diff --git a/CHANGELOG.md b/CHANGELOG.md
index e64af8c14..61011ed0e 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -4,6 +4,16 @@ All notable changes to this project will be documented in this file.
 
 The format is based on [Keep a Changelog](https://keepachangelog.com/en/1.0.0/)
 
+## [2.1.0] - 2025-08-08
+
+### Changed
+
+- The dropdown logic in **SingleSelect** and **MultiSelect** has been rewritten using the
+  [Popover API](https://developer.mozilla.org/en-US/docs/Web/API/Popover_API). This prevents issues
+  such as an element overlapping the dropdown or its overflowing parts being clipped (e.g., in the
+  Collapsible component).
+- Added `alwaysShowHeaderActions` property to **Collapsible**.
+
 ## [2.0.1] - 2025-08-05
 
 ### Fixed
diff --git a/dev/vscode-collapsible/always-show-header-actions.html b/dev/vscode-collapsible/always-show-header-actions.html
new file mode 100644
index 000000000..6e84a483b
--- /dev/null
+++ b/dev/vscode-collapsible/always-show-header-actions.html
@@ -0,0 +1,146 @@
+<!doctype html>
+<html lang="en">
+  <head>
+    <meta charset="UTF-8">
+    <meta name="viewport" content="width=device-width, initial-scale=1.0">
+    <title>VSCode Elements</title>
+    <link
+      rel="stylesheet"
+      href="/node_modules/@vscode/codicons/dist/codicon.css"
+      id="vscode-codicon-stylesheet"
+    >
+    <script
+      type="module"
+      src="/node_modules/@vscode-elements/webview-playground/dist/index.js"
+    ></script>
+    <script type="module" src="/dist/main.js"></script>
+    <script>
+      const logEvents = (selector, eventType) => {
+        document.querySelector(selector).addEventListener(eventType, (ev) => {
+          console.log(ev);
+        });
+      };
+    </script>
+  </head>
+
+  <body class="vscode-light">
+    <div class="story">
+      <h2 class="story-title">Basic example</h2>
+      <div class="story-content">
+        <style>
+          .collapsible1::part(body) {
+            overflow: visible;
+          }
+        </style>
+        <vscode-demo>
+          <vscode-collapsible
+            heading="Lorem"
+            description="Ipsum Dolor sit"
+            open
+            class="collapsible1"
+            always-show-header-actions
+          >
+            <vscode-icon
+              name="account"
+              action-icon
+              title="Account"
+              tabindex="0"
+              slot="actions"
+            ></vscode-icon>
+            <vscode-icon
+              name="git-compare"
+              action-icon
+              title="Git compare"
+              tabindex="0"
+              slot="actions"
+            ></vscode-icon>
+            <vscode-icon
+              name="add"
+              action-icon
+              title="Add"
+              tabindex="0"
+              slot="actions"
+            ></vscode-icon>
+            <vscode-badge slot="decorators" variant="counter">9</vscode-badge>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <vscode-single-select position="above">
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+              <vscode-option>Lorem Ipsum</vscode-option>
+            </vscode-single-select>
+            <p>lorem ipsum dolor sit</p>
+          </vscode-collapsible>
+          <vscode-collapsible heading="Ipsum">
+            <div slot="actions">
+              <vscode-icon
+                name="account"
+                action-icon
+                title="Account"
+                tabindex="0"
+              ></vscode-icon>
+              <vscode-icon
+                name="add"
+                action-icon
+                title="Add"
+                tabindex="0"
+              ></vscode-icon>
+              <vscode-icon
+                name="git-compare"
+                action-icon
+                title="Git compare"
+                tabindex="0"
+              ></vscode-icon>
+            </div>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+            <p>lorem ipsum dolor sit</p>
+          </vscode-collapsible>
+          <vscode-collapsible title="Dolor"></vscode-collapsible>
+        </vscode-demo>
+        <script type="module">
+          const icons = document.querySelectorAll('vscode-icon[action-icon]');
+
+          icons.forEach((i) => {
+            i.addEventListener('click', (event) => {
+              event.stopPropagation();
+
+              console.log(event);
+            });
+
+            i.addEventListener('keydown', (event) => {
+              event.stopPropagation();
+
+              if (event.key === 'Enter') {
+                console.log(event);
+              }
+            });
+          });
+        </script>
+      </div>
+    </div>
+  </body>
+</html>
diff --git a/dev/vscode-single-select/select-mode/large-list-within-collapsible.html b/dev/vscode-single-select/select-mode/large-list-within-collapsible.html
new file mode 100644
index 000000000..29fe25515
--- /dev/null
+++ b/dev/vscode-single-select/select-mode/large-list-within-collapsible.html
@@ -0,0 +1,443 @@
+<!doctype html>
+<html lang="en">
+  <head>
+    <meta charset="UTF-8">
+    <meta name="viewport" content="width=device-width, initial-scale=1.0">
+    <title>VSCode Elements</title>
+    <link
+      rel="stylesheet"
+      href="/node_modules/@vscode/codicons/dist/codicon.css"
+      id="vscode-codicon-stylesheet"
+    >
+    <script
+      type="module"
+      src="/node_modules/@vscode-elements/webview-playground/dist/index.js"
+    ></script>
+    <script type="module" src="/dist/main.js"></script>
+    <script>
+      const logEvents = (selector, eventType) => {
+        document.querySelector(selector).addEventListener(eventType, (ev) => {
+          console.log(ev);
+        });
+      };
+    </script>
+  </head>
+
+  <body>
+    <main>
+      <vscode-demo>
+        <vscode-collapsible heading="Large list">
+          <vscode-single-select>
+            <vscode-option>Afghanistan</vscode-option>
+            <vscode-option>Albania</vscode-option>
+            <vscode-option>Algeria</vscode-option>
+            <vscode-option>Andorra</vscode-option>
+            <vscode-option>Angola</vscode-option>
+            <vscode-option>Antigua and Barbuda</vscode-option>
+            <vscode-option>Argentina</vscode-option>
+            <vscode-option>Armenia</vscode-option>
+            <vscode-option>Australia</vscode-option>
+            <vscode-option>Austria</vscode-option>
+            <vscode-option>Azerbaijan</vscode-option>
+            <vscode-option>Bahamas</vscode-option>
+            <vscode-option>Bahrain</vscode-option>
+            <vscode-option>Bangladesh</vscode-option>
+            <vscode-option>Barbados</vscode-option>
+            <vscode-option>Belarus</vscode-option>
+            <vscode-option>Belgium</vscode-option>
+            <vscode-option>Belize</vscode-option>
+            <vscode-option>Benin</vscode-option>
+            <vscode-option>Bhutan</vscode-option>
+            <vscode-option>Bolivia</vscode-option>
+            <vscode-option>Bosnia and Herzegovina</vscode-option>
