diff --git a/extensions/terminal-suggest/src/helpers/executable.ts b/extensions/terminal-suggest/src/helpers/executable.ts
index 32c6a3d05a1..20f936fb5b1 100644
--- a/extensions/terminal-suggest/src/helpers/executable.ts
+++ b/extensions/terminal-suggest/src/helpers/executable.ts
@@ -6,9 +6,10 @@
 import { osIsWindows } from './os';
 import * as fs from 'fs/promises';
 
-export async function isExecutable(filePath: string): Promise<boolean> {
+export async function isExecutable(filePath: string, configuredWindowsExecutableExtensions?: Object): Promise<boolean> {
 	if (osIsWindows()) {
-		return windowsExecutableExtensions.find(ext => filePath.endsWith(ext)) !== undefined;
+		const resolvedWindowsExecutableExtensions = resolveWindowsExecutableExtensions(configuredWindowsExecutableExtensions);
+		return resolvedWindowsExecutableExtensions.find(ext => filePath.endsWith(ext)) !== undefined;
 	}
 	try {
 		const stats = await fs.stat(filePath);
@@ -19,7 +20,23 @@ export async function isExecutable(filePath: string): Promise<boolean> {
 		return false;
 	}
 }
-const windowsExecutableExtensions: string[] = [
+
+function resolveWindowsExecutableExtensions(configuredWindowsExecutableExtensions?: Object): string[] {
+	const resolvedWindowsExecutableExtensions: string[] = windowsDefaultExecutableExtensions;
+	const excluded = new Set<string>();
+	if (configuredWindowsExecutableExtensions) {
+		for (const [key, value] of Object.entries(configuredWindowsExecutableExtensions)) {
+			if (value === true) {
+				resolvedWindowsExecutableExtensions.push(key);
+			} else {
+				excluded.add(key);
+			}
+		}
+	}
+	return Array.from(new Set(resolvedWindowsExecutableExtensions)).filter(ext => !excluded.has(ext));
+}
+
+export const windowsDefaultExecutableExtensions: string[] = [
 	'.exe',   // Executable file
 	'.bat',   // Batch file
 	'.cmd',   // Command script
diff --git a/extensions/terminal-suggest/src/terminalSuggestMain.ts b/extensions/terminal-suggest/src/terminalSuggestMain.ts
index 4e4913c78ba..662df64816d 100644
--- a/extensions/terminal-suggest/src/terminalSuggestMain.ts
+++ b/extensions/terminal-suggest/src/terminalSuggestMain.ts
@@ -15,6 +15,8 @@ import { isExecutable } from './helpers/executable';
 
 const isWindows = osIsWindows();
 let cachedAvailableCommandsPath: string | undefined;
+let cachedWindowsExecutableExtensions: Object | undefined;
+const cachedWindowsExecutableExtensionsSettingId = 'terminal.integrated.suggest.windowsExecutableExtensions';
 let cachedAvailableCommands: Set<ICompletionResource> | undefined;
 const cachedBuiltinCommands: Map<string, ICompletionResource[] | undefined> = new Map();
 
@@ -110,8 +112,18 @@ export async function activate(context: vscode.ExtensionContext) {
 			return result.items;
 		}
 	}, '/', '\\'));
-}
 
+	if (isWindows) {
+		cachedWindowsExecutableExtensions = vscode.workspace.getConfiguration(cachedWindowsExecutableExtensionsSettingId);
+		context.subscriptions.push(vscode.workspace.onDidChangeConfiguration(e => {
+			if (e.affectsConfiguration(cachedWindowsExecutableExtensionsSettingId)) {
+				cachedWindowsExecutableExtensions = vscode.workspace.getConfiguration(cachedWindowsExecutableExtensionsSettingId);
+				cachedAvailableCommands = undefined;
+				cachedAvailableCommandsPath = undefined;
+			}
+		}));
+	}
+}
 
 /**
  * Adjusts the current working directory based on a given prefix if it is a folder.
@@ -221,7 +233,7 @@ async function getCommandsInPath(env: { [key: string]: string | undefined } = pr
 			const files = await vscode.workspace.fs.readDirectory(fileResource);
 			for (const [file, fileType] of files) {
 				const formattedPath = getFriendlyFilePath(vscode.Uri.joinPath(fileResource, file), pathSeparator);
-				if (!labels.has(file) && fileType !== vscode.FileType.Unknown && fileType !== vscode.FileType.Directory && await isExecutable(formattedPath)) {
+				if (!labels.has(file) && fileType !== vscode.FileType.Unknown && fileType !== vscode.FileType.Directory && await isExecutable(formattedPath), cachedWindowsExecutableExtensions) {
 					executables.add({ label: file, path: formattedPath });
 					labels.add(file);
 				}
diff --git a/src/vs/workbench/contrib/terminalContrib/suggest/common/terminalSuggestConfiguration.ts b/src/vs/workbench/contrib/terminalContrib/suggest/common/terminalSuggestConfiguration.ts
index ac7e94ead6a..6b2dd061810 100644
--- a/src/vs/workbench/contrib/terminalContrib/suggest/common/terminalSuggestConfiguration.ts
+++ b/src/vs/workbench/contrib/terminalContrib/suggest/common/terminalSuggestConfiguration.ts
@@ -15,9 +15,29 @@ export const enum TerminalSuggestSettingId {
 	RunOnEnter = 'terminal.integrated.suggest.runOnEnter',
 	BuiltinCompletions = 'terminal.integrated.suggest.builtinCompletions',
 	EnableExtensionCompletions = 'terminal.integrated.suggest.enableExtensionCompletions',
+	WindowsExecutableExtensions = 'terminal.integrated.suggest.windowsExecutableExtensions',
 	Providers = 'terminal.integrated.suggest.providers',
 }
 
+export const windowsDefaultExecutableExtensions: string[] = [
+	'exe',   // Executable file
+	'bat',   // Batch file
+	'cmd',   // Command script
+	'com',   // Command file
+
+	'msi',   // Windows Installer package
+
+	'ps1',   // PowerShell script
+
+	'vbs',   // VBScript file
+	'js',    // JScript file
+	'jar',   // Java Archive (requires Java runtime)
+	'py',    // Python script (requires Python interpreter)
+	'rb',    // Ruby script (requires Ruby interpreter)
+	'pl',    // Perl script (requires Perl interpreter)
+	'sh',    // Shell script (via WSL or third-party tools)
+];
+
 export const terminalSuggestConfigSection = 'terminal.integrated.suggest';
 
 export interface ITerminalSuggestConfiguration {
@@ -106,4 +126,15 @@ export const terminalSuggestConfiguration: IStringDictionary<IConfigurationPrope
 		default: false,
 		tags: ['experimental'],
 	},
+	[TerminalSuggestSettingId.WindowsExecutableExtensions]: {
+		restricted: true,
+		markdownDescription: localize("terminalWindowsExecutableSuggestionSetting", "A set of windows command executable extensions that will be included as suggestions in the terminal. For example, `exe` and `bat`.\n\nMany executables are included by default, listed below:\n\n{0}.\n\nTo exclude an extension, set it to `false`\n\n. To include one not in the list, add it and set it to `true`.",
+			windowsDefaultExecutableExtensions.sort().map(extension => `- ${extension}`).join('\n'),
+		),
+		type: 'object',
+		default: {},
+		tags: ['experimental'],
+	}
 };
+
+