diff --git a/packages/bun-debug-adapter-protocol/src/debugger/adapter.ts b/packages/bun-debug-adapter-protocol/src/debugger/adapter.ts
index fca2d9677fdf0f..ddf5a9ff253f99 100644
--- a/packages/bun-debug-adapter-protocol/src/debugger/adapter.ts
+++ b/packages/bun-debug-adapter-protocol/src/debugger/adapter.ts
@@ -2,12 +2,26 @@ import type { InspectorEventMap } from "../../../bun-inspector-protocol/src/insp
 import type { JSC } from "../../../bun-inspector-protocol/src/protocol";
 import type { DAP } from "../protocol";
 // @ts-ignore
-import type { ChildProcess } from "node:child_process";
-import { spawn } from "node:child_process";
+import { spawn, ChildProcess } from "node:child_process";
 import { EventEmitter } from "node:events";
 import { WebSocketInspector, remoteObjectToString } from "../../../bun-inspector-protocol/index";
-import { UnixSignal, randomUnixPath } from "./signal";
+import { randomUnixPath, TCPSocketSignal, UnixSignal } from "./signal";
 import { Location, SourceMap } from "./sourcemap";
+import { createServer, AddressInfo } from "node:net";
+import * as path from "node:path";
+
+export async function getAvailablePort(): Promise<number> {
+  const server = createServer();
+  server.listen(0);
+  return new Promise((resolve, reject) => {
+    server.on("listening", () => {
+      const { port } = server.address() as AddressInfo;
+      server.close(() => {
+        resolve(port);
+      });
+    });
+  });
+}
 
 const capabilities: DAP.Capabilities = {
   supportsConfigurationDoneRequest: true,
@@ -489,36 +503,73 @@ export class DebugAdapter extends EventEmitter<DebugAdapterEventMap> implements
           ...env,
         };
 
-    const url = `ws+unix://${randomUnixPath()}`;
-    const signal = new UnixSignal();
+    if (process.platform !== "win32") {
+      // we're on unix
+      const url = `ws+unix://${randomUnixPath()}`;
+      const signal = new UnixSignal();
 
-    signal.on("Signal.received", () => {
-      this.#attach({ url });
-    });
+      signal.on("Signal.received", () => {
+        this.#attach({ url });
+      });
 
-    this.once("Adapter.terminated", () => {
-      signal.close();
-    });
+      this.once("Adapter.terminated", () => {
+        signal.close();
+      });
 
-    const query = stopOnEntry ? "break=1" : "wait=1";
-    processEnv["BUN_INSPECT"] = `${url}?${query}`;
-    processEnv["BUN_INSPECT_NOTIFY"] = signal.url;
+      const query = stopOnEntry ? "break=1" : "wait=1";
+      processEnv["BUN_INSPECT"] = `${url}?${query}`;
+      processEnv["BUN_INSPECT_NOTIFY"] = signal.url;
+
+      // This is probably not correct, but it's the best we can do for now.
+      processEnv["FORCE_COLOR"] = "1";
+      processEnv["BUN_QUIET_DEBUG_LOGS"] = "1";
+      processEnv["BUN_DEBUG_QUIET_LOGS"] = "1";
+
+      const started = await this.#spawn({
+        command: runtime,
+        args: processArgs,
+        env: processEnv,
+        cwd,
+        isDebugee: true,
+      });
 
-    // This is probably not correct, but it's the best we can do for now.
-    processEnv["FORCE_COLOR"] = "1";
-    processEnv["BUN_QUIET_DEBUG_LOGS"] = "1";
-    processEnv["BUN_DEBUG_QUIET_LOGS"] = "1";
+      if (!started) {
+        throw new Error("Program could not be started.");
+      }
+    } else {
+      // we're on windows
+      // Create TCPSocketSignal
+      const url = `ws://127.0.0.1:${await getAvailablePort()}/${getRandomId()}`; // 127.0.0.1 so it resolves correctly on windows
+      const signal = new TCPSocketSignal(await getAvailablePort());
 
-    const started = await this.#spawn({
-      command: runtime,
-      args: processArgs,
-      env: processEnv,
-      cwd,
-      isDebugee: true,
-    });
+      signal.on("Signal.received", async () => {
+        this.#attach({ url });
+      });
 
