diff --git a/packages/core/src/awsService/appBuilder/explorer/detectSamProjects.ts b/packages/core/src/awsService/appBuilder/explorer/detectSamProjects.ts
index f17bec9213a..511217481b3 100644
--- a/packages/core/src/awsService/appBuilder/explorer/detectSamProjects.ts
+++ b/packages/core/src/awsService/appBuilder/explorer/detectSamProjects.ts
@@ -57,7 +57,7 @@ export async function getFiles(
 
         return await vscode.workspace.findFiles(globPattern, excludePattern)
     } catch (error) {
-        getLogger().error(`Failed to get files with pattern ${pattern}:`, error)
+        getLogger().error(`Failed to find files with pattern ${pattern}:`, error)
         return []
     }
 }
diff --git a/packages/core/src/awsService/appBuilder/explorer/nodes/appNode.ts b/packages/core/src/awsService/appBuilder/explorer/nodes/appNode.ts
index 5f8c6b4a81e..d7d5e51bb51 100644
--- a/packages/core/src/awsService/appBuilder/explorer/nodes/appNode.ts
+++ b/packages/core/src/awsService/appBuilder/explorer/nodes/appNode.ts
@@ -73,7 +73,7 @@ export class AppNode implements TreeNode {
                 createPlaceholderItem(
                     localize(
                         'AWS.appBuilder.explorerNode.app.noResourceTree',
-                        '[Unable to load Resource tree for this App. Update SAM template]'
+                        '[Unable to load resource tree for this app. Ensure SAM template is correct.]'
                     )
                 ),
             ]
diff --git a/packages/core/src/awsService/appBuilder/explorer/nodes/deployedNode.ts b/packages/core/src/awsService/appBuilder/explorer/nodes/deployedNode.ts
index 913cdd067e0..cb0d1a669c8 100644
--- a/packages/core/src/awsService/appBuilder/explorer/nodes/deployedNode.ts
+++ b/packages/core/src/awsService/appBuilder/explorer/nodes/deployedNode.ts
@@ -96,7 +96,7 @@ export async function generateDeployedNode(
                         .Configuration as Lambda.FunctionConfiguration
                     newDeployedResource = new LambdaFunctionNode(lambdaNode, regionCode, configuration)
                 } catch (error: any) {
-                    getLogger().error('Error getting Lambda configuration %O', error)
+                    getLogger().error('Error getting Lambda configuration: %O', error)
                     throw ToolkitError.chain(error, 'Error getting Lambda configuration', {
                         code: 'lambdaClientError',
                     })
@@ -107,7 +107,7 @@ export async function generateDeployedNode(
                         createPlaceholderItem(
                             localize(
                                 'AWS.appBuilder.explorerNode.unavailableDeployedResource',
-                                '[Failed to retrive deployed resource.]'
+                                '[Failed to retrive deployed resource. Ensure your AWS account is connected.]'
                             )
                         ),
                     ]
@@ -119,8 +119,8 @@ export async function generateDeployedNode(
                 try {
                     v3configuration = (await v3Client.send(v3command)).Configuration as FunctionConfiguration
                     logGroupName = v3configuration.LoggingConfig?.LogGroup
-                } catch {
-                    getLogger().error('Error getting Lambda V3 configuration')
+                } catch (error: any) {
+                    getLogger().error('Error getting Lambda V3 configuration: %O', error)
                 }
                 newDeployedResource.configuration = {
                     ...newDeployedResource.configuration,
@@ -156,7 +156,10 @@ export async function generateDeployedNode(
                 getLogger().info('Details are missing or are incomplete for: %O', deployedResource)
                 return [
                     createPlaceholderItem(
-                        localize('AWS.appBuilder.explorerNode.noApps', '[This resource is not yet supported.]')
+                        localize(
+                            'AWS.appBuilder.explorerNode.noApps',
+                            '[This resource is not yet supported in AppBuilder.]'
+                        )
                     ),
                 ]
         }
@@ -166,7 +169,7 @@ export async function generateDeployedNode(
             createPlaceholderItem(
                 localize(
                     'AWS.appBuilder.explorerNode.unavailableDeployedResource',
-                    '[Failed to retrive deployed resource.]'
+                    '[Failed to retrieve deployed resource. Ensure correct stack name and region are in the samconfig.toml, and that your account is connected.]'
                 )
             ),
         ]
diff --git a/packages/core/src/awsService/appBuilder/explorer/samProject.ts b/packages/core/src/awsService/appBuilder/explorer/samProject.ts
index fd571cd6be8..ce8d0c4878a 100644
--- a/packages/core/src/awsService/appBuilder/explorer/samProject.ts
+++ b/packages/core/src/awsService/appBuilder/explorer/samProject.ts
@@ -42,14 +42,17 @@ export async function getStackName(projectRoot: vscode.Uri): Promise<any> {
     } catch (error: any) {
         switch (error.code) {
             case SamConfigErrorCode.samNoConfigFound:
-                getLogger().info('No stack name or region information available in samconfig.toml: %O', error)
+                getLogger().info('Stack name and/or region information not found in samconfig.toml: %O', error)
                 break
             case SamConfigErrorCode.samConfigParseError:
-                getLogger().error(`Error getting stack name or region information: ${error.message}`, error)
+                getLogger().error(
+                    `Error parsing stack name and/or region information from samconfig.toml: ${error.message}. Ensure the information is correct.`,
+                    error
+                )
                 void showViewLogsMessage('Encountered an issue reading samconfig.toml')
                 break
             default:
-                getLogger().warn(`Error getting stack name or region information: ${error.message}`, error)
+                getLogger().warn(`Error parsing stack name and/or region information: ${error.message}`, error)
         }
         return {}
     }
diff --git a/packages/core/src/awsService/appBuilder/utils.ts b/packages/core/src/awsService/appBuilder/utils.ts
index de3dee8770d..63b116b20eb 100644
--- a/packages/core/src/awsService/appBuilder/utils.ts
+++ b/packages/core/src/awsService/appBuilder/utils.ts
@@ -24,14 +24,14 @@ const localize = nls.loadMessageBundle()
 export async function runOpenTemplate(arg?: TreeNode) {
     const templateUri = arg ? (arg.resource as SamAppLocation).samTemplateUri : await promptUserForTemplate()
     if (!templateUri || !(await fs.exists(templateUri))) {
-        throw new ToolkitError('No template provided', { code: 'NoTemplateProvided' })
+        throw new ToolkitError('SAM Template not found, cannot open template', { code: 'NoTemplateProvided' })
     }
     const document = await vscode.workspace.openTextDocument(templateUri)
     await vscode.window.showTextDocument(document)
 }
 