+            <vscode-option>Botswana</vscode-option>
+            <vscode-option>Brazil</vscode-option>
+            <vscode-option>Brunei</vscode-option>
+            <vscode-option>Bulgaria</vscode-option>
+            <vscode-option>Burkina Faso</vscode-option>
+            <vscode-option>Burundi</vscode-option>
+            <vscode-option>Côte d'Ivoire</vscode-option>
+            <vscode-option>Cabo Verde</vscode-option>
+            <vscode-option>Cambodia</vscode-option>
+            <vscode-option>Cameroon</vscode-option>
+            <vscode-option>Canada</vscode-option>
+            <vscode-option>Central African Republic</vscode-option>
+            <vscode-option>Chad</vscode-option>
+            <vscode-option>Chile</vscode-option>
+            <vscode-option>China</vscode-option>
+            <vscode-option>Colombia</vscode-option>
+            <vscode-option>Comoros</vscode-option>
+            <vscode-option>Congo (Congo-Brazzaville)</vscode-option>
+            <vscode-option>Costa Rica</vscode-option>
+            <vscode-option>Croatia</vscode-option>
+            <vscode-option>Cuba</vscode-option>
+            <vscode-option>Cyprus</vscode-option>
+            <vscode-option>Czechia (Czech Republic)</vscode-option>
+            <vscode-option>Democratic Republic of the Congo</vscode-option>
+            <vscode-option>Denmark</vscode-option>
+            <vscode-option>Djibouti</vscode-option>
+            <vscode-option>Dominica</vscode-option>
+            <vscode-option>Dominican Republic</vscode-option>
+            <vscode-option>Ecuador</vscode-option>
+            <vscode-option>Egypt</vscode-option>
+            <vscode-option>El Salvador</vscode-option>
+            <vscode-option>Equatorial Guinea</vscode-option>
+            <vscode-option>Eritrea</vscode-option>
+            <vscode-option>Estonia</vscode-option>
+            <vscode-option>Eswatini (fmr. "Swaziland")</vscode-option>
+            <vscode-option>Ethiopia</vscode-option>
+            <vscode-option>Fiji</vscode-option>
+            <vscode-option>Finland</vscode-option>
+            <vscode-option>France</vscode-option>
+            <vscode-option>Gabon</vscode-option>
+            <vscode-option>Gambia</vscode-option>
+            <vscode-option>Georgia</vscode-option>
+            <vscode-option>Germany</vscode-option>
+            <vscode-option>Ghana</vscode-option>
+            <vscode-option>Greece</vscode-option>
+            <vscode-option>Grenada</vscode-option>
+            <vscode-option>Guatemala</vscode-option>
+            <vscode-option>Guinea</vscode-option>
+            <vscode-option>Guinea-Bissau</vscode-option>
+            <vscode-option>Guyana</vscode-option>
+            <vscode-option>Haiti</vscode-option>
+            <vscode-option>Holy See</vscode-option>
+            <vscode-option>Honduras</vscode-option>
+            <vscode-option>Hungary</vscode-option>
+            <vscode-option>Iceland</vscode-option>
+            <vscode-option>India</vscode-option>
+            <vscode-option>Indonesia</vscode-option>
+            <vscode-option>Iran</vscode-option>
+            <vscode-option>Iraq</vscode-option>
+            <vscode-option>Ireland</vscode-option>
+            <vscode-option>Israel</vscode-option>
+            <vscode-option>Italy</vscode-option>
+            <vscode-option>Jamaica</vscode-option>
+            <vscode-option>Japan</vscode-option>
+            <vscode-option>Jordan</vscode-option>
+            <vscode-option>Kazakhstan</vscode-option>
+            <vscode-option>Kenya</vscode-option>
+            <vscode-option>Kiribati</vscode-option>
+            <vscode-option>Kuwait</vscode-option>
+            <vscode-option>Kyrgyzstan</vscode-option>
+            <vscode-option>Laos</vscode-option>
+            <vscode-option>Latvia</vscode-option>
+            <vscode-option>Lebanon</vscode-option>
+            <vscode-option>Lesotho</vscode-option>
+            <vscode-option>Liberia</vscode-option>
+            <vscode-option>Libya</vscode-option>
+            <vscode-option>Liechtenstein</vscode-option>
+            <vscode-option>Lithuania</vscode-option>
+            <vscode-option>Luxembourg</vscode-option>
+            <vscode-option>Madagascar</vscode-option>
+            <vscode-option>Malawi</vscode-option>
+            <vscode-option>Malaysia</vscode-option>
+            <vscode-option>Maldives</vscode-option>
+            <vscode-option>Mali</vscode-option>
+            <vscode-option>Malta</vscode-option>
+            <vscode-option>Marshall Islands</vscode-option>
+            <vscode-option>Mauritania</vscode-option>
+            <vscode-option>Mauritius</vscode-option>
+            <vscode-option>Mexico</vscode-option>
+            <vscode-option>Micronesia</vscode-option>
+            <vscode-option>Moldova</vscode-option>
+            <vscode-option>Monaco</vscode-option>
+            <vscode-option>Mongolia</vscode-option>
+            <vscode-option>Montenegro</vscode-option>
+            <vscode-option>Morocco</vscode-option>
+            <vscode-option>Mozambique</vscode-option>
+            <vscode-option>Myanmar (formerly Burma)</vscode-option>
+            <vscode-option>Namibia</vscode-option>
+            <vscode-option>Nauru</vscode-option>
+            <vscode-option>Nepal</vscode-option>
+            <vscode-option>Netherlands</vscode-option>
+            <vscode-option>New Zealand</vscode-option>
+            <vscode-option>Nicaragua</vscode-option>
+            <vscode-option>Niger</vscode-option>
+            <vscode-option>Nigeria</vscode-option>
+            <vscode-option>North Korea</vscode-option>
+            <vscode-option>North Macedonia</vscode-option>
+            <vscode-option>Norway</vscode-option>
+            <vscode-option>Oman</vscode-option>
+            <vscode-option>Pakistan</vscode-option>
+            <vscode-option>Palau</vscode-option>
+            <vscode-option>Palestine State</vscode-option>
+            <vscode-option>Panama</vscode-option>
+            <vscode-option>Papua New Guinea</vscode-option>
+            <vscode-option>Paraguay</vscode-option>
+            <vscode-option>Peru</vscode-option>
+            <vscode-option>Philippines</vscode-option>
+            <vscode-option>Poland</vscode-option>
+            <vscode-option>Portugal</vscode-option>
+            <vscode-option>Qatar</vscode-option>
+            <vscode-option>Romania</vscode-option>
+            <vscode-option>Russia</vscode-option>
+            <vscode-option>Rwanda</vscode-option>
+            <vscode-option>Saint Kitts and Nevis</vscode-option>
+            <vscode-option>Saint Lucia</vscode-option>
+            <vscode-option>Saint Vincent and the Grenadines</vscode-option>
+            <vscode-option>Samoa</vscode-option>
+            <vscode-option>San Marino</vscode-option>
+            <vscode-option>Sao Tome and Principe</vscode-option>
+            <vscode-option>Saudi Arabia</vscode-option>
+            <vscode-option>Senegal</vscode-option>
