diff --git a/docs/getting-started/create-block/author-experience.md b/docs/getting-started/create-block/author-experience.md
index f00ee206e04f8..140238eaff0f9 100644
--- a/docs/getting-started/create-block/author-experience.md
+++ b/docs/getting-started/create-block/author-experience.md
@@ -115,7 +115,7 @@ Update `src/editor.scss` to:
 
 ```scss
 .wp-block-create-block-gutenpride input[type='text'] {
-	font-family: Gilbert;
+	font-family: Gilbert, sans-serif;
 	font-size: 64px;
 	color: inherit;
 	background: inherit;
diff --git a/docs/getting-started/create-block/block-code.md b/docs/getting-started/create-block/block-code.md
index 80309063de23a..6ec607e6c0a46 100644
--- a/docs/getting-started/create-block/block-code.md
+++ b/docs/getting-started/create-block/block-code.md
@@ -30,7 +30,7 @@ Note: the block classname is prefixed with `wp-block`. The `create-block/gutenpr
 
 ```scss
 @font-face {
-	font-family: Gilbert;
+	font-family: Gilbert, sans-serif;
 	src: url( ../assets/gilbert-color.otf );
 	font-weight: 700;
 }
diff --git a/package-lock.json b/package-lock.json
index 34c44bf5004ed..071865f1a2591 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -16260,9 +16260,9 @@
 			"dev": true
 		},
 		"@types/prettier": {
-			"version": "2.3.2",
-			"resolved": "https://registry.npmjs.org/@types/prettier/-/prettier-2.3.2.tgz",
-			"integrity": "sha512-eI5Yrz3Qv4KPUa/nSIAi0h+qX0XyewOliug5F2QAtuRg6Kjg6jfmxe1GIwoIRhZspD1A0RP8ANrPwvEXXtRFog==",
+			"version": "2.4.4",
+			"resolved": "https://registry.npmjs.org/@types/prettier/-/prettier-2.4.4.tgz",
+			"integrity": "sha512-ReVR2rLTV1kvtlWFyuot+d1pkpG2Fw/XKE3PDAdj57rbM97ttSp9JZ2UsP+2EHTylra9cUf6JA7tGwW1INzUrA==",
 			"dev": true
 		},
 		"@types/pretty-hrtime": {
@@ -18273,8 +18273,8 @@
 				"jest": "^27.4.5",
 				"jest-dev-server": "^6.0.2",
 				"jest-environment-node": "^27.4.4",
-				"markdownlint": "^0.23.1",
-				"markdownlint-cli": "^0.27.1",
+				"markdownlint": "^0.25.1",
+				"markdownlint-cli": "^0.31.1",
 				"merge-deep": "^3.0.3",
 				"mini-css-extract-plugin": "^2.5.1",
 				"minimist": "^1.2.0",
@@ -21691,6 +21691,15 @@
 					"integrity": "sha512-xh1Rl34h6Fi1DC2WWKfxUTVqRsNnr6LsKz2+hfwDxQJWmrx8+c7ylaqBMcHfl1U1r2dsifOvKX3LQuLNZ+XSvA==",
 					"dev": true
 				},
+				"axios": {
+					"version": "0.21.1",
+					"resolved": "https://registry.npmjs.org/axios/-/axios-0.21.1.tgz",
+					"integrity": "sha512-dKQiRHxGD9PPRIUNIWvZhPTPpl1rf/OxTYKsqKUDjBwYylTvV7SjSHJb9ratfyzM6wCdLCOYLzs73qpg5c4iGA==",
+					"dev": true,
+					"requires": {
+						"follow-redirects": "^1.10.0"
+					}
+				},
 				"babel-runtime": {
 					"version": "6.26.0",
 					"resolved": "https://registry.npmjs.org/babel-runtime/-/babel-runtime-6.26.0.tgz",
@@ -22742,7 +22751,8 @@
 				"follow-redirects": {
 					"version": "1.14.1",
 					"resolved": "https://registry.npmjs.org/follow-redirects/-/follow-redirects-1.14.1.tgz",