 /**
- * Find and open the lambda handler with given ResoruceNode
+ * Find and open the lambda handler with given ResourceNode
  * If not found, a NoHandlerFound error will be raised
  * @param arg ResourceNode
  */
@@ -56,9 +56,12 @@ export async function runOpenHandler(arg: ResourceNode): Promise<void> {
         arg.resource.resource.Runtime
     )
     if (!handlerFile) {
-        throw new ToolkitError(`No handler file found with name "${arg.resource.resource.Handler}"`, {
-            code: 'NoHandlerFound',
-        })
+        throw new ToolkitError(
+            `No handler file found with name "${arg.resource.resource.Handler}". Ensure the file exists in the expected location."`,
+            {
+                code: 'NoHandlerFound',
+            }
+        )
     }
     await vscode.workspace.openTextDocument(handlerFile).then(async (doc) => await vscode.window.showTextDocument(doc))
 }
@@ -90,7 +93,7 @@ export async function getLambdaHandlerFile(
 ): Promise<vscode.Uri | undefined> {
     const family = getFamily(runtime)
     if (!supportedRuntimeForHandler.has(family)) {
-        throw new ToolkitError(`Runtime ${runtime} is not supported for open handler button`, {
+        throw new ToolkitError(`Runtime ${runtime} is not supported for the 'Open handler' button`, {
             code: 'RuntimeNotSupported',
         })
     }
diff --git a/packages/core/src/awsService/appBuilder/walkthrough.ts b/packages/core/src/awsService/appBuilder/walkthrough.ts
index 04f43d61878..26760d896aa 100644
--- a/packages/core/src/awsService/appBuilder/walkthrough.ts
+++ b/packages/core/src/awsService/appBuilder/walkthrough.ts
@@ -148,13 +148,13 @@ export async function getTutorial(
     const appSelected = appMap.get(project + runtime)
     telemetry.record({ action: project + runtime, source: source ?? 'AppBuilderWalkthrough' })
     if (!appSelected) {
-        throw new ToolkitError(`Tried to get template '${project}+${runtime}', but it hasn't been registered.`)
+        throw new ToolkitError(`Template '${project}+${runtime}' does not exist, choose another template.`)
     }
 