+            <vscode-option>Serbia</vscode-option>
+            <vscode-option>Seychelles</vscode-option>
+            <vscode-option>Sierra Leone</vscode-option>
+            <vscode-option>Singapore</vscode-option>
+            <vscode-option>Slovakia</vscode-option>
+            <vscode-option>Slovenia</vscode-option>
+            <vscode-option>Solomon Islands</vscode-option>
+            <vscode-option>Somalia</vscode-option>
+            <vscode-option>South Africa</vscode-option>
+            <vscode-option>South Korea</vscode-option>
+            <vscode-option>South Sudan</vscode-option>
+            <vscode-option>Spain</vscode-option>
+            <vscode-option>Sri Lanka</vscode-option>
+            <vscode-option>Sudan</vscode-option>
+            <vscode-option>Suriname</vscode-option>
+            <vscode-option>Sweden</vscode-option>
+            <vscode-option>Switzerland</vscode-option>
+            <vscode-option>Syria</vscode-option>
+            <vscode-option>Tajikistan</vscode-option>
+            <vscode-option>Tanzania</vscode-option>
+            <vscode-option>Thailand</vscode-option>
+            <vscode-option>Timor-Leste</vscode-option>
+            <vscode-option>Togo</vscode-option>
+            <vscode-option>Tonga</vscode-option>
+            <vscode-option>Trinidad and Tobago</vscode-option>
+            <vscode-option>Tunisia</vscode-option>
+            <vscode-option>Turkey</vscode-option>
+            <vscode-option>Turkmenistan</vscode-option>
+            <vscode-option>Tuvalu</vscode-option>
+            <vscode-option>Uganda</vscode-option>
+            <vscode-option>Ukraine</vscode-option>
+            <vscode-option>United Arab Emirates</vscode-option>
+            <vscode-option>United Kingdom</vscode-option>
+            <vscode-option>United States of America</vscode-option>
+            <vscode-option>Uruguay</vscode-option>
+            <vscode-option>Uzbekistan</vscode-option>
+            <vscode-option>Vanuatu</vscode-option>
+            <vscode-option>Venezuela</vscode-option>
+            <vscode-option>Vietnam</vscode-option>
+            <vscode-option>Yemen</vscode-option>
+            <vscode-option>Zambia</vscode-option>
+            <vscode-option>Zimbabwe</vscode-option>
+          </vscode-single-select>
+        </vscode-collapsible>
+        <script type="module">
+          const sl = document.querySelector('vscode-single-select');
+          sl.addEventListener('change', () => {
+            console.log(sl.value);
+          });
+
+          sl.addEventListener('vsc-single-select-create-option', (ev) => {
+            console.log(ev);
+          });
+        </script>
+      </vscode-demo>
+
+      <fieldset>
+        <legend>Native select</legend>
+        <label for="native-select">Choose an option</label>
+        <select name="test" id="native-select">
+          <option>Afghanistan</option>
+          <option>Albania</option>
+          <option>Algeria</option>
+          <option>Andorra</option>
+          <option>Angola</option>
+          <option>Antigua and Barbuda</option>
+          <option>Argentina</option>
+          <option>Armenia</option>
+          <option>Australia</option>
+          <option>Austria</option>
+          <option>Azerbaijan</option>
+          <option>Bahamas</option>
+          <option>Bahrain</option>
+          <option>Bangladesh</option>
+          <option>Barbados</option>
+          <option>Belarus</option>
+          <option>Belgium</option>
+          <option>Belize</option>
+          <option>Benin</option>
+          <option>Bhutan</option>
+          <option>Bolivia</option>
+          <option>Bosnia and Herzegovina</option>
+          <option>Botswana</option>
+          <option>Brazil</option>
+          <option>Brunei</option>
+          <option>Bulgaria</option>
+          <option>Burkina Faso</option>
+          <option>Burundi</option>
+          <option>Côte d'Ivoire</option>
+          <option>Cabo Verde</option>
+          <option>Cambodia</option>
+          <option>Cameroon</option>
+          <option>Canada</option>
+          <option>Central African Republic</option>
+          <option>Chad</option>
+          <option>Chile</option>
+          <option>China</option>
+          <option>Colombia</option>
+          <option>Comoros</option>
+          <option>Congo (Congo-Brazzaville)</option>
+          <option>Costa Rica</option>
+          <option>Croatia</option>
+          <option>Cuba</option>
+          <option>Cyprus</option>
+          <option>Czechia (Czech Republic)</option>
+          <option>Democratic Republic of the Congo</option>
+          <option>Denmark</option>
+          <option>Djibouti</option>
+          <option>Dominica</option>
+          <option>Dominican Republic</option>
+          <option>Ecuador</option>
+          <option>Egypt</option>
+          <option>El Salvador</option>
+          <option>Equatorial Guinea</option>
+          <option>Eritrea</option>
+          <option>Estonia</option>
+          <option>Eswatini (fmr. "Swaziland")</option>
+          <option>Ethiopia</option>
+          <option>Fiji</option>
+          <option>Finland</option>
+          <option>France</option>
+          <option>Gabon</option>
+          <option>Gambia</option>
+          <option>Georgia</option>
+          <option>Germany</option>
+          <option>Ghana</option>
+          <option>Greece</option>
+          <option>Grenada</option>
+          <option>Guatemala</option>
+          <option>Guinea</option>
+          <option>Guinea-Bissau</option>
+          <option>Guyana</option>
+          <option>Haiti</option>
+          <option>Holy See</option>
+          <option>Honduras</option>
+          <option>Hungary</option>
+          <option>Iceland</option>
+          <option>India</option>
+          <option>Indonesia</option>
+          <option>Iran</option>
+          <option>Iraq</option>
+          <option>Ireland</option>
+          <option>Israel</option>
+          <option>Italy</option>
+          <option>Jamaica</option>
+          <option>Japan</option>
+          <option>Jordan</option>
+          <option>Kazakhstan</option>
+          <option>Kenya</option>
+          <option>Kiribati</option>
+          <option>Kuwait</option>
+          <option>Kyrgyzstan</option>
+          <option>Laos</option>
+          <option>Latvia</option>
+          <option>Lebanon</option>
+          <option>Lesotho</option>
+          <option>Liberia</option>
+          <option>Libya</option>
+          <option>Liechtenstein</option>
+          <option>Lithuania</option>
+          <option>Luxembourg</option>
+          <option>Madagascar</option>
+          <option>Malawi</option>
+          <option>Malaysia</option>
+          <option>Maldives</option>
+          <option>Mali</option>
+          <option>Malta</option>
+          <option>Marshall Islands</option>
+          <option>Mauritania</option>
+          <option>Mauritius</option>
+          <option>Mexico</option>
+          <option>Micronesia</option>