-					"integrity": "sha512-HWqDgT7ZEkqRzBvc2s64vSZ/hfOceEol3ac/7tKwzuvEyWx3/4UegXh5oBOIotkGsObyk3xznnSRVADBgWSQVg=="
+					"integrity": "sha512-HWqDgT7ZEkqRzBvc2s64vSZ/hfOceEol3ac/7tKwzuvEyWx3/4UegXh5oBOIotkGsObyk3xznnSRVADBgWSQVg==",
+					"dev": true
 				},
 				"forever-agent": {
 					"version": "0.6.1",
@@ -22835,7 +22845,8 @@
 				"function-bind": {
 					"version": "1.1.1",
 					"resolved": "https://registry.npmjs.org/function-bind/-/function-bind-1.1.1.tgz",
-					"integrity": "sha512-yIovAzMX49sF8Yl58fSCWJ5svSLuaibPxXQJFLmBObTuCr0Mf1KiPopGM9NiFjiYBCbfaa2Fh6breQ6ANVTI0A=="
+					"integrity": "sha512-yIovAzMX49sF8Yl58fSCWJ5svSLuaibPxXQJFLmBObTuCr0Mf1KiPopGM9NiFjiYBCbfaa2Fh6breQ6ANVTI0A==",
+					"dev": true
 				},
 				"gauge": {
 					"version": "2.7.4",
@@ -22971,6 +22982,7 @@
 					"version": "1.0.3",
 					"resolved": "https://registry.npmjs.org/has/-/has-1.0.3.tgz",
 					"integrity": "sha512-f2dvO0VU6Oej7RkWJGrehjbzMAjFp5/VKPp5tTpWIV4JHHZK1/BxbFRtf/siA2SWTe09caDmVtYYzWEIbBS4zw==",
+					"dev": true,
 					"requires": {
 						"function-bind": "^1.1.1"
 					}
@@ -23103,7 +23115,8 @@
 				"interpret": {
 					"version": "1.4.0",
 					"resolved": "https://registry.npmjs.org/interpret/-/interpret-1.4.0.tgz",
-					"integrity": "sha512-agE4QfB2Lkp9uICn7BAqoscw4SZP9kTE2hxiFI3jBPmXJfdqiahTbUuKGsMoN2GtqL9AxhYioAcVvgsb1HvRbA=="
+					"integrity": "sha512-agE4QfB2Lkp9uICn7BAqoscw4SZP9kTE2hxiFI3jBPmXJfdqiahTbUuKGsMoN2GtqL9AxhYioAcVvgsb1HvRbA==",
+					"dev": true
 				},
 				"invert-kv": {
 					"version": "2.0.0",
@@ -23151,6 +23164,7 @@
 					"version": "2.5.0",
 					"resolved": "https://registry.npmjs.org/is-core-module/-/is-core-module-2.5.0.tgz",
 					"integrity": "sha512-TXCMSDsEHMEEZ6eCA8rwRDbLu55MRGmrctljsBX/2v1d9/GzqHOxW5c5oPSgrUt2vBFXebu9rGqckXGPWOlYpg==",
+					"dev": true,
 					"requires": {
 						"has": "^1.0.3"
 					}
@@ -24139,7 +24153,8 @@
 				"path-parse": {
 					"version": "1.0.7",
 					"resolved": "https://registry.npmjs.org/path-parse/-/path-parse-1.0.7.tgz",
-					"integrity": "sha512-LDJzPVEEEPR+y48z93A0Ed0yXb8pAByGWo/k5YYdYgpY2/2EsOsksJrq7lOHxryrVOn1ejG6oAp8ahvOIQD8sw=="
+					"integrity": "sha512-LDJzPVEEEPR+y48z93A0Ed0yXb8pAByGWo/k5YYdYgpY2/2EsOsksJrq7lOHxryrVOn1ejG6oAp8ahvOIQD8sw==",
+					"dev": true
 				},
 				"path-to-regexp": {
 					"version": "0.1.7",
@@ -24203,6 +24218,25 @@
 						"find-up": "^4.0.0"
 					}
 				},
+				"plist": {
+					"version": "3.0.2",
+					"resolved": "https://registry.npmjs.org/plist/-/plist-3.0.2.tgz",
+					"integrity": "sha512-MSrkwZBdQ6YapHy87/8hDU8MnIcyxBKjeF+McXnr5A9MtffPewTs7G3hlpodT5TacyfIyFTaJEhh3GGcmasTgQ==",
+					"dev": true,
+					"requires": {
+						"base64-js": "^1.5.1",
+						"xmlbuilder": "^9.0.7",
+						"xmldom": "^0.5.0"
+					},
+					"dependencies": {
+						"xmlbuilder": {
+							"version": "9.0.7",
+							"resolved": "https://registry.npmjs.org/xmlbuilder/-/xmlbuilder-9.0.7.tgz",
