diff --git a/app/assets/javascripts/sidebar/components/labels/labels_select_widget/dropdown_contents_labels_view.vue b/app/assets/javascripts/sidebar/components/labels/labels_select_widget/dropdown_contents_labels_view.vue
index fc8834a97d49469d72f6051adf5400aaf7fd37ef..e81513624d9a26b150c10818c10b0322e35ee076 100644
--- a/app/assets/javascripts/sidebar/components/labels/labels_select_widget/dropdown_contents_labels_view.vue
+++ b/app/assets/javascripts/sidebar/components/labels/labels_select_widget/dropdown_contents_labels_view.vue
@@ -1,9 +1,11 @@
 <script>
-import { GlDropdownItem, GlLoadingIcon, GlIntersectionObserver } from '@gitlab/ui';
+import { GlDropdownItem, GlLoadingIcon, GlIntersectionObserver, GlTooltip } from '@gitlab/ui';
+import { GlBreakpointInstance as bp } from '@gitlab/ui/dist/utils';
 import fuzzaldrinPlus from 'fuzzaldrin-plus';
 import { createAlert } from '~/alert';
 import { getIdFromGraphQLId } from '~/graphql_shared/utils';
 import { __ } from '~/locale';
+import glFeatureFlagMixin from '~/vue_shared/mixins/gl_feature_flags_mixin';
 import { workspaceLabelsQueries } from '../../../queries/constants';
 import LabelItem from './label_item.vue';
 
@@ -13,7 +15,9 @@ export default {
     GlLoadingIcon,
     GlIntersectionObserver,
     LabelItem,
+    GlTooltip,
   },
+  mixins: [glFeatureFlagMixin()],
   model: {
     prop: 'localSelectedLabels',
   },
@@ -43,6 +47,7 @@ export default {
     return {
       labels: [],
       isVisible: false,
+      showLabelTooltip: true,
     };
   },
   apollo: {
@@ -86,6 +91,15 @@ export default {
     shouldHighlightFirstItem() {
       return this.searchKey !== '' && this.visibleLabels.length > 0;
     },
+    isLabelTooltipFeatureFlagEnabled() {
+      return this.glFeatures.labelDropdownTooltip;
+    },
+  },
+  created() {
+    window.addEventListener('resize', this.onResize);
+  },
+  beforeDestroy() {
+    window.removeEventListener('resize', this.onResize);
   },
   methods: {
     isLabelSelected(label) {
@@ -145,6 +159,13 @@ export default {
         }
       }
     },
+    onResize() {
+      if (bp.getBreakpointSize() === 'xs') {
+        this.showLabelTooltip = false;
+      } else {
+        this.showLabelTooltip = true;
+      }
+    },
   },
 };
 </script>
@@ -159,8 +180,21 @@ export default {
           size="sm"
         />
         <template v-else>
+          <template v-if="isLabelTooltipFeatureFlagEnabled">
+            <template v-for="(label, index) in visibleLabels">
+              <gl-tooltip
+                v-if="label.description && showLabelTooltip"
+                :key="`${label.id}-tooltip`"
+                placement="left"
+                :target="() => $refs['labels'][index].$el"
+                boundary="viewport"
+                >{{ label.description }}</gl-tooltip
+              >
+            </template>
+          </template>
           <gl-dropdown-item
             v-for="(label, index) in visibleLabels"
+            ref="labels"
             :key="label.id"
             :is-checked="isLabelSelected(label)"
             is-check-item
diff --git a/config/feature_flags/experiment/label_dropdown_tooltip.yml b/config/feature_flags/experiment/label_dropdown_tooltip.yml
new file mode 100644
index 0000000000000000000000000000000000000000..baffb8b9111fe917975bf53bd3aaae0f2e7ff09e
--- /dev/null
+++ b/config/feature_flags/experiment/label_dropdown_tooltip.yml
@@ -0,0 +1,9 @@
+---
+name: label_dropdown_tooltip
+feature_issue_url: https://gitlab.com/gitlab-org/gitlab/-/issues/333886
+introduced_by_url: https://gitlab.com/gitlab-org/gitlab/-/merge_requests/140498
+rollout_issue_url: https://gitlab.com/gitlab-com/gl-infra/production/-/issues/17316
+milestone: '16.8'
+group: group::project management
+type: experiment
+default_enabled: false
diff --git a/lib/gitlab/gon_helper.rb b/lib/gitlab/gon_helper.rb
index f50a6747497eb33f332bcc3e071c73a3f2957075..f95d6c1b53f311681f05df2177af94410b058915 100644
--- a/lib/gitlab/gon_helper.rb
+++ b/lib/gitlab/gon_helper.rb
@@ -80,6 +80,7 @@ def add_gon_variables
       push_frontend_feature_flag(:remove_monitor_metrics)
       push_frontend_feature_flag(:encoding_logs_tree)
       push_frontend_feature_flag(:group_user_saml)
+      push_frontend_feature_flag(:label_dropdown_tooltip)
     end
 
     # Exposes the state of a feature flag to the frontend code.