diff --git a/runtime/ops/fs.rs b/runtime/ops/fs.rs
index f6b9a58ebfd97c..b09b6387db91f8 100644
--- a/runtime/ops/fs.rs
+++ b/runtime/ops/fs.rs
@@ -2018,7 +2018,13 @@ fn op_readfile_sync(
   state
     .borrow_mut::<PermissionsContainer>()
     .check_read(path, "Deno.readFileSync()")?;
-  Ok(std::fs::read(path)?.into())
+  let err_mapper = |err: Error| {
+    Error::new(
+      err.kind(),
+      format!("{}, readfile '{}'", err, path.display()),
+    )
+  };
+  Ok(std::fs::read(path).map_err(err_mapper)?.into())
 }
 
 #[op]
@@ -2030,7 +2036,15 @@ fn op_readfile_text_sync(
   state
     .borrow_mut::<PermissionsContainer>()
     .check_read(path, "Deno.readTextFileSync()")?;
-  Ok(string_from_utf8_lossy(std::fs::read(path)?))
+  let err_mapper = |err: Error| {
+    Error::new(
+      err.kind(),
+      format!("{}, readfile '{}'", err, path.display()),
+    )
+  };
+  Ok(string_from_utf8_lossy(
+    std::fs::read(path).map_err(err_mapper)?,
+  ))
 }
 
 #[op]
@@ -2048,7 +2062,17 @@ async fn op_readfile_async(
   }
   let fut = tokio::task::spawn_blocking(move || {
     let path = Path::new(&path);
-    Ok(std::fs::read(path).map(ZeroCopyBuf::from)?)
+    let err_mapper = |err: Error| {
+      Error::new(
+        err.kind(),
+        format!("{}, readfile '{}'", err, path.display()),
+      )
+    };
+    Ok(
+      std::fs::read(path)
+        .map_err(err_mapper)
+        .map(ZeroCopyBuf::from)?,
+    )
   });
   if let Some(cancel_rid) = cancel_rid {
     let cancel_handle = state
@@ -2077,7 +2101,15 @@ async fn op_readfile_text_async(
   }
   let fut = tokio::task::spawn_blocking(move || {
     let path = Path::new(&path);
-    Ok(string_from_utf8_lossy(std::fs::read(path)?))
+    let err_mapper = |err: Error| {
+      Error::new(
+        err.kind(),
+        format!("{}, readfile '{}'", err, path.display()),
+      )
+    };
+    Ok(string_from_utf8_lossy(
+      std::fs::read(path).map_err(err_mapper)?,
+    ))
   });
   if let Some(cancel_rid) = cancel_rid {
     let cancel_handle = state