+							"integrity": "sha1-Ey7mPS7FVlxVfiD0wi35rKaGsQ0=",
+							"dev": true
+						}
+					}
+				},
 				"pluralize": {
 					"version": "8.0.0",
 					"resolved": "https://registry.npmjs.org/pluralize/-/pluralize-8.0.0.tgz",
@@ -24412,6 +24446,7 @@
 					"version": "0.6.2",
 					"resolved": "https://registry.npmjs.org/rechoir/-/rechoir-0.6.2.tgz",
 					"integrity": "sha1-hSBLVNuoLVdC4oyWdW70OvUOM4Q=",
+					"dev": true,
 					"requires": {
 						"resolve": "^1.1.6"
 					}
@@ -24512,6 +24547,7 @@
 					"version": "1.20.0",
 					"resolved": "https://registry.npmjs.org/resolve/-/resolve-1.20.0.tgz",
 					"integrity": "sha512-wENBPt4ySzg4ybFQW2TT1zMQucPK95HSh/nq2CFTZVOGut2+pQvSsgtda4d26YrYcr067wjbmzOG8byDPBX63A==",
+					"dev": true,
 					"requires": {
 						"is-core-module": "^2.2.0",
 						"path-parse": "^1.0.6"
@@ -24804,6 +24840,17 @@
 					"integrity": "sha512-mRz/m/JVscCrkMyPqHc/bczi3OQHkLTqXHEFu0zDhK/qfv3UcOA4SVmRCLmos4bhjr9ekVQubj/R7waKapmiQg==",
 					"dev": true
 				},
+				"shelljs": {
+					"version": "0.8.4",
+					"resolved": "https://registry.npmjs.org/shelljs/-/shelljs-0.8.4.tgz",
+					"integrity": "sha512-7gk3UZ9kOfPLIAbslLzyWeGiEqx9e3rxwZM0KE6EL8GlGwjym9Mrlx5/p33bWTu9YG6vcS4MBxYZDHYr5lr8BQ==",
+					"dev": true,
+					"requires": {
+						"glob": "^7.0.0",
+						"interpret": "^1.0.0",
+						"rechoir": "^0.6.2"
+					}
+				},
 				"shimmer": {
 					"version": "1.2.1",
 					"resolved": "https://registry.npmjs.org/shimmer/-/shimmer-1.2.1.tgz",
@@ -26569,15 +26616,6 @@
 			"integrity": "sha512-WKTW1+xAzhMS5dJsxWkliixlO/PqC4VhmO9T4juNYcaTg9jzWiJsou6m5pxWYGfigWbwzJWeFY6z47a+4neRXA==",
 			"dev": true
 		},
-		"axios": {
-			"version": "0.26.1",
-			"resolved": "https://registry.npmjs.org/axios/-/axios-0.26.1.tgz",
-			"integrity": "sha512-fPwcX4EvnSHuInCMItEhAGnaSEXRBjtzh9fOtsE6E1G6p7vl7edEeZe11QHf18+6+9gR5PbKV/sGKNaD8YaMeA==",
-			"dev": true,
-			"requires": {
-				"follow-redirects": "^1.14.8"
-			}
-		},
 		"axobject-query": {
 			"version": "2.2.0",
 			"resolved": "https://registry.npmjs.org/axobject-query/-/axobject-query-2.2.0.tgz",
@@ -42844,9 +42882,9 @@
 			"integrity": "sha1-HADHQ7QzzQpOgHWPe2SldEDZ/wA="
 		},
 		"linkify-it": {
-			"version": "3.0.2",
-			"resolved": "https://registry.npmjs.org/linkify-it/-/linkify-it-3.0.2.tgz",
-			"integrity": "sha512-gDBO4aHNZS6coiZCKVhSNh43F9ioIL4JwRjLZPkoLIY4yZFwg264Y5lu2x6rb1Js42Gh6Yqm2f6L2AJcnkzinQ==",
+			"version": "3.0.3",
+			"resolved": "https://registry.npmjs.org/linkify-it/-/linkify-it-3.0.3.tgz",
+			"integrity": "sha512-ynTsyrFSdE5oZ/O9GEf00kPngmOfVwazR5GKDq6EYfhlpFug3J2zybX56a2PRRpc9P+FuSoGNAwjlbDs9jJBPQ==",
 			"dev": true,
 			"requires": {
 				"uc.micro": "^1.0.1"
@@ -43347,12 +43385,6 @@
 			"integrity": "sha1-nMtOUF1Ia5FlE0V3KIWi3yf9AXw=",
 			"dev": true
 		},
-		"lodash.differencewith": {
-			"version": "4.5.0",
