diff --git a/e2e/cypress/fixtures/images/cat-symbolic-link b/e2e/cypress/fixtures/images/cat-symbolic-link
new file mode 120000
index 0000000000..d9dd9f2118
--- /dev/null
+++ b/e2e/cypress/fixtures/images/cat-symbolic-link
@@ -0,0 +1 @@
+./cat.jpg
\ No newline at end of file
diff --git a/e2e/cypress/fixtures/images/cat-symbolic-link.jpg b/e2e/cypress/fixtures/images/cat-symbolic-link.jpg
new file mode 120000
index 0000000000..d9dd9f2118
--- /dev/null
+++ b/e2e/cypress/fixtures/images/cat-symbolic-link.jpg
@@ -0,0 +1 @@
+./cat.jpg
\ No newline at end of file
diff --git a/e2e/cypress/integration/dashboard-ui.spec.ts b/e2e/cypress/integration/dashboard-ui.spec.ts
index f68ec8b156..f322ead87f 100644
--- a/e2e/cypress/integration/dashboard-ui.spec.ts
+++ b/e2e/cypress/integration/dashboard-ui.spec.ts
@@ -2,6 +2,7 @@ describe('dashboard-ui', () => {
   beforeEach(() => {
     cy.visit('/dashboard-ui')
     cy.get('.uppy-Dashboard-input:first').as('file-input')
+    cy.get('.uppy-Dashboard-AddFiles').as('drop-target')
   })
 
   it('should not throw when calling uppy.close()', () => {
@@ -18,4 +19,19 @@ describe('dashboard-ui', () => {
       .should('have.length', 2)
       .each((element) => expect(element).attr('src').to.include('blob:'))
   })
+
+  it('should support drag&drop', () => {
+    cy.get('@drop-target').selectFile([
+      'cypress/fixtures/images/cat.jpg',
+      'cypress/fixtures/images/cat-symbolic-link',
+      'cypress/fixtures/images/cat-symbolic-link.jpg',
+      'cypress/fixtures/images/traffic.jpg',
+    ], { action: 'drag-drop' })
+
+    cy.get('.uppy-Dashboard-Item')
+      .should('have.length', 4)
+    cy.get('.uppy-Dashboard-Item-previewImg')
+      .should('have.length', 3)
+      .each((element) => expect(element).attr('src').to.include('blob:'))
+  })
 })