+          <option>Moldova</option>
+          <option>Monaco</option>
+          <option>Mongolia</option>
+          <option>Montenegro</option>
+          <option>Morocco</option>
+          <option>Mozambique</option>
+          <option>Myanmar (formerly Burma)</option>
+          <option>Namibia</option>
+          <option>Nauru</option>
+          <option>Nepal</option>
+          <option>Netherlands</option>
+          <option>New Zealand</option>
+          <option>Nicaragua</option>
+          <option>Niger</option>
+          <option>Nigeria</option>
+          <option>North Korea</option>
+          <option>North Macedonia</option>
+          <option>Norway</option>
+          <option>Oman</option>
+          <option>Pakistan</option>
+          <option>Palau</option>
+          <option>Palestine State</option>
+          <option>Panama</option>
+          <option>Papua New Guinea</option>
+          <option>Paraguay</option>
+          <option>Peru</option>
+          <option>Philippines</option>
+          <option>Poland</option>
+          <option>Portugal</option>
+          <option>Qatar</option>
+          <option>Romania</option>
+          <option>Russia</option>
+          <option>Rwanda</option>
+          <option>Saint Kitts and Nevis</option>
+          <option>Saint Lucia</option>
+          <option>Saint Vincent and the Grenadines</option>
+          <option>Samoa</option>
+          <option>San Marino</option>
+          <option>Sao Tome and Principe</option>
+          <option>Saudi Arabia</option>
+          <option>Senegal</option>
+          <option>Serbia</option>
+          <option>Seychelles</option>
+          <option>Sierra Leone</option>
+          <option>Singapore</option>
+          <option>Slovakia</option>
+          <option>Slovenia</option>
+          <option>Solomon Islands</option>
+          <option>Somalia</option>
+          <option>South Africa</option>
+          <option>South Korea</option>
+          <option>South Sudan</option>
+          <option>Spain</option>
+          <option>Sri Lanka</option>
+          <option>Sudan</option>
+          <option>Suriname</option>
+          <option>Sweden</option>
+          <option>Switzerland</option>
+          <option>Syria</option>
+          <option>Tajikistan</option>
+          <option>Tanzania</option>
+          <option>Thailand</option>
+          <option>Timor-Leste</option>
+          <option>Togo</option>
+          <option>Tonga</option>
+          <option>Trinidad and Tobago</option>
+          <option>Tunisia</option>
+          <option>Turkey</option>
+          <option>Turkmenistan</option>
+          <option>Tuvalu</option>
+          <option>Uganda</option>
+          <option>Ukraine</option>
+          <option>United Arab Emirates</option>
+          <option>United Kingdom</option>
+          <option>United States of America</option>
+          <option>Uruguay</option>
+          <option>Uzbekistan</option>
+          <option>Vanuatu</option>
+          <option>Venezuela</option>
+          <option>Vietnam</option>
+          <option>Yemen</option>
+          <option>Zambia</option>
+          <option>Zimbabwe</option>
+        </select>
+      </fieldset>
+    </main>
+  </body>
+</html>
diff --git a/dev/vscode-single-select/select-mode/position-above.html b/dev/vscode-single-select/select-mode/position-above.html
new file mode 100644
index 000000000..53c5adf6b
--- /dev/null
+++ b/dev/vscode-single-select/select-mode/position-above.html
@@ -0,0 +1,178 @@
+<!doctype html>
+<html lang="en">
+  <head>
+    <meta charset="UTF-8">
+    <meta name="viewport" content="width=device-width, initial-scale=1.0">
+    <title>VSCode Elements</title>
+    <link
+      rel="stylesheet"
+      href="/node_modules/@vscode/codicons/dist/codicon.css"
+      id="vscode-codicon-stylesheet"
+    >
+    <script
+      type="module"
+      src="/node_modules/@vscode-elements/webview-playground/dist/index.js"
+    ></script>
+    <script type="module" src="/dist/main.js"></script>
+    <script>
+      const logEvents = (selector, eventType) => {
+        document.querySelector(selector).addEventListener(eventType, (ev) => {
+          console.log(ev);
+        });
+      };
+    </script>
+  </head>
+
+  <body>
+    <main>
+      <vscode-demo>
+        <div style="height: 500px; width: 500px; overflow: auto">
+          <p>Scroll down</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <vscode-single-select label="Single Select example" position="above">
+            <vscode-option>Lorem</vscode-option>
+            <vscode-option>Ipsum</vscode-option>
+            <vscode-option>Dolor</vscode-option>
+            <vscode-option>Sit</vscode-option>
+          </vscode-single-select>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+          <p>&nbsp;</p>
+        </div>
+      </vscode-demo>
+    </main>
+  </body>
+</html>
diff --git a/package-lock.json b/package-lock.json
index 126d3aa96..4bcc0ad5a 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -1,12 +1,12 @@
 {
   "name": "@vscode-elements/elements",
-  "version": "2.0.1",
+  "version": "2.1.0",
   "lockfileVersion": 2,
   "requires": true,
   "packages": {
     "": {
       "name": "@vscode-elements/elements",
-      "version": "2.0.1",
+      "version": "2.1.0",
       "license": "MIT",
       "dependencies": {
         "@lit/context": "^1.1.3",
@@ -29,7 +29,7 @@
         "@typescript-eslint/eslint-plugin": "^8.29.0",
         "@typescript-eslint/parser": "^8.29.0",
         "@vscode-elements/webview-playground": "^1.6.0",
-        "@vscode/codicons": "^0.0.38",
+        "@vscode/codicons": "^0.0.39",
         "@web/dev-server": "^0.4.6",
         "@web/dev-server-esbuild": "^1.0.4",
         "@web/dev-server-legacy": "^2.1.1",
@@ -2668,12 +2668,11 @@
       "license": "BSD-3-Clause"
     },
     "node_modules/@lit/context": {
-      "version": "1.1.3",
-      "resolved": "https://registry.npmjs.org/@lit/context/-/context-1.1.3.tgz",
-      "integrity": "sha512-Auh37F4S0PZM93HTDfZWs97mmzaQ7M3vnTc9YvxAGyP3UItSK/8Fs0vTOGT+njuvOwbKio/l8Cx/zWL4vkutpQ==",
-      "license": "BSD-3-Clause",
+      "version": "1.1.6",
+      "resolved": "https://registry.npmjs.org/@lit/context/-/context-1.1.6.tgz",
+      "integrity": "sha512-M26qDE6UkQbZA2mQ3RjJ3Gzd8TxP+/0obMgE5HfkfLhEEyYE3Bui4A5XHiGPjy0MUGAyxB3QgVuw2ciS0kHn6A==",
       "dependencies": {
-        "@lit/reactive-element": "^1.6.2 || ^2.0.0"
+        "@lit/reactive-element": "^1.6.2 || ^2.1.0"
       }
     },
     "node_modules/@lit/reactive-element": {
@@ -3063,9 +3062,9 @@
       "dev": true
     },
     "node_modules/@rollup/rollup-android-arm-eabi": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-android-arm-eabi/-/rollup-android-arm-eabi-4.46.0.tgz",
-      "integrity": "sha512-9f3nSTFI2ivfxc7/tHBHcJ8pRnp8ROrELvsVprlQPVvcZ+j5zztYd+PTJGpyIOAdTvNwNrpCXswKSeoQcyGjMQ==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-android-arm-eabi/-/rollup-android-arm-eabi-4.46.2.tgz",
+      "integrity": "sha512-Zj3Hl6sN34xJtMv7Anwb5Gu01yujyE/cLBDB2gnHTAHaWS1Z38L7kuSG+oAh0giZMqG060f/YBStXtMH6FvPMA==",
