diff --git a/packages/app/src/components/terminal-emulator.tsx b/packages/app/src/components/terminal-emulator.tsx
index db8802ffb..957898828 100644
--- a/packages/app/src/components/terminal-emulator.tsx
+++ b/packages/app/src/components/terminal-emulator.tsx
@@ -8,6 +8,7 @@ import {
   useRef,
   useState,
   type CSSProperties,
+  type DragEvent as ReactDragEvent,
   type MouseEvent as ReactMouseEvent,
   type PointerEvent as ReactPointerEvent,
   type Ref,
@@ -34,6 +35,12 @@ import {
   computeScrollOffsetFromDragDelta,
   computeVerticalScrollbarGeometry,
 } from "./web-desktop-scrollbar.math";
+import {
+  extractTerminalDropPaths,
+  isTerminalDragLeaveOutside,
+  isTerminalFileDrag,
+  prepareDroppedPathsForTerminal,
+} from "../terminal/drop/terminal-file-drop";
 
 export interface TerminalEmulatorHandle {
   writeOutput: (data: TerminalOutputData) => void;
@@ -269,6 +276,8 @@ export default function TerminalEmulator({
   const [isDraggingScrollbar, setIsDraggingScrollbar] = useState(false);
   const [isScrollVisible, setIsScrollVisible] = useState(false);
   const [isScrollActive, setIsScrollActive] = useState(false);
+  const [isDropActive, setIsDropActive] = useState(false);
+  const dropActiveTimeoutRef = useRef<ReturnType<typeof setTimeout> | null>(null);
 
   const domBridgeRef = useRef<DOMImperativeFactory | null>(null);
   useDOMImperativeHandle(
@@ -759,6 +768,110 @@ export default function TerminalEmulator({
     setIsHandleHovered(false);
   }, []);
 
+  const clearDropActiveTimeout = useCallback(() => {
+    if (dropActiveTimeoutRef.current === null) {
+      return;
+    }
+    clearTimeout(dropActiveTimeoutRef.current);
+    dropActiveTimeoutRef.current = null;
+  }, []);
+
+  const clearTerminalDropActive = useCallback(() => {
+    clearDropActiveTimeout();
+    setIsDropActive(false);
+  }, [clearDropActiveTimeout]);
+
+  const keepTerminalDropActive = useCallback(() => {
+    clearDropActiveTimeout();
+    setIsDropActive(true);
+    dropActiveTimeoutRef.current = setTimeout(() => {
+      dropActiveTimeoutRef.current = null;
+      setIsDropActive(false);
+    }, 180);
+  }, [clearDropActiveTimeout]);
+
+  useEffect(() => {
+    const root = rootRef.current;
+    if (!root) {
+      return () => {};
+    }
+
+    const handleDragEnter = (event: DragEvent) => {
+      if (!isTerminalFileDrag(event.dataTransfer)) {
+        return;
+      }
+      event.preventDefault();
+      event.stopPropagation();
+      keepTerminalDropActive();
+    };
+
+    const handleDragOver = (event: DragEvent) => {
+      if (!isTerminalFileDrag(event.dataTransfer)) {
+        return;
+      }
+      event.preventDefault();
+      event.stopPropagation();
+      if (event.dataTransfer) {
+        event.dataTransfer.dropEffect = "copy";
+      }
+      keepTerminalDropActive();
+    };
+
+    const handleDrop = (event: DragEvent) => {
+      if (!isTerminalFileDrag(event.dataTransfer)) {
+        return;
+      }
+
+      event.preventDefault();
+      event.stopPropagation();
+      clearTerminalDropActive();
+
+      const paths = extractTerminalDropPaths(event.dataTransfer);
+      if (paths.length === 0) {
+        return;
+      }
+
+      runtimeRef.current?.focus();
+      mountCallbacksRef.current.onInput?.(prepareDroppedPathsForTerminal(paths));
+    };
+
+    root.addEventListener("dragenter", handleDragEnter, { capture: true });
+    root.addEventListener("dragover", handleDragOver, { capture: true });
+    root.addEventListener("drop", handleDrop, { capture: true });
+    window.addEventListener("dragend", clearTerminalDropActive);
+    window.addEventListener("drop", clearTerminalDropActive);
+
+    return () => {
+      root.removeEventListener("dragenter", handleDragEnter, { capture: true });
+      root.removeEventListener("dragover", handleDragOver, { capture: true });
+      root.removeEventListener("drop", handleDrop, { capture: true });
+      window.removeEventListener("dragend", clearTerminalDropActive);
+      window.removeEventListener("drop", clearTerminalDropActive);
+      clearDropActiveTimeout();
+    };
+  }, [clearDropActiveTimeout, clearTerminalDropActive, keepTerminalDropActive]);
+
+  const handleRootDragLeave = useCallback(
+    (event: ReactDragEvent<HTMLDivElement>) => {
+      if (!isTerminalFileDrag(event.dataTransfer)) {
+        return;
+      }
+
+      event.preventDefault();
+      event.stopPropagation();
+      if (
+        !isTerminalDragLeaveOutside({
+          currentTarget: event.currentTarget,
+          relatedTarget: event.relatedTarget,
+        })
+      ) {
+        return;
+      }
+      clearTerminalDropActive();
+    },
+    [clearTerminalDropActive],
+  );
+
   const rootDivStyle = useMemo<CSSProperties>(
     () => ({
       position: "relative",
@@ -774,6 +887,19 @@ export default function TerminalEmulator({
     }),
     [xtermTheme.background],
   );
+  const dropOverlayStyle = useMemo<CSSProperties>(
+    () => ({
+      position: "absolute",
+      inset: 0,
+      zIndex: 9,
+      border: "1px solid rgba(78, 161, 255, 0.72)",
+      backgroundColor: "rgba(78, 161, 255, 0.16)",
+      opacity: isDropActive ? 1 : 0,
+      pointerEvents: "none",
+      transition: "opacity 120ms ease-out",
+    }),
+    [isDropActive],
+  );
   const handleContainerStyle = useMemo<CSSProperties>(
     () => ({
       position: "absolute",
@@ -822,8 +948,10 @@ export default function TerminalEmulator({
       style={rootDivStyle}
       onPointerDown={handleRootPointerDown}
       onContextMenu={handleRootContextMenu}
+      onDragLeave={handleRootDragLeave}
     >
       <div ref={hostRef} style={HOST_DIV_STYLE} />
+      <div style={dropOverlayStyle} />
       {scrollbarGeometry.isVisible ? (
         <div style={SCROLLBAR_CONTAINER_STYLE}>
           <div
diff --git a/packages/app/src/desktop/host.ts b/packages/app/src/desktop/host.ts
index 896e86117..a566d2373 100644
--- a/packages/app/src/desktop/host.ts
+++ b/packages/app/src/desktop/host.ts
@@ -51,6 +51,10 @@ export interface DesktopOpenerBridge {
   openUrl?: (url: string) => Promise<void>;
 }
 