     try {
         await getPattern(serverlessLandOwner, serverlessLandRepo, appSelected.asset, outputDir, true)
     } catch (error) {
-        throw new ToolkitError(`Error occurred while fetching the pattern from serverlessland: ${error}`)
+        throw new ToolkitError(`An error occurred while fetching this pattern from Serverless Land: ${error}`)
     }
 }
 
@@ -190,7 +190,7 @@ export async function genWalkthroughProject(
             'No'
         )
         if (choice !== 'Yes') {
-            throw new ToolkitError(`${defaultTemplateName} already exist`)
+            throw new ToolkitError(`A file named ${defaultTemplateName} already exists in this path.`)
         }
     }
 
@@ -256,9 +256,9 @@ export async function initWalkthroughProjectCommand() {
     let runtimeSelected: TutorialRuntimeOptions | undefined = undefined
     try {
         if (!walkthroughSelected || !(typeof walkthroughSelected === 'string')) {
-            getLogger().info('exit on no walkthrough selected')
+            getLogger().info('No walkthrough selected - exiting')
             void vscode.window.showErrorMessage(
-                localize('AWS.toolkit.lambda.walkthroughNotSelected', 'Please select a template first')
+                localize('AWS.toolkit.lambda.walkthroughNotSelected', 'Select a template in the walkthrough.')
             )
             return
         }
@@ -322,7 +322,7 @@ export async function getOrUpdateOrInstallSAMCli(source: string) {
             }
         }
     } catch (err) {
-        throw ToolkitError.chain(err, 'Failed to install or detect SAM')
+        throw ToolkitError.chain(err, 'Failed to install or detect SAM.')
     } finally {
         telemetry.record({ source: source, toolId: 'sam-cli' })
     }
diff --git a/packages/core/src/test/awsService/appBuilder/explorer/detectSamProjects.test.ts b/packages/core/src/test/awsService/appBuilder/explorer/detectSamProjects.test.ts
index b675b2452f8..74fafc20843 100644
--- a/packages/core/src/test/awsService/appBuilder/explorer/detectSamProjects.test.ts
+++ b/packages/core/src/test/awsService/appBuilder/explorer/detectSamProjects.test.ts
@@ -83,7 +83,7 @@ describe('getFiles', () => {
 
         const templateFiles = await getFiles(workspaceFolder, '**/template.{yml,yaml}', '**/.aws-sam/**')
         assert.strictEqual(templateFiles.length, 0)
-        assertLogsContain('Failed to get files with pattern', false, 'error')
+        assertLogsContain('Failed to find files with pattern', false, 'error')
         sandbox.restore()
     })
 })
diff --git a/packages/core/src/test/awsService/appBuilder/explorer/samProject.test.ts b/packages/core/src/test/awsService/appBuilder/explorer/samProject.test.ts
index de7a82e126a..f959ef0e572 100644
--- a/packages/core/src/test/awsService/appBuilder/explorer/samProject.test.ts
+++ b/packages/core/src/test/awsService/appBuilder/explorer/samProject.test.ts
@@ -48,7 +48,7 @@ describe('samProject', () => {
             assert.strictEqual(region, expectedRegion)
         })
 
