diff --git a/src/server/httpServer.ts b/src/server/httpServer.ts
index b89f3f6f..8c845335 100644
--- a/src/server/httpServer.ts
+++ b/src/server/httpServer.ts
@@ -22,6 +22,7 @@ export class HttpServer extends Disposable {
 	private _server?: http.Server<typeof http.IncomingMessage, typeof http.ServerResponse>;
 	private _contentLoader: ContentLoader;
 	private _defaultHeaders: any; // headers will be validated when set on the reponse
+	private _defaultPathExtensions: string[];
 
 	private readonly _onNewReqProcessed = this._register(
 		new vscode.EventEmitter<IServerMsg>()
@@ -38,12 +39,16 @@ export class HttpServer extends Disposable {
 		this._contentLoader = this._register(
 			new ContentLoader(_extensionUri, _reporter, _endpointManager, _connection)
 		);
-		this._defaultHeaders = SettingUtil.GetConfig().httpHeaders;
+		const config = SettingUtil.GetConfig();
+		this._defaultHeaders = config.httpHeaders;
+		this._defaultPathExtensions = config.pathExtensions;
 
 		this._register(
 			vscode.workspace.onDidChangeConfiguration((e) => {
 				if (e.affectsConfiguration(SETTINGS_SECTION_ID)) {
-					this._defaultHeaders = SettingUtil.GetConfig().httpHeaders;
+					const config = SettingUtil.GetConfig();
+					this._defaultHeaders = config.httpHeaders;
+					this._defaultPathExtensions = config.pathExtensions;
 				}
 			})
 		);
@@ -253,7 +258,26 @@ export class HttpServer extends Disposable {
 		}
 
 		// path should be valid now
-		const absPathExistsStatInfo = await PathUtil.FileExistsStat(absoluteReadPath);
+		let absPathExistsStatInfo = await PathUtil.FileExistsStat(absoluteReadPath);
+		if (!absPathExistsStatInfo.exists) {
+			// first determine whether this path already includes an extension
+			const fileName = URLPathName.substring(
+				URLPathName.lastIndexOf('/') + 1
+			);
+			// if this path has no extension, try to match paths with whitelisted extensions
+			if (!fileName.includes('.')) {
+				for	(let i = 0; i < this._defaultPathExtensions.length; i++) {
+					const modifiedAbsoluteReadPath = absoluteReadPath + this._defaultPathExtensions[i];
+					const modifiedAbsPathExistsStatInfo = await PathUtil.FileExistsStat(modifiedAbsoluteReadPath);
+					if (modifiedAbsPathExistsStatInfo.exists) {
+						// if a path with added extension exists, use it and stop checking 
+						absoluteReadPath = modifiedAbsoluteReadPath;
+						absPathExistsStatInfo = modifiedAbsPathExistsStatInfo;
+						break;
+					}
+				}
+			}
+		}
 		if (!absPathExistsStatInfo.exists) {
 			writePageNotFound();
 			return;
diff --git a/src/utils/constants.ts b/src/utils/constants.ts
index 5f05dabf..2d71eb7c 100644
--- a/src/utils/constants.ts
+++ b/src/utils/constants.ts
@@ -37,4 +37,6 @@ export const LIVE_PREVIEW_SERVER_ON = 'LivePreviewServerOn';
 
 export const TASK_TERMINAL_BASE_NAME = vscode.l10n.t('Run Server');
 
-export const DEFAULT_HTTP_HEADERS = { 'Accept-Ranges': 'bytes' };
\ No newline at end of file
+export const DEFAULT_HTTP_HEADERS = { 'Accept-Ranges': 'bytes' };
+
+export const DEFAULT_PATH_EXTENSIONS = [ '.html', '.htm' ];
\ No newline at end of file
diff --git a/src/utils/settingsUtil.ts b/src/utils/settingsUtil.ts
index b6b2a172..0069b158 100644
--- a/src/utils/settingsUtil.ts
+++ b/src/utils/settingsUtil.ts
@@ -4,7 +4,7 @@
  *--------------------------------------------------------------------------------------------*/
 
 import * as vscode from 'vscode';
-import { DEFAULT_HTTP_HEADERS } from './constants';
+import { DEFAULT_HTTP_HEADERS, DEFAULT_PATH_EXTENSIONS } from './constants';
 
 /**
  * @description the object representation of the extension settings.
@@ -24,6 +24,7 @@ export interface ILivePreviewConfigItem {
 	serverRoot: string;
 	previewDebounceDelay: number;
 	httpHeaders: any;
+	pathExtensions: string[];
 }
 
 /**
@@ -74,7 +75,8 @@ export const Settings: any = {
 	customExternalBrowser: 'customExternalBrowser',
 	serverRoot: 'serverRoot',
 	previewDebounceDelay: 'previewDebounceDelay',
-	httpHeaders: 'httpHeaders'
+	httpHeaders: 'httpHeaders',
+	pathExtensions: 'pathExtensions'
 };
 
 /**
@@ -132,6 +134,7 @@ export class SettingUtil {
 			customExternalBrowser: config.get<CustomExternalBrowser>(Settings.customExternalBrowser, CustomExternalBrowser.default),
 			serverRoot: config.get<string>(Settings.serverRoot, ''),
 			httpHeaders: config.get<any>(Settings.httpHeaders, DEFAULT_HTTP_HEADERS),
+			pathExtensions: config.get<string[]>(Settings.pathExtensions, DEFAULT_PATH_EXTENSIONS),
 		};
 	}