diff --git a/.github/bin/release-plan/add-to-changelog.mjs b/.github/bin/release-plan/add-to-changelog.mjs
new file mode 100644
index 000000000..60295a231
--- /dev/null
+++ b/.github/bin/release-plan/add-to-changelog.mjs
@@ -0,0 +1,43 @@
+export function addUpdatedPackagesToChangelog(workspace, changelog, changeLogAdditions) {
+	if (changelog.includes('Unreleased')) {
+		let unreleasedSectionStart = changelog.indexOf('Unreleased');
+		if (unreleasedSectionStart === -1) {
+			console.log('Unable to update the Changelog for ' + workspace.name);
+			return changelog;
+		}
+
+		let unreleasedSectionContent = changelog.indexOf('\n', unreleasedSectionStart);
+		if (unreleasedSectionContent === -1) {
+			console.log('Unable to update the Changelog for ' + workspace.name);
+			return changelog;
+		}
+
+		let nextSectionStart = changelog.indexOf('### ', unreleasedSectionContent);
+		if (nextSectionStart === -1) {
+			nextSectionStart = changelog.length;
+		}
+
+		let listEnd = changelog.lastIndexOf('- ', nextSectionStart);
+		if (listEnd === -1) {
+			console.log('Unable to update the Changelog for ' + workspace.name);
+			return changelog;
+		}
+
+		let nextLine = changelog.indexOf('\n', listEnd);
+		if (nextLine === -1) {
+			console.log('Unable to update the Changelog for ' + workspace.name);
+			return changelog;
+		}
+
+		changelog = changelog.slice(0, nextLine + 1) + changeLogAdditions + '\n' + changelog.slice(nextLine + 1);
+	} else {
+		let nextSectionStart = changelog.indexOf('### ');
+		if (nextSectionStart === -1) {
+			nextSectionStart = changelog.length;
+		}
+
+		changelog = changelog.slice(0, nextSectionStart) + `### Unreleased (patch)\n\n${changeLogAdditions}\n\n` + changelog.slice(nextSectionStart);
+	}
+
+	return changelog;
+}
diff --git a/.github/bin/release-plan/commit.mjs b/.github/bin/release-plan/commit.mjs
index b02936ab5..9be65bcdd 100644
--- a/.github/bin/release-plan/commit.mjs
+++ b/.github/bin/release-plan/commit.mjs
@@ -40,3 +40,41 @@ export async function commitAfterPackageRelease(newVersion, packageDirectory, pa
 		});
 	});
 }
+
+export async function commitAfterDependencyUpdates() {
+	await new Promise((resolve, reject) => {
+		const commitCmd = spawn(
+			'git',
+			[
+				'commit',
+				'-am',
+				`set dependencies to newly released versions`
+			]
+		);
+
+		let stdoutBuffer = '';
+		let stderrBuffer = '';
+
+		commitCmd.stdout.on('data', (data) => {
+			stdoutBuffer += data.toString();
+		});
+
+		commitCmd.stderr.on('data', (data) => {
+			stderrBuffer += data.toString();
+		});
+
+		commitCmd.on('close', (code) => {
+			if (0 !== code) {
+				if (stderrBuffer) {
+					reject(new Error(`'git commit -am' exited with code ${code} and error message: ${stderrBuffer}`));
+					return;
+				}
+
+				reject(new Error(`'git commit -am' exited with code ${code}`));
+				return;
+			}
+
+			resolve(stdoutBuffer);
+		});
+	});
+}
diff --git a/.github/bin/release-plan/discord-announce.mjs b/.github/bin/release-plan/discord-announce.mjs
index 37d42003d..b073f366e 100644
--- a/.github/bin/release-plan/discord-announce.mjs
+++ b/.github/bin/release-plan/discord-announce.mjs
@@ -19,7 +19,11 @@ const getChangelog = (changelog) => {
 
 export async function discordAnnounce(workspace) {
 	const discordArgument = process.argv.slice(2).find(arg => arg.includes('--discord='));
-	const [,webHookUrl] = discordArgument.split('=');
+	if (!discordArgument) {
+		return;
+	}
+
+	const [, webHookUrl] = discordArgument.split('=');
 
 	if (!webHookUrl || workspace.increment === 'patch') {
 		return;
@@ -29,14 +33,14 @@ export async function discordAnnounce(workspace) {
 	const payload = { ...defaultPayload };
 
