diff --git a/src/file-upload/__tests__/file-upload-dropzone.test.tsx b/src/file-upload/__tests__/file-upload-dropzone.test.tsx
index d47abf3c96..8a98763c80 100644
--- a/src/file-upload/__tests__/file-upload-dropzone.test.tsx
+++ b/src/file-upload/__tests__/file-upload-dropzone.test.tsx
@@ -4,6 +4,7 @@ import React from 'react';
 import { fireEvent, render, screen, waitFor } from '@testing-library/react';
 import { Dropzone, useDropzoneVisible } from '../../../lib/components/file-upload/dropzone';
 import selectors from '../../../lib/components/file-upload/dropzone/styles.selectors.js';
+import FileUpload, { FileUploadProps } from '../../../lib/components/file-upload';
 
 const file1 = new File([new Blob(['Test content 1'], { type: 'text/plain' })], 'test-file-1.txt', {
   type: 'text/plain',
@@ -14,29 +15,60 @@ const file2 = new File([new Blob(['Test content 2'], { type: 'text/plain' })], '
   lastModified: 1590962400000,
 });
 
-function createDragEvent(type: string) {
+function createDragEvent(type: string, files = [file1, file2]) {
   const event = new CustomEvent(type, { bubbles: true });
-  (event as any).dataTransfer = { types: ['Files'], files: [file1, file2] };
+  (event as any).dataTransfer = {
+    types: ['Files'],
+    files: type === 'drop' ? files : [],
+    items: files.map(() => ({ kind: 'file' })),
+  };
   return event;
 }
 
-function TestDropzoneVisible() {
-  const isDropzoneVisible = useDropzoneVisible();
+function TestDropzoneVisible({ multiple = false }) {
+  const isDropzoneVisible = useDropzoneVisible(multiple);
   return <div>{isDropzoneVisible ? 'visible' : 'hidden'}</div>;
 }
 
+const i18nStrings: FileUploadProps.I18nStrings = {
+  uploadButtonText: multiple => (multiple ? 'Choose files' : 'Choose file'),
+  dropzoneText: multiple => (multiple ? 'Drag files to upload' : 'Drag file to upload'),
+  removeFileAriaLabel: fileIndex => `Remove file ${fileIndex + 1}`,
+  errorIconAriaLabel: 'Error',
+  limitShowFewer: 'Show fewer files',
+  limitShowMore: 'Show more files',
+};
+
 describe('File upload dropzone', () => {
   test('Dropzone becomes visible once global dragover event is received', () => {
     render(<TestDropzoneVisible />);
     expect(screen.getByText('hidden')).toBeDefined();
 
-    fireEvent(document, createDragEvent('dragover'));
+    fireEvent(document, createDragEvent('dragover', [file1]));
 
     expect(screen.getByText('visible')).toBeDefined();
   });
 
-  test('Dropzone hides after a delay once global dragleave event is received', async () => {
+  test('Dropzone does not show if multiple files dragged into non-multiple zone', () => {
     render(<TestDropzoneVisible />);
+    expect(screen.getByText('hidden')).toBeDefined();
+
+    fireEvent(document, createDragEvent('dragover', [file1, file2]));
+
+    expect(screen.getByText('hidden')).toBeDefined();
+  });
+
+  test('Dropzone shows if multiple files dragged into multiple zone', () => {
+    render(<TestDropzoneVisible multiple={true} />);
+    expect(screen.getByText('hidden')).toBeDefined();
+
+    fireEvent(document, createDragEvent('dragover', [file1, file2]));
+
+    expect(screen.getByText('visible')).toBeDefined();
+  });
+
+  test('Dropzone hides after a delay once global dragleave event is received', async () => {
+    render(<TestDropzoneVisible multiple={true} />);
 
     fireEvent(document, createDragEvent('dragover'));
 
@@ -50,7 +82,7 @@ describe('File upload dropzone', () => {
   });
 
   test('Dropzone hides after a delay once global drop event is received', async () => {
-    render(<TestDropzoneVisible />);
+    render(<TestDropzoneVisible multiple={true} />);
 
     fireEvent(document, createDragEvent('dragover'));
 
@@ -63,6 +95,12 @@ describe('File upload dropzone', () => {
     });
   });
 
+  test('dropzone is rendered in component', () => {
+    render(<FileUpload value={[]} i18nStrings={i18nStrings} multiple={true} />);
+    fireEvent(document, createDragEvent('dragover'));
+    expect(screen.getByText('Drag files to upload')).toBeDefined();
+  });
+
   test('dropzone renders provided children', () => {
     render(<Dropzone onChange={jest.fn()}>Drop files here</Dropzone>);
     expect(screen.findByText('Drop files here')).toBeDefined();
diff --git a/src/file-upload/dropzone/index.tsx b/src/file-upload/dropzone/index.tsx
index c5919b8fa5..b49ada808a 100644
--- a/src/file-upload/dropzone/index.tsx
+++ b/src/file-upload/dropzone/index.tsx
@@ -11,7 +11,7 @@ interface DropzoneProps {
   children: React.ReactNode;
 }
 
-export function useDropzoneVisible() {
+export function useDropzoneVisible(multiple: boolean) {
   const [isDropzoneVisible, setDropzoneVisible] = useState(false);
 
   // Registering global drag events listeners.
@@ -23,7 +23,13 @@ export function useDropzoneVisible() {
     const onDocumentDragOver = (event: DragEvent) => {
       event.preventDefault();
 
-      if (event.dataTransfer?.types?.indexOf('Files') !== -1) {
+      let files = 0;
+      for (let item = 0; item < (event.dataTransfer?.items.length || 0); item++) {
+        if (event.dataTransfer?.items[item].kind === 'file') {
+          files++;
+        }
+      }
+      if (files > 0 && (multiple || files === 1)) {
         setDropzoneVisible(true);
         dragTimer && clearTimeout(dragTimer);
       }
@@ -53,7 +59,7 @@ export function useDropzoneVisible() {
       document.removeEventListener('dragleave', onDocumentDragLeave);
       document.removeEventListener('drop', onDocumentDrop);
     };
-  }, []);
+  }, [multiple]);
 
   return isDropzoneVisible;
 }
@@ -63,9 +69,9 @@ export function Dropzone({ onChange, children }: DropzoneProps) {
 
   const onDragOver = (event: React.DragEvent) => {
     event.preventDefault();
-    setDropzoneHovered(true);
 
     if (event.dataTransfer) {
+      setDropzoneHovered(true);
       event.dataTransfer.dropEffect = 'copy';
     }
   };
diff --git a/src/file-upload/internal.tsx b/src/file-upload/internal.tsx
index 5009bd742c..627b160412 100644
--- a/src/file-upload/internal.tsx
+++ b/src/file-upload/internal.tsx
@@ -80,7 +80,7 @@ function InternalFileUpload(
     }
   };
 
-  const isDropzoneVisible = useDropzoneVisible();
+  const isDropzoneVisible = useDropzoneVisible(multiple);
 
   const formFieldContext = useFormFieldContext(restProps);
   const ariaDescribedBy = joinStrings(