH BABY!!
+
+Litteral \n right here (not a newline!)
+";
diff --git a/packages/jsii-rosetta/test/translations/expressions/string_literal.java b/packages/jsii-rosetta/test/translations/expressions/string_literal.java
new file mode 100644
index 0000000000..d81e09e1e9
--- /dev/null
+++ b/packages/jsii-rosetta/test/translations/expressions/string_literal.java
@@ -0,0 +1 @@
+String literal = "\nThis si a multiline string literal.\n\n\"It's cool!\".\n\nYEAH BABY!!\n\nLitteral \\n right here (not a newline!)\n";
diff --git a/packages/jsii-rosetta/test/translations/expressions/string_literal.py b/packages/jsii-rosetta/test/translations/expressions/string_literal.py
new file mode 100644
index 0000000000..b9f43b8966
--- /dev/null
+++ b/packages/jsii-rosetta/test/translations/expressions/string_literal.py
@@ -0,0 +1,9 @@
+literal = """
+This si a multiline string literal.
+
+"It's cool!".
+
+YEAH BABY!!
+
+Litteral \\n right here (not a newline!)
+"""
diff --git a/packages/jsii-rosetta/test/translations/expressions/string_literal.ts b/packages/jsii-rosetta/test/translations/expressions/string_literal.ts
new file mode 100644
index 0000000000..ebff58a601
--- /dev/null
+++ b/packages/jsii-rosetta/test/translations/expressions/string_literal.ts
@@ -0,0 +1,9 @@
+const literal = `
+This si a multiline string literal.
+
+"It's cool!".
+
+YEAH BABY!!
+
+Litteral \\n right here (not a newline!)
+`;