-			"resolved": "https://registry.npmjs.org/lodash.differencewith/-/lodash.differencewith-4.5.0.tgz",
-			"integrity": "sha1-uvr7yRi1UVTheRdqALsK76rIVLc=",
-			"dev": true
-		},
 		"lodash.escape": {
 			"version": "4.0.1",
 			"resolved": "https://registry.npmjs.org/lodash.escape/-/lodash.escape-4.0.1.tgz",
@@ -43903,9 +43935,9 @@
 			"dev": true
 		},
 		"markdown-it": {
-			"version": "12.0.4",
-			"resolved": "https://registry.npmjs.org/markdown-it/-/markdown-it-12.0.4.tgz",
-			"integrity": "sha512-34RwOXZT8kyuOJy25oJNJoulO8L0bTHYWXcdZBYZqFnjIy3NgjeoM3FmPXIOFQ26/lSHYMr8oc62B6adxXcb3Q==",
+			"version": "12.3.2",
+			"resolved": "https://registry.npmjs.org/markdown-it/-/markdown-it-12.3.2.tgz",
+			"integrity": "sha512-TchMembfxfNVpHkbtriWltGWc+m3xszaRD0CZup7GFFhzIgQqxIfn3eGj1yZpfuflzPvfkt611B2Q/Bsk1YnGg==",
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 			"requires": {
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@@ -43942,34 +43974,30 @@
 			"dev": true
 		},
 		"markdownlint": {
-			"version": "0.23.1",
-			"resolved": "https://registry.npmjs.org/markdownlint/-/markdownlint-0.23.1.tgz",
-			"integrity": "sha512-iOEwhDfNmq2IJlaA8mzEkHYUi/Hwoa6Ss+HO5jkwUR6wQ4quFr0WzSx+Z9rsWZKUaPbyirIdL1zGmJRkWawr4Q==",
+			"version": "0.25.1",
+			"resolved": "https://registry.npmjs.org/markdownlint/-/markdownlint-0.25.1.tgz",
+			"integrity": "sha512-AG7UkLzNa1fxiOv5B+owPsPhtM4D6DoODhsJgiaNg1xowXovrYgOnLqAgOOFQpWOlHFVQUzjMY5ypNNTeov92g==",
 			"dev": true,
 			"requires": {
-				"markdown-it": "12.0.4"
+				"markdown-it": "12.3.2"
 			}
 		},
 		"markdownlint-cli": {
-			"version": "0.27.1",
-			"resolved": "https://registry.npmjs.org/markdownlint-cli/-/markdownlint-cli-0.27.1.tgz",
-			"integrity": "sha512-p1VV6aSbGrDlpUWzHizAnSNEQAweVR3qUI/AIUubxW7BGPXziSXkIED+uRtSohUlRS/jmqp3Wi4es5j6fIrdeQ==",
+			"version": "0.31.1",
+			"resolved": "https://registry.npmjs.org/markdownlint-cli/-/markdownlint-cli-0.31.1.tgz",
+			"integrity": "sha512-keIOMwQn+Ch7MoBwA+TdkyVMuxAeZFEGmIIlvwgV0Z1TGS5MxPnRr29XCLhkNzCHU+uNKGjU+VEjLX+Z9kli6g==",
 			"dev": true,
 			"requires": {
-				"commander": "~7.1.0",
-				"deep-extend": "~0.6.0",
-				"get-stdin": "~8.0.0",
-				"glob": "~7.1.6",
-				"ignore": "~5.1.8",
-				"js-yaml": "^4.0.0",
+				"commander": "~9.0.0",
+				"get-stdin": "~9.0.0",
+				"glob": "~7.2.0",
+				"ignore": "~5.2.0",
+				"js-yaml": "^4.1.0",
 				"jsonc-parser": "~3.0.0",
-				"lodash.differencewith": "~4.5.0",
-				"lodash.flatten": "~4.4.0",
-				"markdownlint": "~0.23.1",
-				"markdownlint-rule-helpers": "~0.14.0",
-				"minimatch": "~3.0.4",
-				"minimist": "~1.2.5",
-				"rc": "~1.2.8"
+				"markdownlint": "~0.25.1",
+				"markdownlint-rule-helpers": "~0.16.0",
+				"minimatch": "~3.0.5",
+				"run-con": "~1.2.10"
 			},
 			"dependencies": {
 				"argparse": {
@@ -43979,21 +44007,21 @@
 					"dev": true
 				},
 				"commander": {
-					"version": "7.1.0",