-    if (!started) {
-      throw new Error("Program could not be started.");
+      this.once("Adapter.terminated", () => {
+        signal.close();
+      });
+
+      const query = stopOnEntry ? "break=1" : "wait=1";
+      processEnv["BUN_INSPECT"] = `${url}?${query}`;
+      processEnv["BUN_INSPECT_NOTIFY"] = signal.url; // 127.0.0.1 so it resolves correctly on windows
+
+      // This is probably not correct, but it's the best we can do for now.
+      processEnv["FORCE_COLOR"] = "1";
+      processEnv["BUN_QUIET_DEBUG_LOGS"] = "1";
+      processEnv["BUN_DEBUG_QUIET_LOGS"] = "1";
+
+      const started = await this.#spawn({
+        command: runtime,
+        args: processArgs,
+        env: processEnv,
+        cwd,
+        isDebugee: true,
+      });
+
+      if (!started) {
+        throw new Error("Program could not be started.");
+      }
     }
   }
 
@@ -684,6 +735,9 @@ export class DebugAdapter extends EventEmitter<DebugAdapterEventMap> implements
 
   async breakpointLocations(request: DAP.BreakpointLocationsRequest): Promise<DAP.BreakpointLocationsResponse> {
     const { line, endLine, column, endColumn, source: source0 } = request;
+    if (process.platform === "win32") {
+      source0.path = source0.path ? normalizeWindowsPath(source0.path) : source0.path;
+    }
     const source = await this.#getSource(sourceToId(source0));
 
     const { locations } = await this.send("Debugger.getBreakpointLocations", {
@@ -788,6 +842,9 @@ export class DebugAdapter extends EventEmitter<DebugAdapterEventMap> implements
   }
 
   async #setBreakpointsByUrl(url: string, requests: DAP.SourceBreakpoint[], unsetOld?: boolean): Promise<Breakpoint[]> {
+    if (process.platform === "win32") {
+      url = url ? normalizeWindowsPath(url) : url;
+    }
     const source = this.#getSourceIfPresent(url);
 
     // If the source is not loaded, set a placeholder breakpoint at the start of the file.
@@ -1161,6 +1218,9 @@ export class DebugAdapter extends EventEmitter<DebugAdapterEventMap> implements
 
   async gotoTargets(request: DAP.GotoTargetsRequest): Promise<DAP.GotoTargetsResponse> {
     const { source: source0 } = request;
+    if (process.platform === "win32") {
+      source0.path = source0.path ? normalizeWindowsPath(source0.path) : source0.path;
+    }
     const source = await this.#getSource(sourceToId(source0));
 
     const { breakpoints } = await this.breakpointLocations(request);
@@ -1327,7 +1387,7 @@ export class DebugAdapter extends EventEmitter<DebugAdapterEventMap> implements
     // 1. If it has a `path`, the client retrieves the source from the file system.
     // 2. If it has a `sourceReference`, the client sends a `source` request.
     //    Moreover, the code is usually shown in a read-only editor.
-    const isUserCode = url.startsWith("/");
+    const isUserCode = path.isAbsolute(url);
     const sourceMap = SourceMap(sourceMapURL);
     const name = sourceName(url);
     const presentationHint = sourcePresentationHint(url);
@@ -1646,12 +1706,11 @@ export class DebugAdapter extends EventEmitter<DebugAdapterEventMap> implements
 
     // If the source does not have a path or is a builtin module,
     // it cannot be retrieved from the file system.
-    if (typeof sourceId === "number" || !sourceId.startsWith("/")) {
+    if (typeof sourceId === "number" || !path.isAbsolute(sourceId)) {
       throw new Error(`Source not found: ${sourceId}`);
     }
 
     // If the source is not present, it may not have been loaded yet.
-    // In that case, wait for it to be loaded.
     let resolves = this.#pendingSources.get(sourceId);
     if (!resolves) {
       this.#pendingSources.set(sourceId, (resolves = []));
@@ -2107,7 +2166,6 @@ export class DebugAdapter extends EventEmitter<DebugAdapterEventMap> implements
 
   close(): void {
     this.#process?.kill();
-    // this.#signal?.close();
     this.#inspector.close();
     this.#reset();
   }
@@ -2149,10 +2207,10 @@ function titleize(name: string): string {
 }
 