       "cpu": [
         "arm"
       ],
@@ -3076,9 +3075,9 @@
       ]
     },
     "node_modules/@rollup/rollup-android-arm64": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-android-arm64/-/rollup-android-arm64-4.46.0.tgz",
-      "integrity": "sha512-tFZSEhqJ8Yrpe50TzOdeoYi72gi/jsnT7y8Qrozf3cNu28WX+s6I3XzEPUAqoaT9SAS8Xz9AzGTFlxxCH/w20w==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-android-arm64/-/rollup-android-arm64-4.46.2.tgz",
+      "integrity": "sha512-nTeCWY83kN64oQ5MGz3CgtPx8NSOhC5lWtsjTs+8JAJNLcP3QbLCtDDgUKQc/Ro/frpMq4SHUaHN6AMltcEoLQ==",
       "cpu": [
         "arm64"
       ],
@@ -3089,9 +3088,9 @@
       ]
     },
     "node_modules/@rollup/rollup-darwin-arm64": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-darwin-arm64/-/rollup-darwin-arm64-4.46.0.tgz",
-      "integrity": "sha512-+DikIIs+p6yU2hF51UaWG8BnHbq90X0QIOt5zqSKSZxY+G3qqdLih214e9InJal21af2PuuxkDectetGfbVPJw==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-darwin-arm64/-/rollup-darwin-arm64-4.46.2.tgz",
+      "integrity": "sha512-HV7bW2Fb/F5KPdM/9bApunQh68YVDU8sO8BvcW9OngQVN3HHHkw99wFupuUJfGR9pYLLAjcAOA6iO+evsbBaPQ==",
       "cpu": [
         "arm64"
       ],
@@ -3102,9 +3101,9 @@
       ]
     },
     "node_modules/@rollup/rollup-darwin-x64": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-darwin-x64/-/rollup-darwin-x64-4.46.0.tgz",
-      "integrity": "sha512-5a+NofhdEB/WimSlFMskbFQn1vqz1FWryYpA99trmZGO6qEmiS0IsX6w4B3d91U878Q2ZQdiaFF1gxX4P147og==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-darwin-x64/-/rollup-darwin-x64-4.46.2.tgz",
+      "integrity": "sha512-SSj8TlYV5nJixSsm/y3QXfhspSiLYP11zpfwp6G/YDXctf3Xkdnk4woJIF5VQe0of2OjzTt8EsxnJDCdHd2xMA==",
       "cpu": [
         "x64"
       ],
@@ -3115,9 +3114,9 @@
       ]
     },
     "node_modules/@rollup/rollup-freebsd-arm64": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-freebsd-arm64/-/rollup-freebsd-arm64-4.46.0.tgz",
-      "integrity": "sha512-igr/RlKPS3OCy4jD3XBmAmo3UAcNZkJSubRsw1JeM8bAbwf15k/3eMZXD91bnjheijJiOJcga3kfCLKjV8IXNg==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-freebsd-arm64/-/rollup-freebsd-arm64-4.46.2.tgz",
+      "integrity": "sha512-ZyrsG4TIT9xnOlLsSSi9w/X29tCbK1yegE49RYm3tu3wF1L/B6LVMqnEWyDB26d9Ecx9zrmXCiPmIabVuLmNSg==",
       "cpu": [
         "arm64"
       ],
@@ -3128,9 +3127,9 @@
       ]
     },
     "node_modules/@rollup/rollup-freebsd-x64": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-freebsd-x64/-/rollup-freebsd-x64-4.46.0.tgz",
-      "integrity": "sha512-MdigWzPSHlQzB1xZ+MdFDWTAH+kcn7UxjEBoOKuaso7z1DRlnAnrknB1mTtNOQ+GdPI8xgExAGwHeqQjntR0Cg==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-freebsd-x64/-/rollup-freebsd-x64-4.46.2.tgz",
+      "integrity": "sha512-pCgHFoOECwVCJ5GFq8+gR8SBKnMO+xe5UEqbemxBpCKYQddRQMgomv1104RnLSg7nNvgKy05sLsY51+OVRyiVw==",
       "cpu": [
         "x64"
       ],
@@ -3141,9 +3140,9 @@
       ]
     },
     "node_modules/@rollup/rollup-linux-arm-gnueabihf": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-linux-arm-gnueabihf/-/rollup-linux-arm-gnueabihf-4.46.0.tgz",
-      "integrity": "sha512-dmZseE0ZwA/4yy1+BwFrDqFTjjNg24GO9xSrb1weVbt6AFkhp5pz1gVS7IMtfIvoWy8yp6q/zN0bKnefRUImvQ==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-linux-arm-gnueabihf/-/rollup-linux-arm-gnueabihf-4.46.2.tgz",
+      "integrity": "sha512-EtP8aquZ0xQg0ETFcxUbU71MZlHaw9MChwrQzatiE8U/bvi5uv/oChExXC4mWhjiqK7azGJBqU0tt5H123SzVA==",
       "cpu": [
         "arm"
       ],
@@ -3154,9 +3153,9 @@
       ]
     },
     "node_modules/@rollup/rollup-linux-arm-musleabihf": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-linux-arm-musleabihf/-/rollup-linux-arm-musleabihf-4.46.0.tgz",
-      "integrity": "sha512-fzhfn6p9Cfm3W8UrWKIa4l7Wfjs/KGdgaswMBBE3KY3Ta43jg2XsPrAtfezHpsRk0Nx+TFuS3hZk/To2N5kFPQ==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-linux-arm-musleabihf/-/rollup-linux-arm-musleabihf-4.46.2.tgz",
+      "integrity": "sha512-qO7F7U3u1nfxYRPM8HqFtLd+raev2K137dsV08q/LRKRLEc7RsiDWihUnrINdsWQxPR9jqZ8DIIZ1zJJAm5PjQ==",
       "cpu": [
         "arm"
       ],
@@ -3167,9 +3166,9 @@
       ]
     },
     "node_modules/@rollup/rollup-linux-arm64-gnu": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-linux-arm64-gnu/-/rollup-linux-arm64-gnu-4.46.0.tgz",
-      "integrity": "sha512-vVDD+iPDPmJQ5nAQ5Tifq3ywdv60FartglFI8VOCK+hcU9aoG0qlQTsDJP97O5yiTaTqlneZWoARMcVC5nyUoQ==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-linux-arm64-gnu/-/rollup-linux-arm64-gnu-4.46.2.tgz",
+      "integrity": "sha512-3dRaqLfcOXYsfvw5xMrxAk9Lb1f395gkoBYzSFcc/scgRFptRXL9DOaDpMiehf9CO8ZDRJW2z45b6fpU5nwjng==",
       "cpu": [
         "arm64"
       ],
@@ -3180,9 +3179,9 @@
       ]
     },
     "node_modules/@rollup/rollup-linux-arm64-musl": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-linux-arm64-musl/-/rollup-linux-arm64-musl-4.46.0.tgz",
-      "integrity": "sha512-0d0jx08fzDHCzXqrtCMEEyxKU0SvJrWmUjUDE2/KDQ2UDJql0tfiwYvEx1oHELClKO8CNdE+AGJj+RqXscZpdQ==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-linux-arm64-musl/-/rollup-linux-arm64-musl-4.46.2.tgz",
+      "integrity": "sha512-fhHFTutA7SM+IrR6lIfiHskxmpmPTJUXpWIsBXpeEwNgZzZZSg/q4i6FU4J8qOGyJ0TR+wXBwx/L7Ho9z0+uDg==",
       "cpu": [
         "arm64"
       ],
@@ -3193,9 +3192,9 @@
       ]
     },
     "node_modules/@rollup/rollup-linux-loongarch64-gnu": {
-      "version": "4.46.0",
-      "resolved": "https://registry.npmjs.org/@rollup/rollup-linux-loongarch64-gnu/-/rollup-linux-loongarch64-gnu-4.46.0.tgz",
-      "integrity": "sha512-XBYu9oW9eKJadWn8M7hkTZsD4yG+RrsTrVEgyKwb4L72cpJjRbRboTG9Lg9fec8MxJp/cfTHAocg4mnismQR8A==",
+      "version": "4.46.2",
+      "resolved": "https://registry.npmjs.org/@rollup/rollup-linux-loongarch64-gnu/-/rollup-linux-loongarch64-gnu-4.46.2.tgz",
+      "integrity": "sha512-i7wfGFXu8x4+FRqPymzjD+Hyav8l95UIZ773j7J7zRYc3Xsxy2wIn4x+llpunexXe6laaO72iEjeeGyUFmjKeA==",
       "cpu": [
         "loong64"
       ],
@@ -3206,9 +3205,9 @@
       ]
     },
     "node_modules/@rollup/rollup-linux-ppc64-gnu": {
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diff --git a/package.json b/package.json
index 7acd73b96..f6d1262cf 100644
--- a/package.json
+++ b/package.json
@@ -1,6 +1,6 @@
 {
   "name": "@vscode-elements/elements",
-  "version": "2.0.1",
+  "version": "2.1.0",
   "description": "Web components for creating Visual Studio Code extensions",
   "main": "dist/main.js",
   "module": "dist/main.js",
@@ -152,7 +152,7 @@
     "@typescript-eslint/eslint-plugin": "^8.29.0",
     "@typescript-eslint/parser": "^8.29.0",
     "@vscode-elements/webview-playground": "^1.6.0",
-    "@vscode/codicons": "^0.0.38",
+    "@vscode/codicons": "^0.0.39",
     "@web/dev-server": "^0.4.6",
     "@web/dev-server-esbuild": "^1.0.4",
     "@web/dev-server-legacy": "^2.1.1",
diff --git a/src/includes/VscElement.ts b/src/includes/VscElement.ts
index f3a4dc5e4..7acd8235b 100644
--- a/src/includes/VscElement.ts
+++ b/src/includes/VscElement.ts
@@ -1,6 +1,6 @@
 import {LitElement} from 'lit';
 