 	if (isNew) {
-		payload.content = `:tada: New package: ${ workspace.name } :tada:`;
+		payload.content = `:tada: New package: ${workspace.name} :tada:`;
 	} else {
-		payload.content = `:rocket: New release: ${ workspace.name }@${ workspace.newVersion } :rocket:`;
+		payload.content = `:rocket: New release: ${workspace.name}@${workspace.newVersion} :rocket:`;
 	}
 
 	const relativePath = workspace.path.split('/postcss-plugins/')[1];
 	payload.embeds[0].title = workspace.name;
-	payload.embeds[0].url = `${ BASE_URL }/${ relativePath }`;
+	payload.embeds[0].url = `${BASE_URL}/${relativePath}`;
 	payload.embeds[0].description = getChangelog(workspace.changelog);
 
 	return fetch(webHookUrl, {
diff --git a/.github/bin/release-plan/release-plan.mjs b/.github/bin/release-plan/release-plan.mjs
index 6578fed37..fdff9019d 100644
--- a/.github/bin/release-plan/release-plan.mjs
+++ b/.github/bin/release-plan/release-plan.mjs
@@ -1,13 +1,14 @@
 import { listWorkspaces } from '../list-workspaces/list-workspaces.mjs';
 import fs from 'fs/promises'
 import path from 'path'
-import { npmVersion } from './npm-version.mjs';
+import { addUpdatedPackagesToChangelog } from './add-to-changelog.mjs';
+import { commitAfterDependencyUpdates, commitAfterPackageRelease } from './commit.mjs';
+import { discordAnnounce } from './discord-announce.mjs';
 import { nowFormatted } from './date-format.mjs';
-import { commitAfterPackageRelease } from './commit.mjs';
+import { npmInstall } from './npm-install.mjs';
 import { npmPublish } from './npm-publish.mjs';
+import { npmVersion } from './npm-version.mjs';
 import { updateDocumentation } from './docs.mjs';
-import { npmInstall } from './npm-install.mjs';
-import { discordAnnounce } from './discord-announce.mjs';
 
 const workspaces = await listWorkspaces();
 // Things to release
@@ -110,6 +111,8 @@ for (const workspace of notReleasableNow.values()) {
 	const packageInfo = JSON.parse(await fs.readFile(path.join(workspace.path, 'package.json')));
 	let didChange = false;
 
+	let changeLogAdditions = '';
+
 	for (const dependency of workspace.dependencies) {
 		if (needsRelease.has(dependency)) {
 			const updated = needsRelease.get(dependency);
@@ -121,6 +124,7 @@ for (const workspace of notReleasableNow.values()) {
 				updated.newVersion
 			) {
 				packageInfo.dependencies[updated.name] = '^' + updated.newVersion;
+				changeLogAdditions += `- Updated \`${updated.name}\` to \`${updated.newVersion}\` (${updated.increment})`;
 				didChange = true;
 			}
 			if (
@@ -130,6 +134,7 @@ for (const workspace of notReleasableNow.values()) {
 				updated.newVersion
 			) {
 				packageInfo.devDependencies[updated.name] = '^' + updated.newVersion;
+				// dev dependencies are not included in the changelog
 				didChange = true;
 			}
 			if (
@@ -139,6 +144,7 @@ for (const workspace of notReleasableNow.values()) {
 				updated.newVersion
 			) {
 				packageInfo.peerDependencies[updated.name] = '^' + updated.newVersion;
+				changeLogAdditions += `- Updated \`${updated.name}\` to \`${updated.newVersion}\` (${updated.increment})\n`;
 				didChange = true;
 			}
 		}
@@ -148,11 +154,23 @@ for (const workspace of notReleasableNow.values()) {
 		didChangeDownstreamPackages = true;
 		await fs.writeFile(path.join(workspace.path, 'package.json'), JSON.stringify(packageInfo, null, '\t') + '\n');
 	}
+
+	if (didChange && changeLogAdditions) {
+		let changelog = (await fs.readFile(path.join(workspace.path, 'CHANGELOG.md'))).toString();
+		changelog = addUpdatedPackagesToChangelog(workspace, changelog, changeLogAdditions);
+
+		await fs.writeFile(path.join(workspace.path, 'CHANGELOG.md'), changelog);
+	}
 }
 
 console.log('\nUpdating lock file');
 await npmInstall();
 
+if (didChangeDownstreamPackages) {
+	await npmInstall();
+	await commitAfterDependencyUpdates();
+}
+
 console.log('\nDone 🎉');
 
 if (didChangeDownstreamPackages || maybeNextPlan.size > 0) {