 function sourcePresentationHint(url?: string): DAP.Source["presentationHint"] {
-  if (!url || !url.startsWith("/")) {
+  if (!url || !path.isAbsolute(url)) {
     return "deemphasize";
   }
-  if (url.includes("/node_modules/")) {
+  if (url.includes("/node_modules/") || url.includes("\\node_modules\\")) {
     return "normal";
   }
   return "emphasize";
@@ -2163,6 +2221,9 @@ function sourceName(url?: string): string {
     return "unknown.js";
   }
   if (isJavaScript(url)) {
+    if (process.platform === "win32") {
+      url = url.replaceAll("\\", "/");
+    }
     return url.split("/").pop() || url;
   }
   return `${url}.js`;
@@ -2567,3 +2628,15 @@ let sequence = 1;
 function nextId(): number {
   return sequence++;
 }
+
+export function getRandomId() {
+  return Math.random().toString(36).slice(2);
+}
+
+export function normalizeWindowsPath(winPath: string): string {
+  winPath = path.normalize(winPath);
+  if (winPath[1] === ":" && (winPath[2] === "\\" || winPath[2] === "/")) {
+    return (winPath.charAt(0).toUpperCase() + winPath.slice(1)).replaceAll("\\\\", "\\");
+  }
+  return winPath;
+}
diff --git a/packages/bun-debug-adapter-protocol/src/debugger/signal.ts b/packages/bun-debug-adapter-protocol/src/debugger/signal.ts
index 6cd6e5ca3bf64c..db2b029a972b8d 100644
--- a/packages/bun-debug-adapter-protocol/src/debugger/signal.ts
+++ b/packages/bun-debug-adapter-protocol/src/debugger/signal.ts
@@ -1,5 +1,5 @@
 import { EventEmitter } from "node:events";
-import type { Server } from "node:net";
+import type { Server, Socket } from "node:net";
 import { createServer } from "node:net";
 import { tmpdir } from "node:os";
 import { join } from "node:path";
@@ -85,3 +85,75 @@ function parseUnixPath(path: string | URL): string {
     throw new Error(`Invalid UNIX path: ${path}`);
   }
 }
+
+export type TCPSocketSignalEventMap = {
+  "Signal.listening": [];
+  "Signal.error": [Error];
+  "Signal.closed": [];
+  "Signal.received": [string];
+};
+
+export class TCPSocketSignal extends EventEmitter {
+  #port: number;
+  #server: ReturnType<typeof createServer>;
+  #ready: Promise<void>;
+
+  constructor(port: number) {
+    super();
+    this.#port = port;
+
+    this.#server = createServer((socket: Socket) => {
+      socket.on("data", data => {
+        this.emit("Signal.received", data.toString());
+      });
+
+      socket.on("error", error => {
+        this.emit("Signal.error", error);
+      });
+
+      socket.on("close", () => {
+        this.emit("Signal.closed");
+      });
+    });
+
+    this.#ready = new Promise((resolve, reject) => {
+      this.#server.listen(this.#port, () => {
+        this.emit("Signal.listening");
+        resolve();
+      });
+      this.#server.on("error", reject);
+    });
+  }
+
+  emit<E extends keyof TCPSocketSignalEventMap>(event: E, ...args: TCPSocketSignalEventMap[E]): boolean {
+    if (isDebug) {
+      console.log(event, ...args);
+    }
+    return super.emit(event, ...args);
+  }
+
+  /**
+   * The TCP port.
+   */
+  get port(): number {
+    return this.#port;
+  }
+
+  get url(): string {
+    return `tcp://127.0.0.1:${this.#port}`;
+  }
+
+  /**
+   * Resolves when the server is listening or rejects if an error occurs.
+   */
+  get ready(): Promise<void> {
+    return this.#ready;
+  }
+
+  /**
+   * Closes the server.
+   */
+  close(): void {
+    this.#server.close();
+  }
+}
diff --git a/packages/bun-vscode/bun.lockb b/packages/bun-vscode/bun.lockb
index 1f071eb387a7b9..9433b0c6deda1a 100755
Binary files a/packages/bun-vscode/bun.lockb and b/packages/bun-vscode/bun.lockb differ
diff --git a/packages/bun-vscode/example/hello.js b/packages/bun-vscode/example/hello.js
deleted file mode 100644
index 895e5479044908..00000000000000
--- a/packages/bun-vscode/example/hello.js
+++ /dev/null
@@ -1,8 +0,0 @@
-console.log("HELLO");
-console.log("HELLO 2");
-console.log("HELLO 3");
-a();
-
-function a() {
-  console.log("HELLO 4");
-}
diff --git a/packages/bun-vscode/example/hello.ts b/packages/bun-vscode/example/hello.ts
new file mode 100644
index 00000000000000..ccd2773908ef4c
--- /dev/null
+++ b/packages/bun-vscode/example/hello.ts
@@ -0,0 +1,9 @@
+type OS = "Windows";
+
+Bun.serve({
+  fetch(req: Request) {
+    return new Response(
+      `Hello, ${"Windows" as OS}!`
+    );
+  }
+});
diff --git a/packages/bun-vscode/package.json b/packages/bun-vscode/package.json
index 501257eb0cc5be..cdaecb909984d7 100644
--- a/packages/bun-vscode/package.json
+++ b/packages/bun-vscode/package.json
@@ -1,6 +1,6 @@
 {
   "name": "bun-vscode",
-  "version": "0.0.8",
+  "version": "0.0.13",
   "author": "oven",
   "repository": {
     "type": "git",
diff --git a/packages/bun-vscode/scripts/build.mjs b/packages/bun-vscode/scripts/build.mjs
index c2281c467a0486..73f88b014c5e57 100644
--- a/packages/bun-vscode/scripts/build.mjs
+++ b/packages/bun-vscode/scripts/build.mjs
@@ -1,8 +1,12 @@
 import { buildSync } from "esbuild";
-import { spawnSync } from "node:child_process";
+import { execSync } from "node:child_process";
 import { cpSync, mkdirSync, rmSync } from "node:fs";
+import path from "node:path";
 