-const VERSION = '2.0.1';
+const VERSION = '2.1.0';
 const CONFIG_KEY = '__vscodeElements_disableRegistryWarning__';
 
 export class VscElement extends LitElement {
diff --git a/src/includes/vscode-select/styles.ts b/src/includes/vscode-select/styles.ts
index e99440436..aac691639 100644
--- a/src/includes/vscode-select/styles.ts
+++ b/src/includes/vscode-select/styles.ts
@@ -165,14 +165,14 @@ export default [
       border-radius: 0 0 3px 3px;
       border-style: solid;
       border-width: 1px;
+      bottom: unset;
       box-sizing: border-box;
       display: none;
-      left: 0;
       padding-bottom: 2px;
-      position: absolute;
-      top: 100%;
-      width: 100%;
-      z-index: var(--dropdown-z-index, 2);
+      padding-left: 0;
+      padding-right: 0;
+      padding-top: 0;
+      right: unset;
     }
 
     .dropdown.open {
@@ -184,7 +184,7 @@ export default [
       bottom: 26px;
       padding-bottom: 0;
       padding-top: 2px;
-      top: auto;
+      top: unset;
     }
 
     :host(:focus) .dropdown,
diff --git a/src/includes/vscode-select/vscode-select-base.ts b/src/includes/vscode-select/vscode-select-base.ts
index a814df4f5..a4ac6d423 100644
--- a/src/includes/vscode-select/vscode-select-base.ts
+++ b/src/includes/vscode-select/vscode-select-base.ts
@@ -1,5 +1,5 @@
 import {html, render, nothing, TemplateResult, PropertyValues} from 'lit';
-import {property, queryAssignedElements, state} from 'lit/decorators.js';
+import {property, query, queryAssignedElements, state} from 'lit/decorators.js';
 import {classMap} from 'lit/directives/class-map.js';
 import {ifDefined} from 'lit/directives/if-defined.js';
 import {repeat} from 'lit/directives/repeat.js';
@@ -18,9 +18,6 @@ import '../../vscode-scrollable/vscode-scrollable.js';
 export const VISIBLE_OPTS = 10;
 export const OPT_HEIGHT = 22;
 
