diff --git a/.github/actionlint.yaml b/.github/actionlint.yaml
new file mode 100644
index 0000000000000..1987681088a3b
--- /dev/null
+++ b/.github/actionlint.yaml
@@ -0,0 +1,5 @@
+# actionlint does not recognize the `ubuntu-26.04` GitHub-hosted runner label yet.
+# This can be removed once the pinned actionlint version includes it in its list of known labels.
+self-hosted-runner:
+  labels:
+    - ubuntu-26.04
diff --git a/.github/workflows/coding-standards.yml b/.github/workflows/coding-standards.yml
index 5ec4c281f8b2f..d9e2bb6bcf251 100644
--- a/.github/workflows/coding-standards.yml
+++ b/.github/workflows/coding-standards.yml
@@ -76,7 +76,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ phpcs, jshint, slack-notifications ]
diff --git a/.github/workflows/end-to-end-tests.yml b/.github/workflows/end-to-end-tests.yml
index da29052cf005d..17d1029dde08b 100644
--- a/.github/workflows/end-to-end-tests.yml
+++ b/.github/workflows/end-to-end-tests.yml
@@ -80,7 +80,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ e2e-tests, slack-notifications ]
diff --git a/.github/workflows/javascript-tests.yml b/.github/workflows/javascript-tests.yml
index 21b45c94f7705..9c3378ec2deb4 100644
--- a/.github/workflows/javascript-tests.yml
+++ b/.github/workflows/javascript-tests.yml
@@ -69,7 +69,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ slack-notifications ]
diff --git a/.github/workflows/local-docker-environment.yml b/.github/workflows/local-docker-environment.yml
index 616d37e19bba0..fc0697fbb6e9a 100644
--- a/.github/workflows/local-docker-environment.yml
+++ b/.github/workflows/local-docker-environment.yml
@@ -87,7 +87,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ ubuntu-24.04 ]
+        os: [ ubuntu-26.04 ]
         memcached: [ false, true ]
         php: ${{ fromJSON( needs.build-test-matrix.outputs.php-versions ) }}
         db-version: ${{ fromJSON( needs.build-test-matrix.outputs.mysql-versions ) }}
@@ -128,7 +128,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ build-test-matrix, environment-tests-mysql, slack-notifications ]
diff --git a/.github/workflows/performance.yml b/.github/workflows/performance.yml
index 57ea3c1f77ffa..d7f59558eebae 100644
--- a/.github/workflows/performance.yml
+++ b/.github/workflows/performance.yml
@@ -45,7 +45,7 @@ permissions: {}
 jobs:
   determine-matrix:
     name: Determine Matrix
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     if: ${{ ( github.repository == 'WordPress/wordpress-develop' || ( github.event_name == 'pull_request' && github.actor != 'dependabot[bot]' ) ) && ! contains( github.event.before, '00000000' ) }}
     permissions:
       actions: read
@@ -141,7 +141,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ slack-notifications ]
diff --git a/.github/workflows/php-compatibility.yml b/.github/workflows/php-compatibility.yml
index f3a9b87f18d15..ec52edee5e130 100644
--- a/.github/workflows/php-compatibility.yml
+++ b/.github/workflows/php-compatibility.yml
@@ -62,7 +62,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ slack-notifications ]
diff --git a/.github/workflows/phpunit-tests.yml b/.github/workflows/phpunit-tests.yml
index 5575c6bdef073..f47500e3f574d 100644
--- a/.github/workflows/phpunit-tests.yml
+++ b/.github/workflows/phpunit-tests.yml
@@ -79,7 +79,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ ubuntu-24.04 ]
+        os: [ ubuntu-26.04 ]
         php: [ '7.2', '7.3', '7.4', '8.0', '8.1', '8.2', '8.3', '8.4' ]
         db-type: [ 'mysql' ]
         db-version: [ '5.7', '8.0', '8.4' ]
@@ -104,14 +104,14 @@ jobs:
 
         include:
           # Include jobs that test with memcached.
-          - os: ubuntu-24.04
+          - os: ubuntu-26.04
             php: '8.3'
             db-type: 'mysql'
             db-version: '8.4'
             tests-domain: 'example.org'
             multisite: false
             memcached: true
-          - os: ubuntu-24.04
+          - os: ubuntu-26.04
             php: '8.3'
             db-type: 'mysql'
             db-version: '8.4'
@@ -119,14 +119,14 @@ jobs:
