diff --git a/packages/upgrade/src/actions/install.ts b/packages/upgrade/src/actions/install.ts
index 6e593b976b25..ac62b1598613 100644
--- a/packages/upgrade/src/actions/install.ts
+++ b/packages/upgrade/src/actions/install.ts
@@ -48,7 +48,7 @@ export async function install(
 	const majors: PackageInfo[] = [];
 	for (const packageInfo of toInstall) {
 		const word = ctx.dryRun ? 'can' : 'will';
-		await upgrade(packageInfo, `${word} be updated to`);
+		await upgrade(packageInfo, `${word} be updated`);
 		if (packageInfo.isMajor) {
 			majors.push(packageInfo);
 		}
diff --git a/packages/upgrade/src/messages.ts b/packages/upgrade/src/messages.ts
index 17548371c81a..a17f6062392d 100644
--- a/packages/upgrade/src/messages.ts
+++ b/packages/upgrade/src/messages.ts
@@ -109,14 +109,17 @@ export const info = async (prefix: string, text: string, version = '') => {
 		);
 	}
 };
+
 export const upgrade = async (packageInfo: PackageInfo, text: string) => {
-	const { name, isMajor = false, targetVersion } = packageInfo;
+	const { name, isMajor = false, targetVersion, currentVersion } = packageInfo;
 
 	const bg = isMajor ? (v: string) => color.bgYellow(color.black(` ${v} `)) : color.green;
 	const style = isMajor ? color.yellow : color.green;
 	const symbol = isMajor ? '▲' : '●';
+
+	const fromVersion = currentVersion.replace(/^\D+/, '');
 	const toVersion = targetVersion.replace(/^\D+/, '');
-	const version = `v${toVersion}`;
+	const version = `v${fromVersion} → v${toVersion}`;
 
 	const length = 12 + name.length + text.length + version.length;
 	if (length > stdout.columns) {
diff --git a/packages/upgrade/test/install.test.js b/packages/upgrade/test/install.test.js
index 4ceaa81c841f..aace96eb93b9 100644
--- a/packages/upgrade/test/install.test.js
+++ b/packages/upgrade/test/install.test.js
@@ -39,7 +39,7 @@ describe('install', () => {
 			],
 		};
 		await install(context);
-		assert.equal(fixture.hasMessage('●  astro can be updated to v1.0.1'), true);
+		assert.equal(fixture.hasMessage('●  astro can be updated v1.0.0 → v1.0.1'), true);
 	});
 
 	it('minor', async () => {
@@ -54,7 +54,7 @@ describe('install', () => {
 			],
 		};
 		await install(context);
-		assert.equal(fixture.hasMessage('●  astro can be updated to v1.2.0'), true);
+		assert.equal(fixture.hasMessage('●  astro can be updated v1.0.0 → v1.2.0'), true);
 	});
 
 	it('major (reject)', async () => {
@@ -81,7 +81,7 @@ describe('install', () => {
 			],
 		};
 		await install(context);
-		assert.equal(fixture.hasMessage('▲  astro can be updated to  v2.0.0'), true);
+		assert.equal(fixture.hasMessage('▲  astro can be updated  v1.0.0 → v2.0.0'), true);
 		assert.equal(prompted, true);
 		assert.equal(exitCode, 0);
 		assert.equal(fixture.hasMessage('check   Be sure to follow the CHANGELOG.'), false);
@@ -111,7 +111,7 @@ describe('install', () => {
 			],
 		};
 		await install(context);
-		assert.equal(fixture.hasMessage('▲  astro can be updated to  v2.0.0'), true);
+		assert.equal(fixture.hasMessage('▲  astro can be updated  v1.0.0 → v2.0.0'), true);
 		assert.equal(prompted, true);
 		assert.equal(exitCode, undefined);
 		assert.equal(fixture.hasMessage('check   Be sure to follow the CHANGELOG.'), true);
@@ -149,8 +149,8 @@ describe('install', () => {
 			],
 		};
 		await install(context);
-		assert.equal(fixture.hasMessage('▲  a can be updated to  v2.0.0'), true);
-		assert.equal(fixture.hasMessage('▲  b can be updated to  v7.0.0'), true);
+		assert.equal(fixture.hasMessage('▲  a can be updated  v1.0.0 → v2.0.0'), true);
+		assert.equal(fixture.hasMessage('▲  b can be updated  v6.0.0 → v7.0.0'), true);
 		assert.equal(prompted, true);
 		assert.equal(exitCode, undefined);
 		const [changelog, a, b] = fixture.messages().slice(-5);
@@ -199,9 +199,9 @@ describe('install', () => {
 		};
 		await install(context);
 		assert.equal(fixture.hasMessage('◼  current is up to date on v1.0.0'), true);
-		assert.equal(fixture.hasMessage('●  patch can be updated to v1.0.1'), true);
-		assert.equal(fixture.hasMessage('●  minor can be updated to v1.2.0'), true);
-		assert.equal(fixture.hasMessage('▲  major can be updated to  v3.0.0'), true);
+		assert.equal(fixture.hasMessage('●  patch can be updated v1.0.0 → v1.0.1'), true);
+		assert.equal(fixture.hasMessage('●  minor can be updated v1.0.0 → v1.2.0'), true);
+		assert.equal(fixture.hasMessage('▲  major can be updated  v1.0.0 → v3.0.0'), true);
 		assert.equal(prompted, true);
 		assert.equal(exitCode, undefined);
 		assert.equal(fixture.hasMessage('check   Be sure to follow the CHANGELOG.'), true);