-					"resolved": "https://registry.npmjs.org/commander/-/commander-7.1.0.tgz",
-					"integrity": "sha512-pRxBna3MJe6HKnBGsDyMv8ETbptw3axEdYHoqNh7gu5oDcew8fs0xnivZGm06Ogk8zGAJ9VX+OPEr2GXEQK4dg==",
+					"version": "9.0.0",
+					"resolved": "https://registry.npmjs.org/commander/-/commander-9.0.0.tgz",
+					"integrity": "sha512-JJfP2saEKbQqvW+FI93OYUB4ByV5cizMpFMiiJI8xDbBvQvSkIk0VvQdn1CZ8mqAO8Loq2h0gYTYtDFUZUeERw==",
 					"dev": true
 				},
 				"get-stdin": {
-					"version": "8.0.0",
-					"resolved": "https://registry.npmjs.org/get-stdin/-/get-stdin-8.0.0.tgz",
-					"integrity": "sha512-sY22aA6xchAzprjyqmSEQv4UbAAzRN0L2dQB0NlN5acTTK9Don6nhoc3eAbUnpZiCANAMfd/+40kVdKfFygohg==",
+					"version": "9.0.0",
+					"resolved": "https://registry.npmjs.org/get-stdin/-/get-stdin-9.0.0.tgz",
+					"integrity": "sha512-dVKBjfWisLAicarI2Sf+JuBE/DghV4UzNAVe9yhEJuzeREd3JhOTE9cUaJTeSa77fsbQUK3pcOpJfM59+VKZaA==",
 					"dev": true
 				},
 				"glob": {
-					"version": "7.1.7",
-					"resolved": "https://registry.npmjs.org/glob/-/glob-7.1.7.tgz",
-					"integrity": "sha512-OvD9ENzPLbegENnYP5UUfJIirTg4+XwMWGaQfQTY0JenxNvvIKP3U3/tAQSPIu/lHxXYSZmpXlUHeqAIdKzBLQ==",
+					"version": "7.2.0",
+					"resolved": "https://registry.npmjs.org/glob/-/glob-7.2.0.tgz",
+					"integrity": "sha512-lmLf6gtyrPq8tTjSmrO94wBeQbFR3HbLHbuyD69wuyQkImp2hWqMGB47OX65FBkPffO641IP9jWa1z4ivqG26Q==",
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@@ -44005,9 +44033,9 @@
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-					"version": "5.1.8",
-					"resolved": "https://registry.npmjs.org/ignore/-/ignore-5.1.8.tgz",
-					"integrity": "sha512-BMpfD7PpiETpBl/A6S498BaIJ6Y/ABT93ETbby2fP00v4EbvPBXWEoaR1UBPKs3iR53pJY7EtZk5KACI57i1Uw==",
+					"version": "5.2.0",
+					"resolved": "https://registry.npmjs.org/ignore/-/ignore-5.2.0.tgz",
+					"integrity": "sha512-CmxgYGiEPCLhfLnpPp1MoRmifwEIOgjcHXxOBjv7mY96c+eWScsOP9c112ZyLdWHi0FxHjI+4uVhKYp/gcdRmQ==",
 					"dev": true
 				},
 				"js-yaml": {
@@ -44018,13 +44046,22 @@
 					"requires": {
 						"argparse": "^2.0.1"
 					}
+				},
+				"minimatch": {
+					"version": "3.0.8",
+					"resolved": "https://registry.npmjs.org/minimatch/-/minimatch-3.0.8.tgz",
+					"integrity": "sha512-6FsRAQsxQ61mw+qP1ZzbL9Bc78x2p5OqNgNpnoAFLTrX8n5Kxph0CsnhmKKNXTWjXqU5L0pGPR7hYk+XWZr60Q==",
+					"dev": true,
+					"requires": {
+						"brace-expansion": "^1.1.7"
+					}
 				}
 			}
 		},
 		"markdownlint-rule-helpers": {
-			"version": "0.14.0",
-			"resolved": "https://registry.npmjs.org/markdownlint-rule-helpers/-/markdownlint-rule-helpers-0.14.0.tgz",
-			"integrity": "sha512-vRTPqSU4JK8vVXmjICHSBhwXUvbfh/VJo+j7hvxqe15tLJyomv3FLgFdFgb8kpj0Fe8SsJa/TZUAXv7/sN+N7A==",
+			"version": "0.16.0",
+			"resolved": "https://registry.npmjs.org/markdownlint-rule-helpers/-/markdownlint-rule-helpers-0.16.0.tgz",