             multisite: true
             memcached: true
           # Include jobs with a port on the test domain for both single and multisite.
-          - os: ubuntu-24.04
+          - os: ubuntu-26.04
             php: '8.4'
             db-type: 'mysql'
             db-version: '8.4'
             tests-domain: 'example.org:8889'
             multisite: false
             memcached: false
-          - os: ubuntu-24.04
+          - os: ubuntu-26.04
             php: '8.4'
             db-type: 'mysql'
             db-version: '8.4'
@@ -134,7 +134,7 @@ jobs:
             multisite: true
             memcached: false
           # Report test results to the Host Test Results.
-          - os: ubuntu-24.04
+          - os: ubuntu-26.04
             db-type: 'mysql'
             db-version: '8.4'
             tests-domain: 'example.org'
@@ -165,7 +165,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ ubuntu-24.04 ]
+        os: [ ubuntu-26.04 ]
         php: [ '7.2', '7.3', '7.4', '8.0', '8.1', '8.2', '8.3', '8.4' ]
         db-type: [ 'mariadb' ]
         db-version: [ '5.5', '10.3', '10.4', '10.5', '10.6', '10.11', '11.4' ]
@@ -196,13 +196,13 @@ jobs:
 
         include:
         # Include jobs that test with memcached.
-        - os: ubuntu-24.04
+        - os: ubuntu-26.04
           php: '8.3'
           db-type: 'mariadb'
           db-version: '11.4'
           multisite: false
           memcached: true
-        - os: ubuntu-24.04
+        - os: ubuntu-26.04
           php: '8.3'
           db-type: 'mariadb'
           db-version: '11.4'
@@ -237,7 +237,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ ubuntu-24.04 ]
+        os: [ ubuntu-26.04 ]
         php: [ '7.2', '7.3', '7.4', '8.0', '8.1', '8.2', '8.3', '8.4' ]
         db-type: [ 'mysql', 'mariadb' ]
         db-version: [ '9.1', '11.6' ]
@@ -321,7 +321,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ slack-notifications ]
diff --git a/.github/workflows/props-bot.yml b/.github/workflows/props-bot.yml
index 339451011270a..af3910f785fc3 100644
--- a/.github/workflows/props-bot.yml
+++ b/.github/workflows/props-bot.yml
@@ -48,7 +48,7 @@ jobs:
   # - Removes the props-bot label, if necessary.
   props-bot:
     name: Generate a list of props
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       # The action needs permission `write` permission for PRs in order to add a comment.
       pull-requests: write
diff --git a/.github/workflows/pull-request-comments.yml b/.github/workflows/pull-request-comments.yml
index ea18e6be9184c..5e792c89b6662 100644
--- a/.github/workflows/pull-request-comments.yml
+++ b/.github/workflows/pull-request-comments.yml
@@ -22,7 +22,7 @@ permissions: {}
 jobs:
   # Comments on a pull request when the author is a first time contributor.
   post-welcome-message:
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       issues: write
       pull-requests: write
@@ -80,7 +80,7 @@ jobs:
   # Leaves a comment on a pull request with a link to test the changes in a WordPress Playground instance.
   playground-details:
     name: Comment on a pull request with Playground details
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       issues: write
       pull-requests: write
@@ -170,7 +170,7 @@ jobs:
   # Manages comments reminding contributors to include a Trac ticket link when opening a pull request.
   trac-ticket-check:
     name: Manage Trac ticket reminders for pull requests
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       issues: write
       pull-requests: write
diff --git a/.github/workflows/test-build-processes.yml b/.github/workflows/test-build-processes.yml
index ba02de36ad679..35a5a4cfb3843 100644
--- a/.github/workflows/test-build-processes.yml
+++ b/.github/workflows/test-build-processes.yml
@@ -52,16 +52,16 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ ubuntu-24.04, windows-2022 ]
+        os: [ ubuntu-26.04, windows-2022 ]
         directory: [ 'src', 'build' ]
         include:
           # Only prepare artifacts for Playground once.
-          - os: ubuntu-24.04
+          - os: ubuntu-26.04
             directory: 'build'