-const { pathname } = new URL("..", import.meta.url);
+let { pathname } = new URL("..", import.meta.url);
+if (process.platform === "win32") {
+  pathname = path.normalize(pathname).substring(1); // remove leading slash
+}
 process.chdir(pathname);
 
 buildSync({
@@ -26,7 +30,7 @@ cpSync("LICENSE", "extension/LICENSE");
 cpSync("package.json", "extension/package.json");
 
 const cmd = process.isBun ? "bunx" : "npx";
-spawnSync(cmd, ["vsce", "package"], {
+execSync(`${cmd} vsce package --no-dependencies`, {
   cwd: "extension",
   stdio: "inherit",
 });
diff --git a/packages/bun-vscode/scripts/test.mjs b/packages/bun-vscode/scripts/test.mjs
index e844fa2a664c21..105f577ac0e1b6 100644
--- a/packages/bun-vscode/scripts/test.mjs
+++ b/packages/bun-vscode/scripts/test.mjs
@@ -1,21 +1,25 @@
-import { spawn } from "node:child_process";
+import { exec } from "node:child_process";
 import { readdirSync } from "node:fs";
+import path from "node:path";
 
-const { pathname } = new URL("..", import.meta.url);
+let { pathname } = new URL("..", import.meta.url);
+if (process.platform === "win32") {
+  pathname = path.normalize(pathname).substring(1); // remove leading slash
+}
 process.chdir(pathname);
 
-let path;
+let extPath;
 for (const filename of readdirSync("extension")) {
   if (filename.endsWith(".vsix")) {
-    path = `extension/${filename}`;
+    extPath = `extension/${filename}`;
     break;
   }
 }
 
-if (!path) {
+if (!extPath) {
   throw new Error("No .vsix file found");
 }
 
-spawn("code", ["--new-window", `--install-extension=${path}`, `--extensionDevelopmentPath=${pathname}`, "example"], {
+exec(`code --new-window --install-extension=${path} --extensionDevelopmentPath=${pathname} example`, {
   stdio: "inherit",
 });
diff --git a/packages/bun-vscode/src/features/debug.ts b/packages/bun-vscode/src/features/debug.ts
index 88434622a1f8be..c6fc47f0c4d3d0 100644
--- a/packages/bun-vscode/src/features/debug.ts
+++ b/packages/bun-vscode/src/features/debug.ts
@@ -1,8 +1,8 @@
 import { DebugSession } from "@vscode/debugadapter";
 import { tmpdir } from "node:os";
 import * as vscode from "vscode";
-import type { DAP } from "../../../bun-debug-adapter-protocol";
-import { DebugAdapter, UnixSignal } from "../../../bun-debug-adapter-protocol";
+import { DAP, TCPSocketSignal } from "../../../bun-debug-adapter-protocol";
+import { DebugAdapter, getAvailablePort, UnixSignal, getRandomId } from "../../../bun-debug-adapter-protocol";
 
 export const DEBUG_CONFIGURATION: vscode.DebugConfiguration = {
   type: "bun",
@@ -81,7 +81,7 @@ function debugFileCommand(resource?: vscode.Uri) {
   if (path) debugCommand(path);
 }
 
-function injectDebugTerminal(terminal: vscode.Terminal): void {
+async function injectDebugTerminal(terminal: vscode.Terminal): Promise<void> {
   if (!getConfig("debugTerminal.enabled")) return;
 
   const { name, creationOptions } = terminal;
@@ -97,14 +97,16 @@ function injectDebugTerminal(terminal: vscode.Terminal): void {
   const stopOnEntry = getConfig("debugTerminal.stopOnEntry") === true;
   const query = stopOnEntry ? "break=1" : "wait=1";
 