+			"integrity": "sha512-oEacRUVeTJ5D5hW1UYd2qExYI0oELdYK72k1TKGvIeYJIbqQWAz476NAc7LNixSySUhcNl++d02DvX0ccDk9/w==",
 			"dev": true
 		},
 		"mathml-tag-names": {
@@ -50309,18 +50346,6 @@
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-		"rc": {
-			"version": "1.2.8",
-			"resolved": "https://registry.npmjs.org/rc/-/rc-1.2.8.tgz",
-			"integrity": "sha512-y3bGgqKj3QBdxLbLkomlohkvsA8gdAiUQlSBJnBhfn+BPxg4bc62d8TcBW15wavDfgexCgccckhcZvywyQYPOw==",
-			"dev": true,
-			"requires": {
-				"deep-extend": "^0.6.0",
-				"ini": "~1.3.0",
-				"minimist": "^1.2.0",
-				"strip-json-comments": "~2.0.1"
-			}
-		},
 		"re-resizable": {
 			"version": "6.9.0",
 			"resolved": "https://registry.npmjs.org/re-resizable/-/re-resizable-6.9.0.tgz",
@@ -51681,15 +51706,6 @@
 				}
 			}
 		},
-		"rechoir": {
-			"version": "0.6.2",
-			"resolved": "https://registry.npmjs.org/rechoir/-/rechoir-0.6.2.tgz",
-			"integrity": "sha1-hSBLVNuoLVdC4oyWdW70OvUOM4Q=",
-			"dev": true,
-			"requires": {
-				"resolve": "^1.1.6"
-			}
-		},
 		"recursive-readdir": {
 			"version": "2.2.2",
 			"resolved": "https://registry.npmjs.org/recursive-readdir/-/recursive-readdir-2.2.2.tgz",
@@ -52902,6 +52918,32 @@
 				}
 			}
 		},
+		"run-con": {
+			"version": "1.2.10",
+			"resolved": "https://registry.npmjs.org/run-con/-/run-con-1.2.10.tgz",
+			"integrity": "sha512-n7PZpYmMM26ZO21dd8y3Yw1TRtGABjRtgPSgFS/nhzfvbJMXFtJhJVyEgayMiP+w/23craJjsnfDvx4W4ue/HQ==",
+			"dev": true,
+			"requires": {
+				"deep-extend": "^0.6.0",
+				"ini": "~2.0.0",
+				"minimist": "^1.2.5",
+				"strip-json-comments": "~3.1.1"
+			},
+			"dependencies": {
+				"ini": {
+					"version": "2.0.0",
+					"resolved": "https://registry.npmjs.org/ini/-/ini-2.0.0.tgz",
+					"integrity": "sha512-7PnF4oN3CvZF23ADhA5wRaYEQpJ8qygSkbtTXWBeXWXmEVRXK+1ITciHWwHhsjv1TmW0MgacIv6hEi5pX5NQdA==",
+					"dev": true
+				},
+				"strip-json-comments": {
+					"version": "3.1.1",
+					"resolved": "https://registry.npmjs.org/strip-json-comments/-/strip-json-comments-3.1.1.tgz",
+					"integrity": "sha512-6fPc+R4ihwqP6N/aIv2f1gMH8lOVtWQHoqC4yK6oSDVVocumAsfCqjkXnqiYMhmMwS/mEHLp7Vehlt3ql6lEig==",
+					"dev": true
+				}
+			}
+		},
 		"run-parallel": {
 			"version": "1.1.9",
 			"resolved": "https://registry.npmjs.org/run-parallel/-/run-parallel-1.1.9.tgz",
@@ -53502,25 +53544,6 @@
 				}
 			}
 		},
-		"shelljs": {
-			"version": "0.8.5",
-			"resolved": "https://registry.npmjs.org/shelljs/-/shelljs-0.8.5.tgz",
-			"integrity": "sha512-TiwcRcrkhHvbrZbnRcFYMLl30Dfov3HKqzp5tO5b4pt6G/SezKcYhmDg15zXVBswHmctSAQKznqNW2LO5tTDow==",
-			"dev": true,
-			"requires": {
-				"glob": "^7.0.0",
-				"interpret": "^1.0.0",
-				"rechoir": "^0.6.2"
-			},
-			"dependencies": {
-				"interpret": {
-					"version": "1.4.0",
-					"resolved": "https://registry.npmjs.org/interpret/-/interpret-1.4.0.tgz",
-					"integrity": "sha512-agE4QfB2Lkp9uICn7BAqoscw4SZP9kTE2hxiFI3jBPmXJfdqiahTbUuKGsMoN2GtqL9AxhYioAcVvgsb1HvRbA==",