             save-build: true
             prepare-playground: ${{ github.event_name == 'pull_request' && true || '' }}
           # Test certificate build commands with Linux only.
-          - os: ubuntu-24.04
+          - os: ubuntu-26.04
             test-certificates: true
 
     with:
@@ -104,7 +104,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ ubuntu-24.04, windows-2022 ]
+        os: [ ubuntu-26.04, windows-2022 ]
         directory: [ 'src', 'build' ]
     with:
       os: ${{ matrix.os }}
@@ -153,7 +153,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ slack-notifications ]
diff --git a/.github/workflows/upgrade-develop-testing.yml b/.github/workflows/upgrade-develop-testing.yml
index 697eb3c52e419..ce097826d741b 100644
--- a/.github/workflows/upgrade-develop-testing.yml
+++ b/.github/workflows/upgrade-develop-testing.yml
@@ -58,7 +58,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ 'ubuntu-24.04' ]
+        os: [ 'ubuntu-26.04' ]
         php: [ '7.2', '8.4' ]
         db-type: [ 'mysql' ]
         db-version: [ '5.7', '8.4' ]
@@ -100,7 +100,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ slack-notifications ]
diff --git a/.github/workflows/upgrade-testing.yml b/.github/workflows/upgrade-testing.yml
index 386d4ba54777a..ad008cc3f0817 100644
--- a/.github/workflows/upgrade-testing.yml
+++ b/.github/workflows/upgrade-testing.yml
@@ -62,7 +62,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ 'ubuntu-24.04' ]
+        os: [ 'ubuntu-26.04' ]
         php: [ '7.2', '7.3', '7.4', '8.0', '8.1', '8.2', '8.3', '8.4' ]
         db-type: [ 'mysql' ]
         db-version: [ '5.7', '8.0', '8.4', '9.1' ]
@@ -97,7 +97,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ 'ubuntu-24.04' ]
+        os: [ 'ubuntu-26.04' ]
         php: [ '7.2', '7.4', '8.0', '8.4' ]
         db-type: [ 'mysql' ]
         db-version: [ '5.7', '8.4' ]
@@ -125,7 +125,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ 'ubuntu-24.04' ]
+        os: [ 'ubuntu-26.04' ]
         php: [ '7.2', '7.4' ]
         db-type: [ 'mysql' ]
         db-version: [ '5.7', '8.4' ]
@@ -157,7 +157,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ 'ubuntu-24.04' ]
+        os: [ 'ubuntu-26.04' ]
         php: [ '8.0', '8.4' ]
         db-type: [ 'mysql' ]
         db-version: [ '5.7', '8.4' ]
@@ -182,7 +182,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ 'ubuntu-24.04' ]
+        os: [ 'ubuntu-26.04' ]
         php: [ '7.2', '7.4' ]
         db-type: [ 'mysql' ]
         db-version: [ '5.7', '8.4' ]
@@ -216,7 +216,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ 'ubuntu-24.04' ]
+        os: [ 'ubuntu-26.04' ]
         php: [ '8.0', '8.4' ]
         db-type: [ 'mysql' ]
         db-version: [ '5.7', '8.4' ]
@@ -240,7 +240,7 @@ jobs:
     strategy:
       fail-fast: false
       matrix:
-        os: [ 'ubuntu-24.04' ]
+        os: [ 'ubuntu-26.04' ]
         php: [ '7.2', '7.3', '7.4', '8.0', '8.1', '8.2', '8.3', '8.4' ]
         db-type: [ 'mysql' ]
         db-version: [ '5.7', '8.0', '8.4', '9.1' ]
@@ -285,7 +285,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ slack-notifications ]
diff --git a/.github/workflows/workflow-lint.yml b/.github/workflows/workflow-lint.yml
index 4ea1f8fa5a93c..c5522626370ad 100644
--- a/.github/workflows/workflow-lint.yml
+++ b/.github/workflows/workflow-lint.yml
@@ -57,7 +57,7 @@ jobs:
 
   failed-workflow:
     name: Failed workflow tasks
-    runs-on: ubuntu-24.04
+    runs-on: ubuntu-26.04
     permissions:
       actions: write
     needs: [ slack-notifications ]
diff --git a/package-lock.json b/package-lock.json
index 44ffc6c3d5c46..ff02ea1aabc22 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -104,7 +104,7 @@
 			},
 			"devDependencies": {
 				"@lodder/grunt-postcss": "^3.1.1",
-				"@playwright/test": "1.50.1",
+				"@playwright/test": "1.64.1",
 				"@pmmmwh/react-refresh-webpack-plugin": "0.5.15",
 				"@wordpress/babel-preset-default": "8.19.1",
 				"@wordpress/dependency-extraction-webpack-plugin": "6.19.1",
@@ -4191,19 +4191,19 @@
 			}
 		},
 		"node_modules/@playwright/test": {
-			"version": "1.50.1",
-			"resolved": "https://registry.npmjs.org/@playwright/test/-/test-1.50.1.tgz",
-			"integrity": "sha512-Jii3aBg+CEDpgnuDxEp/h7BimHcUTDlpEtce89xEumlJ5ef2hqepZ+PWp1DDpYC/VO9fmWVI1IlEaoI5fK9FXQ==",
+			"version": "1.64.1",
+			"resolved": "https://registry.npmjs.org/@playwright/test/-/test-1.64.1.tgz",
+			"integrity": "sha512-IaYGml/nSOiZWROfPtuIL7neuu9qDOZ3TNvNljUIrhDMxiGTgPjzj/g9p9RxpS2tSepPDRY+UwAaEeiKtUvIAg==",
 			"dev": true,
 			"license": "Apache-2.0",
 			"dependencies": {
-				"playwright": "1.50.1"
+				"playwright": "1.64.1"
 			},
 			"bin": {
 				"playwright": "cli.js"
 			},
 			"engines": {
-				"node": ">=18"
+				"node": ">=20"
 			}
 		},
 		"node_modules/@pmmmwh/react-refresh-webpack-plugin": {
@@ -27824,35 +27824,32 @@
 			}
 		},
 		"node_modules/playwright": {
-			"version": "1.50.1",
-			"resolved": "https://registry.npmjs.org/playwright/-/playwright-1.50.1.tgz",
-			"integrity": "sha512-G8rwsOQJ63XG6BbKj2w5rHeavFjy5zynBA9zsJMMtBoe/Uf757oG12NXz6e6OirF7RCrTVAKFXbLmn1RbL7Qaw==",
+			"version": "1.64.1",
+			"resolved": "https://registry.npmjs.org/playwright/-/playwright-1.64.1.tgz",
+			"integrity": "sha512-HCrVhHr5QQuwYoswEUGTb7gGp522yflbv/ST8nF4sFWGuLjQCt17Q/EubpGGSNKYn1tsTCPZxqHhHCfVURu7UA==",
 			"dev": true,
 			"license": "Apache-2.0",
 			"dependencies": {
-				"playwright-core": "1.50.1"
+				"playwright-core": "1.64.1"
 			},
 			"bin": {
 				"playwright": "cli.js"
 			},
 			"engines": {
-				"node": ">=18"
-			},
-			"optionalDependencies": {
-				"fsevents": "2.3.2"
+				"node": ">=20"
 			}
 		},
 		"node_modules/playwright-core": {
-			"version": "1.50.1",
-			"resolved": "https://registry.npmjs.org/playwright-core/-/playwright-core-1.50.1.tgz",
-			"integrity": "sha512-ra9fsNWayuYumt+NiM069M6OkcRb1FZSK8bgi66AtpFoWkg2+y0bJSNmkFrWhMbEBbVKC/EruAHH3g0zmtwGmQ==",
+			"version": "1.64.1",
+			"resolved": "https://registry.npmjs.org/playwright-core/-/playwright-core-1.64.1.tgz",
+			"integrity": "sha512-BC4s8y6SEVA6Q1rSxZTto8hI1KUI3xXlHGZgvGqP4IqPdI/a6FX9H29IDNz7vKo9l21b6LfYosScPL6M3xxyDQ==",
 			"dev": true,
 			"license": "Apache-2.0",
 			"bin": {
 				"playwright-core": "cli.js"
 			},
 			"engines": {
-				"node": ">=18"
+				"node": ">=20"
 			}
 		},
 		"node_modules/plur": {
diff --git a/package.json b/package.json
index 4c8a8db1f0b62..63f6a4ba07c2d 100644
--- a/package.json
+++ b/package.json
@@ -25,7 +25,7 @@
 	],
 	"devDependencies": {
 		"@lodder/grunt-postcss": "^3.1.1",
-		"@playwright/test": "1.50.1",
+		"@playwright/test": "1.64.1",
 		"@pmmmwh/react-refresh-webpack-plugin": "0.5.15",
 		"@wordpress/babel-preset-default": "8.19.1",
 		"@wordpress/dependency-extraction-webpack-plugin": "6.19.1",