diff -u b/core/themes/seven/css/components/dropzone.css b/core/themes/seven/css/components/dropzone.css
--- b/core/themes/seven/css/components/dropzone.css
+++ b/core/themes/seven/css/components/dropzone.css
@@ -24,7 +24,8 @@
   border-left: 1px solid #bfbfbf;
 }
 
-.dropzone__trigger.is-hovering {
+.dropzone__trigger.is-hovering,
+.dropzone__trigger.is-focused {
   background-position: -100px center;
 }
 
@@ -77,7 +78,7 @@
 }
 
 .dropzone__no-trigger .description li {
-  display: inline-block;
+  display: inline;
 }
 
 .dropzone__no-trigger .description li:after {
diff -u b/core/themes/seven/css/components/managed-file.css b/core/themes/seven/css/components/managed-file.css
--- b/core/themes/seven/css/components/managed-file.css
+++ b/core/themes/seven/css/components/managed-file.css
@@ -51,38 +51,38 @@
 
 .form-type-managed-file .remove-button {
   position: absolute;
-  top: 15px;
-  right: 10px; /* LTR */
+  top: 13px;
+  right: 8px; /* LTR */
   width: auto;
   margin: 0;
-  padding: 0 20px 0 0;
+  padding: 2px 20px 2px 2px;
   text-transform: lowercase;
   color: transparent;
   border: 0;
-  background: transparent url(../../../../misc/icons/787878/ex.svg) right 0 no-repeat; /* LTR */
-  box-shadow: none;
+  background: transparent url(../../../../misc/icons/787878/ex.svg) right 2px no-repeat; /* LTR */
   font-weight: normal;
   line-height: 16px;
 }
 [dir="rtl"] .form-type-managed-file .remove-button {
   right: auto;
-  left: 10px;
-  background-position: left 0;
+  left: 8px;
+  padding: 2px 2px 2px 20px;
+  background-position: left 2px;
 }
 
 .form-type-managed-file .remove-button:focus {
-  outline: none;
-  box-shadow: none;
+  color: #787878;
+  border-radius: 0;
 }
 
 .form-type-managed-file .remove-button:hover {
   color: #e00;
   border: 0;
-  background: url(../../../../misc/icons/ee0000/ex.svg) right 0 no-repeat; /* LTR */
+  background: url(../../../../misc/icons/ee0000/ex.svg) right 2px no-repeat; /* LTR */
   box-shadow: none;
 }
 [dir="rtl"] .form-type-managed-file .remove-button:hover {
-  background-position: left 0;
+  background-position: left 2px;
 }
 
 /**
@@ -116,14 +116,14 @@
   display: table;
 }
 
-.form-type-managed-file .draggable td:first-child a.tabledrag-handle,
+.form-type-managed-file .draggable td:first-child .tabledrag-handle,
 .form-type-managed-file .draggable td:first-child .form-managed-file {
   display: table-cell;
   padding-top: 10px;
   vertical-align: top;
 }
 
-.form-type-managed-file .draggable td:first-child a.tabledrag-handle {
+.form-type-managed-file .draggable td:first-child .tabledrag-handle {
   float: none;
 }
 
@@ -160,7 +160,7 @@
 /**
  * Stop input elements from breaking out of their container.
  */
-.form-type-managed-file input.form-text {
+.form-type-managed-file .form-text {
   width: 100%;
   max-width: 500px;
 }
diff -u b/core/themes/seven/js/dropzone.es6.js b/core/themes/seven/js/dropzone.es6.js
--- b/core/themes/seven/js/dropzone.es6.js
+++ b/core/themes/seven/js/dropzone.es6.js
@@ -88,6 +88,18 @@
                 .closest('.dropzone')
                 .find('.dropzone__trigger')
                 .removeClass('is-hovering');
+            })
+            .on('focus', e => {
+              $(e.currentTarget)
+                .closest('.dropzone')
+                .find('.dropzone__trigger')
+                .addClass('is-focused');
+            })
+            .on('blur', e => {
+              $(e.currentTarget)
+                .closest('.dropzone')
+                .find('.dropzone__trigger')
+                .removeClass('is-focused');
             });
         });
 
@@ -161,7 +173,6 @@
     $(this)
-      .closest('div.js-form-managed-file')
+      .closest('.js-form-managed-file')
       .find('.file-upload-js-error')
       .insertBefore($(this).closest('.js-form-item'));
   };
-
 })(jQuery, Drupal, drupalSettings);
diff -u b/core/themes/seven/js/dropzone.js b/core/themes/seven/js/dropzone.js
--- b/core/themes/seven/js/dropzone.js
+++ b/core/themes/seven/js/dropzone.js
@@ -46,6 +46,10 @@
           $(e.currentTarget).closest('.dropzone').find('.dropzone__trigger').addClass('is-hovering');
         }).on('dragleave mouseleave', function (e) {
           $(e.currentTarget).closest('.dropzone').find('.dropzone__trigger').removeClass('is-hovering');
+        }).on('focus', function (e) {
+          $(e.currentTarget).closest('.dropzone').find('.dropzone__trigger').addClass('is-focused');
+        }).on('blur', function (e) {
+          $(e.currentTarget).closest('.dropzone').find('.dropzone__trigger').removeClass('is-focused');
         });
       });
 
@@ -92,5 +96,5 @@
   Drupal.file.validateExtension = function (event) {
     validateExtension.bind(this)(event);
-    $(this).closest('div.js-form-managed-file').find('.file-upload-js-error').insertBefore($(this).closest('.js-form-item'));
+    $(this).closest('.js-form-managed-file').find('.file-upload-js-error').insertBefore($(this).closest('.js-form-item'));
   };
 })(jQuery, Drupal, drupalSettings);
\ No newline at end of file