-					"dev": true
-				}
-			}
-		},
 		"showdown": {
 			"version": "1.9.1",
 			"resolved": "https://registry.npmjs.org/showdown/-/showdown-1.9.1.tgz",
diff --git a/package.json b/package.json
index ce4d2281cbbda..a6cc51704f8f0 100755
--- a/package.json
+++ b/package.json
@@ -120,7 +120,7 @@
 		"@types/istanbul-lib-report": "3.0.0",
 		"@types/lodash": "4.14.172",
 		"@types/npm-package-arg": "6.1.1",
-		"@types/prettier": "2.3.2",
+		"@types/prettier": "2.4.4",
 		"@types/qs": "6.9.7",
 		"@types/requestidlecallback": "0.3.4",
 		"@types/semver": "7.3.8",
diff --git a/packages/create-block-tutorial-template/CHANGELOG.md b/packages/create-block-tutorial-template/CHANGELOG.md
index 37d8a86bea718..c037c516b250d 100644
--- a/packages/create-block-tutorial-template/CHANGELOG.md
+++ b/packages/create-block-tutorial-template/CHANGELOG.md
@@ -2,6 +2,10 @@
 
 ## Unreleased
 
+### Bug Fix
+
+-   Fix some CSS Coding Standards violations in file templates ([#40479](https://github.com/WordPress/gutenberg/pull/40479)).
+
 ## 2.0.0 (2022-03-03)
 
 ### Breaking Change
diff --git a/packages/create-block-tutorial-template/block-templates/editor.scss.mustache b/packages/create-block-tutorial-template/block-templates/editor.scss.mustache
index bde6408e53ff7..ae6bb87555cc3 100644
--- a/packages/create-block-tutorial-template/block-templates/editor.scss.mustache
+++ b/packages/create-block-tutorial-template/block-templates/editor.scss.mustache
@@ -5,7 +5,7 @@
  */
 
 .wp-block-{{namespace}}-{{slug}} input[type='text'] {
-	font-family: Gilbert;
+	font-family: Gilbert, sans-serif;
 	font-size: 64px;
 	color: inherit;
 	background: inherit;
diff --git a/packages/create-block-tutorial-template/block-templates/style.scss.mustache b/packages/create-block-tutorial-template/block-templates/style.scss.mustache
index b1f1241345cbb..55450eeb3ba6e 100644
--- a/packages/create-block-tutorial-template/block-templates/style.scss.mustache
+++ b/packages/create-block-tutorial-template/block-templates/style.scss.mustache
@@ -6,7 +6,7 @@
  */
 
 @font-face {
-	font-family: Gilbert;
+	font-family: Gilbert, sans-serif;
 	src: url(../assets/gilbert-color.otf);
 	font-weight: 700;
 }
diff --git a/packages/prettier-config/CHANGELOG.md b/packages/prettier-config/CHANGELOG.md
index b4a6e72fb6e47..e4752c662463e 100644
--- a/packages/prettier-config/CHANGELOG.md
+++ b/packages/prettier-config/CHANGELOG.md
@@ -2,6 +2,14 @@
 
 ## Unreleased
 
+### Enhancement
+
+-   Add additional configuration for CSS styles to better align with [CSS Coding Standards](https://developer.wordpress.org/coding-standards/wordpress-coding-standards/css/) ([#40479](https://github.com/WordPress/gutenberg/pull/40479)).
+
+### Bug Fix
+
+-   Ensure that the config can work with both `prettier` and `wp-prettier` without reporting warnings ([#40479](https://github.com/WordPress/gutenberg/pull/40479)).