-/**
- * @cssprop --dropdown-z-index - workaround for dropdown z-index issues
- */
 export class VscodeSelectBase extends VscElement {
   @property({type: Boolean, reflect: true})
   creatable = false;
@@ -156,8 +153,13 @@ export class VscodeSelectBase extends VscElement {
   })
   private _assignedOptions!: VscodeOption[];
 
+  @query('.dropdown', true)
+  private _dropdownEl!: HTMLDivElement;
+
   protected _opts = new OptionListController(this);
 
+  //#region lifecycle callbacks
+
   constructor() {
     super();
     this.addEventListener('vsc-option-state-change', (ev) => {
@@ -192,23 +194,27 @@ export class VscodeSelectBase extends VscElement {
     if (changedProperties.has('required') && this._firstUpdateCompleted) {
       this._manageRequired();
     }
-  }
 
-  protected override update(changedProperties: PropertyValues) {
-    super.update(changedProperties);
-
-    if (changedProperties.has('open')) {
+    if (changedProperties.has('open') && this._firstUpdateCompleted) {
       if (this.open) {
+        this._dropdownEl.showPopover();
+
+        window.addEventListener('scroll', this._handleWindowScroll, {
+          capture: true,
+        });
+
         this._opts.activateDefault();
         this._scrollActiveElementToTop();
-
-        window.addEventListener('click', this._onClickOutside);
       } else {
-        window.removeEventListener('click', this._onClickOutside);
+        this._dropdownEl.hidePopover();
+
+        window.removeEventListener('scroll', this._handleWindowScroll);
       }
     }
   }
 
+  //#endregion
+
   @state()
   protected _currentDescription = '';
 
@@ -382,14 +388,9 @@ export class VscodeSelectBase extends VscElement {
     this.open = !this.open;
   }
 