-        it('returns undefined give no stack name or region in samconfig file', async () => {
+        it('returns undefined given no stack name or region in samconfig file', async () => {
             await testFolder.write(
                 'samconfig.toml',
                 generateSamconfigData({
@@ -71,24 +71,28 @@ describe('samProject', () => {
 
             const result = await wrapperCall(undefined)
             assert.deepStrictEqual(result, {})
-            assertLogsContain('Error getting stack name or region information: No project folder found', false, 'warn')
+            assertLogsContain(
+                'Error parsing stack name and/or region information: No project folder found',
+                false,
+                'warn'
+            )
         })
 
-        it('returns empty object give no samconfig file found', async () => {
+        it('returns empty object given no samconfig file found', async () => {
             // simulate error when no samconfig.toml file in directory
             const result = await getStackName(projectRoot)
             assert.deepStrictEqual(result, {})
-            assertLogsContain('No stack name or region information available in samconfig.toml', false, 'info')
+            assertLogsContain('Stack name and/or region information not found in samconfig.toml', false, 'info')
         })
 
-        it('returns empty object give error parsing samconfig file', async () => {
+        it('returns empty object given error parsing samconfig file', async () => {
             // simulate error when parsinf samconfig.toml: missing quote or empty value
             await testFolder.write('samconfig.toml', samconfigInvalidData)
 
             const result = await getStackName(projectRoot)
             assert.deepStrictEqual(result, {})
 