+
 ## 1.0.0 (2021-01-21)
 
 ### Breaking Changes
diff --git a/packages/prettier-config/lib/index.js b/packages/prettier-config/lib/index.js
index b51aced05e94a..ee0e16591ab1b 100644
--- a/packages/prettier-config/lib/index.js
+++ b/packages/prettier-config/lib/index.js
@@ -1,4 +1,9 @@
-/** @typedef {import('prettier').Options} PrettierOptions */
+/**
+ * External dependencies
+ */
+const prettierPackage = require( require.resolve( 'prettier/package.json' ) );
+
+/** @typedef {import('prettier').Config} PrettierConfig */
 
 /**
  * @typedef WPPrettierOptions
@@ -6,10 +11,15 @@
  * @property {boolean} [parenSpacing=true] Insert spaces inside parentheses.
  */
 
+const isWPPrettier = prettierPackage.name === 'wp-prettier';
+const customOptions = isWPPrettier
+	? { parenSpacing: true, jsxBracketSameLine: false }
+	: { bracketSameLine: false };
+const customStyleOptions = isWPPrettier ? { parenSpacing: false } : {};
+
 // Disable reason: The current JSDoc tooling does not yet understand TypeScript
 // union types.
-
-/** @type {PrettierOptions & WPPrettierOptions} */
+/** @type {PrettierConfig & WPPrettierOptions} */
 const config = {
 	useTabs: true,
 	tabWidth: 4,
@@ -17,10 +27,18 @@ const config = {
 	singleQuote: true,
 	trailingComma: 'es5',
 	bracketSpacing: true,
-	parenSpacing: true,
-	jsxBracketSameLine: false,
 	semi: true,
 	arrowParens: 'always',
+	...customOptions,
+	overrides: [
+		{
+			files: '*.{css,sass,scss}',
+			options: {
+				singleQuote: false,
+				...customStyleOptions,
+			},
+		},
+	],
 };
 
 module.exports = config;
diff --git a/packages/prettier-config/package.json b/packages/prettier-config/package.json
index 81076a8061f40..45c058aab91b2 100644
--- a/packages/prettier-config/package.json
+++ b/packages/prettier-config/package.json
@@ -27,6 +27,9 @@
 	],
 	"main": "lib/index.js",
 	"types": "build-types",
+	"peerDependencies": {
+		"prettier": ">=2"
+	},
 	"publishConfig": {
 		"access": "public"
 	}
diff --git a/packages/prettier-config/tsconfig.json b/packages/prettier-config/tsconfig.json
index 426ab13d0aa8f..450208db3dc96 100644
--- a/packages/prettier-config/tsconfig.json
+++ b/packages/prettier-config/tsconfig.json
@@ -2,7 +2,8 @@
 	"extends": "../../tsconfig.base.json",
 	"compilerOptions": {
 		"rootDir": "lib",
-		"declarationDir": "build-types"
+		"declarationDir": "build-types",
+		"types": [ "node" ],
 	},
 	"include": [ "lib/**/*" ]
 }
diff --git a/packages/scripts/CHANGELOG.md b/packages/scripts/CHANGELOG.md
index 156ad54cdfb3d..b522d5eaddc4e 100644
--- a/packages/scripts/CHANGELOG.md
+++ b/packages/scripts/CHANGELOG.md
@@ -13,6 +13,7 @@
 -   Add `vendor/` to `.markdownlintignore`, to match `lint-md-docs` docs ([#39724](https://github.com/WordPress/gutenberg/pull/39724)).
 -   Include files with `.jsx` extension in the build process ([#39613](https://github.com/WordPress/gutenberg/pull/39613)).
 -   Ensure that the default logic for entry points in the build commands is executed only when used the default config ([#39618](https://github.com/WordPress/gutenberg/pull/39618)).
+-   Update `markdownlint` and `markdownlint-cli` to the latest versions ([#40479](https://github.com/WordPress/gutenberg/pull/40479)).
 
 ## 22.2.0 (2022-03-11)
 
diff --git a/packages/scripts/package.json b/packages/scripts/package.json
index f425d81d7dcec..cf645b3c763fd 100644
--- a/packages/scripts/package.json
+++ b/packages/scripts/package.json
@@ -65,8 +65,8 @@
 		"jest": "^27.4.5",
 		"jest-dev-server": "^6.0.2",
 		"jest-environment-node": "^27.4.4",
-		"markdownlint": "^0.23.1",
-		"markdownlint-cli": "^0.27.1",
+		"markdownlint": "^0.25.1",
+		"markdownlint-cli": "^0.31.1",
 		"merge-deep": "^3.0.3",
 		"mini-css-extract-plugin": "^2.5.1",
 		"minimist": "^1.2.0",