-  private _onClickOutside = (event: MouseEvent): void => {
-    const path = event.composedPath();
-    const found = path.findIndex((et) => et === this);
-
-    if (found === -1) {
-      this.open = false;
-    }
-  };
+  private _handleDropdownToggle(event: ToggleEvent) {
+    this.open = event.newState === 'open';
+  }
 
   private _onMouseMove = () => {
     this._isHoverForbidden = false;
@@ -599,6 +600,10 @@ export class VscodeSelectBase extends VscElement {
     this._isBeingFiltered = false;
     return;
   }
+
+  private _handleWindowScroll = () => {
+    this.open = false;
+  };
   //#endregion
 
   //#region render functions
@@ -754,8 +759,25 @@ export class VscodeSelectBase extends VscElement {
       VISIBLE_OPTS * OPT_HEIGHT
     );
 
+    const cr = this.getBoundingClientRect();
+
+    const dropdownStyles: Partial<CSSStyleDeclaration> = {
+      width: `${cr.width}px`,
+      left: `${cr.left}px`,
+      top: this.position === 'below' ? `${cr.top + cr.height}px` : 'unset',
+      bottom:
+        this.position === 'below'
+          ? 'unset'
+          : `${document.documentElement.clientHeight - cr.top}px`,
+    };
+
     return html`
-      <div class=${classMap(classes)}>
+      <div
+        class=${classMap(classes)}
+        popover="auto"
+        @toggle=${this._handleDropdownToggle}
+        .style=${stylePropertyMap(dropdownStyles)}
+      >
         ${this.position === 'above' ? this._renderDescription() : nothing}
         <vscode-scrollable
           always-visible
diff --git a/src/vscode-collapsible/vscode-collapsible.styles.ts b/src/vscode-collapsible/vscode-collapsible.styles.ts
index f2b0e6ca5..82af0f747 100644
--- a/src/vscode-collapsible/vscode-collapsible.styles.ts
+++ b/src/vscode-collapsible/vscode-collapsible.styles.ts
@@ -69,7 +69,8 @@ const styles: CSSResultGroup = [
       display: none;
     }
 
-    .collapsible.open .actions {
+    .collapsible.open .actions.always-visible,
+    .collapsible.open:hover .actions {
       display: block;
     }
 
diff --git a/src/vscode-collapsible/vscode-collapsible.ts b/src/vscode-collapsible/vscode-collapsible.ts
index 83142fa93..3363f2ce3 100644
--- a/src/vscode-collapsible/vscode-collapsible.ts
+++ b/src/vscode-collapsible/vscode-collapsible.ts
@@ -30,6 +30,18 @@ export type VscCollapsibleToggleEvent = CustomEvent<{open: boolean}>;
 export class VscodeCollapsible extends VscElement {
   static override styles = styles;
 
+  /**
+   * When enabled, header actions are always visible; otherwise, they appear only when the cursor
+   * hovers over the component. Actions are shown only when the Collapsible component is open. This
+   * property is designed to use the `workbench.view.alwaysShowHeaderActions` setting.
+   */
+  @property({
+    type: Boolean,
+    reflect: true,
+    attribute: 'always-show-header-actions',
+  })
+  alwaysShowHeaderActions = false;
+
   /**
    * Component heading text
    *
@@ -73,7 +85,11 @@ export class VscodeCollapsible extends VscElement {
   }
 
   override render(): TemplateResult {
-    const classes = classMap({collapsible: true, open: this.open});
+    const classes = {collapsible: true, open: this.open};
+    const actionsClasses = {
+      actions: true,
+      'always-visible': this.alwaysShowHeaderActions,
+    };
     const heading = this.heading ? this.heading : this.title;
 
     const icon = html`<svg
@@ -96,7 +112,7 @@ export class VscodeCollapsible extends VscElement {
       : nothing;
 
     return html`
-      <div class=${classes}>
+      <div class=${classMap(classes)}>
         <div
           class="collapsible-header"
           tabindex="0"
@@ -106,7 +122,9 @@ export class VscodeCollapsible extends VscElement {
           ${icon}
           <h3 class="title">${heading}${descriptionMarkup}</h3>
           <div class="header-slots">
-            <div class="actions"><slot name="actions"></slot></div>
+            <div class=${classMap(actionsClasses)}>
+              <slot name="actions"></slot>
+            </div>
             <div class="decorations"><slot name="decorations"></slot></div>
           </div>
         </div>
diff --git a/src/vscode-single-select/vscode-single-select.test.ts b/src/vscode-single-select/vscode-single-select.test.ts
index ba9c721fe..5818e1f72 100644
--- a/src/vscode-single-select/vscode-single-select.test.ts
+++ b/src/vscode-single-select/vscode-single-select.test.ts
@@ -401,7 +401,7 @@ describe('vscode-single-select', () => {
     });
 
     it('filtered list', async () => {
-      const el = (await fixture(html`
+      const el = await fixture<VscodeSingleSelect>(html`
         <vscode-single-select combobox>
           <vscode-option>Antigua and Barbuda</vscode-option>
           <vscode-option>Argentina</vscode-option>
@@ -409,14 +409,11 @@ describe('vscode-single-select', () => {
           <vscode-option>Australia</vscode-option>
           <vscode-option>Austria</vscode-option>
         </vscode-single-select>
-      `)) as VscodeSingleSelect;
+      `);
       await el.updateComplete;
 
-      const input = el.shadowRoot?.querySelector(
-        '.combobox-input'
-      ) as HTMLInputElement;
-      input.value = 'au';
-      input.dispatchEvent(new InputEvent('input'));
+      el.focus();
+      await sendKeys({type: 'au'});
       await el.updateComplete;
 
       const dropdown = el.shadowRoot?.querySelector('.dropdown');
diff --git a/web-test-runner.config.js b/web-test-runner.config.js
index d07e7d771..ee89be814 100644
--- a/web-test-runner.config.js
+++ b/web-test-runner.config.js
@@ -5,7 +5,7 @@ export default {
   nodeResolve: true,
   preserveSymlinks: true,
   browsers: [playwrightLauncher({product: 'chromium'})],
-  testsFinishTimeout: 3000,
+  testsFinishTimeout: 10000,
   filterBrowserLogs: ({args}) =>
     !(
       typeof args[0] === 'string' &&