-  const { adapter, signal } = new TerminalDebugSession();
+  const debugSession = new TerminalDebugSession();
+  await debugSession.initialize();
+  const { adapter, signal } = debugSession;
   const debug = vscode.window.createTerminal({
     ...creationOptions,
     name: "JavaScript Debug Terminal",
     env: {
       ...env,
       "BUN_INSPECT": `${adapter.url}?${query}`,
-      "BUN_INSPECT_NOTIFY": `${signal.url}`,
+      "BUN_INSPECT_NOTIFY": signal.url,
     },
   });
 
@@ -153,7 +155,9 @@ class DebugConfigurationProvider implements vscode.DebugConfigurationProvider {
 }
 
 class InlineDebugAdapterFactory implements vscode.DebugAdapterDescriptorFactory {
-  createDebugAdapterDescriptor(session: vscode.DebugSession): vscode.ProviderResult<vscode.DebugAdapterDescriptor> {
+  async createDebugAdapterDescriptor(
+    session: vscode.DebugSession,
+  ): Promise<vscode.ProviderResult<vscode.DebugAdapterDescriptor>> {
     const { configuration } = session;
     const { request, url } = configuration;
 
@@ -166,18 +170,28 @@ class InlineDebugAdapterFactory implements vscode.DebugAdapterDescriptorFactory
     }
 
     const adapter = new FileDebugSession(session.id);
+    await adapter.initialize();
     return new vscode.DebugAdapterInlineImplementation(adapter);
   }
 }
 
 class FileDebugSession extends DebugSession {
-  readonly adapter: DebugAdapter;
+  adapter: DebugAdapter;
+  sessionId?: string;
 
   constructor(sessionId?: string) {
     super();
-    const uniqueId = sessionId ?? Math.random().toString(36).slice(2);
-    const url = `ws+unix://${tmpdir()}/${uniqueId}.sock`;
+    this.sessionId = sessionId;
+  }
 
+  async initialize() {
+    const uniqueId = this.sessionId ?? Math.random().toString(36).slice(2);
+    let url;
+    if (process.platform === "win32") {
+      url = `ws://127.0.0.1:${await getAvailablePort()}/${getRandomId()}`;
+    } else {
+      url = `ws+unix://${tmpdir()}/${uniqueId}.sock`;
+    }
     this.adapter = new DebugAdapter(url);
     this.adapter.on("Adapter.response", response => this.sendResponse(response));
     this.adapter.on("Adapter.event", event => this.sendEvent(event));
@@ -204,11 +218,19 @@ class FileDebugSession extends DebugSession {
 }
 
 class TerminalDebugSession extends FileDebugSession {
-  readonly signal: UnixSignal;
+  signal: TCPSocketSignal | UnixSignal;
 
   constructor() {
     super();
-    this.signal = new UnixSignal();
+  }
+
+  async initialize() {
+    await super.initialize();
+    if (process.platform === "win32") {
+      this.signal = new TCPSocketSignal(await getAvailablePort());
+    } else {
+      this.signal = new UnixSignal();
+    }
     this.signal.on("Signal.received", () => {
       vscode.debug.startDebugging(undefined, {
         ...ATTACH_CONFIGURATION,
@@ -222,7 +244,7 @@ class TerminalDebugSession extends FileDebugSession {
       name: "Bun Terminal",
       env: {
         "BUN_INSPECT": `${this.adapter.url}?wait=1`,
-        "BUN_INSPECT_NOTIFY": `${this.signal.url}`,
+        "BUN_INSPECT_NOTIFY": this.signal.url,
       },
       isTransient: true,
       iconPath: new vscode.ThemeIcon("debug-console"),
diff --git a/src/js/internal/debugger.ts b/src/js/internal/debugger.ts
index 2ac52a7c7ada93..cf79349cd381ea 100644
--- a/src/js/internal/debugger.ts
+++ b/src/js/internal/debugger.ts
@@ -111,7 +111,7 @@ class Debugger {
       return;
     }
 
-    throw new TypeError(`Unsupported protocol: '${protocol}' (expected 'ws:', 'ws+unix:', or 'wss:')`);
+    throw new TypeError(`Unsupported protocol: '${protocol}' (expected 'ws:' or 'ws+unix:')`);
   }
 
   get #websocket(): WebSocketHandler<Connection> {