-            assertLogsContain('Error getting stack name or region information:', false, 'error')
+            assertLogsContain('Error parsing stack name and/or region information from samconfig.toml:', false, 'error')
             getTestWindow().getFirstMessage().assertError('Encountered an issue reading samconfig.toml')
         })
     })
@@ -149,17 +153,6 @@ describe('samProject', () => {
                 () => getApp(mockSamAppLocation),
                 new ToolkitError(`Template at ${mockSamAppLocation.samTemplateUri.fsPath} is not valid`)
             )
-            // try {
-            //     await getApp(mockSamAppLocation)
-            //     assert.fail('Test should not reach here. Expect ToolkitError thrown')
-            // } catch (error) {
-            //     assert(cloudformationTryLoadSpy.calledOnce)
-            //     assert(error instanceof ToolkitError)
-            //     assert.strictEqual(
-            //         error.message,
-            //         `Template at ${mockSamAppLocation.samTemplateUri.fsPath} is not valid`
-            //     )
-            // }
         })
     })
 })
diff --git a/packages/core/src/test/awsService/appBuilder/utils.test.ts b/packages/core/src/test/awsService/appBuilder/utils.test.ts
index 37ffac34863..d74cfc77802 100644
--- a/packages/core/src/test/awsService/appBuilder/utils.test.ts
+++ b/packages/core/src/test/awsService/appBuilder/utils.test.ts
@@ -294,9 +294,9 @@ describe('AppBuilder Utils', function () {
             }
             try {
                 await runOpenTemplate(tNode as TreeNode)
-                assert.fail('No template provided')
+                assert.fail('SAM Template not found, cannot open template')
             } catch (err) {
-                assert.strictEqual((err as Error).message, 'No template provided')
+                assert.strictEqual((err as Error).message, 'SAM Template not found, cannot open template')
             }
             // Then
             assert(openCommand.neverCalledWith(sinon.match.has('fspath', sinon.match(/template.yaml/g))))
diff --git a/packages/core/src/test/awsService/appBuilder/walkthrough.test.ts b/packages/core/src/test/awsService/appBuilder/walkthrough.test.ts
index 72dfb5c0ae2..fc1d6093b97 100644
--- a/packages/core/src/test/awsService/appBuilder/walkthrough.test.ts
+++ b/packages/core/src/test/awsService/appBuilder/walkthrough.test.ts
@@ -206,9 +206,9 @@ describe('AppBuilder Walkthrough', function () {
             try {
                 // When
                 await genWalkthroughProject('Visual', workspaceUri, undefined)
-                assert.fail('template.yaml already exist')
+                assert.fail('A file named template.yaml already exists in this path.')
             } catch (e) {
-                assert.equal((e as Error).message, 'template.yaml already exist')
+                assert.equal((e as Error).message, 'A file named template.yaml already exists in this path.')
             }
             // Then
             assert.equal(await fs.readFileText(vscode.Uri.joinPath(workspaceUri, 'template.yaml')), prevInfo)
@@ -236,9 +236,9 @@ describe('AppBuilder Walkthrough', function () {
             try {
                 // When
                 await genWalkthroughProject('S3', workspaceUri, 'python')
-                assert.fail('template.yaml already exist')
+                assert.fail('A file named template.yaml already exists in this path.')
             } catch (e) {
-                assert.equal((e as Error).message, 'template.yaml already exist')
+                assert.equal((e as Error).message, 'A file named template.yaml already exists in this path.')
             }
             // Then no overwrite happens
             assert.equal(await fs.readFileText(vscode.Uri.joinPath(workspaceUri, 'template.yaml')), prevInfo)
diff --git a/packages/core/src/test/shared/applicationBuilder/explorer/nodes/appNode.test.ts b/packages/core/src/test/shared/applicationBuilder/explorer/nodes/appNode.test.ts
index 80d83a8303c..d3c9b32555c 100644
--- a/packages/core/src/test/shared/applicationBuilder/explorer/nodes/appNode.test.ts
+++ b/packages/core/src/test/shared/applicationBuilder/explorer/nodes/appNode.test.ts
@@ -157,7 +157,7 @@ describe('AppNode', () => {
             assert.strictEqual(resourceNode.id, 'placeholder')
             assert.strictEqual(
                 resourceNode.resource,
-                '[Unable to load Resource tree for this App. Update SAM template]'
+                '[Unable to load resource tree for this app. Ensure SAM template is correct.]'
             )
             assert(getAppStub.calledOnce)
             assert(getStackNameStub.notCalled)
diff --git a/packages/core/src/test/shared/applicationBuilder/explorer/nodes/deployedNode.test.ts b/packages/core/src/test/shared/applicationBuilder/explorer/nodes/deployedNode.test.ts
index 4917979fe1f..d9b5bd1c023 100644
--- a/packages/core/src/test/shared/applicationBuilder/explorer/nodes/deployedNode.test.ts
+++ b/packages/core/src/test/shared/applicationBuilder/explorer/nodes/deployedNode.test.ts
@@ -220,7 +220,10 @@ describe('generateDeployedNode', () => {
             // Check placeholder propertries
             const deployedResourceNode = deployedResourceNodes[0] as DeployedResourceNode
             assert.strictEqual(deployedResourceNode.id, 'placeholder')
-            assert.strictEqual(deployedResourceNode.resource, '[Failed to retrive deployed resource.]')
+            assert.strictEqual(
+                deployedResourceNode.resource,
+                '[Failed to retrieve deployed resource. Ensure correct stack name and region are in the samconfig.toml, and that your account is connected.]'
+            )
         })
     })
 
@@ -374,7 +377,7 @@ describe('generateDeployedNode', () => {
             // Check placeholder propertries
             const deployedResourceNode = deployedResourceNodes[0] as DeployedResourceNode
             assert.strictEqual(deployedResourceNode.id, 'placeholder')
-            assert.strictEqual(deployedResourceNode.resource, '[This resource is not yet supported.]')
+            assert.strictEqual(deployedResourceNode.resource, '[This resource is not yet supported in AppBuilder.]')
         })
     })
 })
diff --git a/packages/toolkit/.changes/next-release/Bug Fix-b033b55b-52a5-488a-a4a7-c3228232bca6.json b/packages/toolkit/.changes/next-release/Bug Fix-b033b55b-52a5-488a-a4a7-c3228232bca6.json
new file mode 100644
index 00000000000..0c6b2f78b1d
--- /dev/null
+++ b/packages/toolkit/.changes/next-release/Bug Fix-b033b55b-52a5-488a-a4a7-c3228232bca6.json	
@@ -0,0 +1,4 @@
+{
+	"type": "Bug Fix",
+	"description": "AppBuilder: Update error messaging to make more legible and actionable"
+}