+export interface DesktopWebUtilsBridge {
+  getPathForFile?: (file: File) => string;
+}
+
 export interface DesktopMenuBridge {
   showContextMenu?: (input?: { kind?: "terminal"; hasSelection?: boolean }) => Promise<void>;
 }
@@ -107,6 +111,7 @@ export interface DesktopHostBridge {
   dialog?: DesktopDialogBridge;
   notification?: DesktopNotificationBridge;
   opener?: DesktopOpenerBridge;
+  webUtils?: DesktopWebUtilsBridge;
   menu?: DesktopMenuBridge;
   browser?: DesktopBrowserBridge;
 }
diff --git a/packages/app/src/terminal/drop/terminal-file-drop.test.ts b/packages/app/src/terminal/drop/terminal-file-drop.test.ts
new file mode 100644
index 000000000..d5a51327b
--- /dev/null
+++ b/packages/app/src/terminal/drop/terminal-file-drop.test.ts
@@ -0,0 +1,114 @@
+/**
+ * @vitest-environment jsdom
+ */
+import { afterEach, describe, expect, it, vi } from "vitest";
+import {
+  extractTerminalDropPaths,
+  isTerminalDragLeaveOutside,
+  isTerminalFileDrag,
+  prepareDroppedPathForTerminal,
+  prepareDroppedPathsForTerminal,
+} from "./terminal-file-drop";
+
+function setDesktopBridge(bridge: unknown): void {
+  Object.defineProperty(window, "paseoDesktop", {
+    configurable: true,
+    value: bridge,
+  });
+}
+
+function dataTransfer(input: { types?: string[]; files?: File[] }): DataTransfer {
+  return {
+    types: input.types ?? [],
+    files: input.files ?? [],
+  } as unknown as DataTransfer;
+}
+
+afterEach(() => {
+  vi.restoreAllMocks();
+  delete (window as unknown as { paseoDesktop?: unknown }).paseoDesktop;
+});
+
+describe("terminal file drop", () => {
+  it("detects file drags", () => {
+    expect(isTerminalFileDrag(dataTransfer({ types: ["Files"] }))).toBe(true);
+    expect(isTerminalFileDrag(dataTransfer({ types: ["text/plain"] }))).toBe(false);
+    expect(isTerminalFileDrag(null)).toBe(false);
+  });
+
+  it("keeps drag highlight active when moving between terminal children", () => {
+    const root = document.createElement("div");
+    const child = document.createElement("div");
+    const outside = document.createElement("div");
+    root.appendChild(child);
+
+    expect(isTerminalDragLeaveOutside({ currentTarget: root, relatedTarget: child })).toBe(false);
+    expect(isTerminalDragLeaveOutside({ currentTarget: root, relatedTarget: outside })).toBe(true);
+    expect(isTerminalDragLeaveOutside({ currentTarget: root, relatedTarget: null })).toBe(true);
+  });
+
+  it("extracts paths through Electron webUtils", () => {
+    const file = new File(["image"], "photo.png", { type: "image/png" });
+    const getPathForFile = vi.fn(() => "/Users/me/Desktop/photo.png");
+    setDesktopBridge({
+      webUtils: { getPathForFile },
+    });
+
+    expect(extractTerminalDropPaths(dataTransfer({ types: ["Files"], files: [file] }))).toEqual([
+      "/Users/me/Desktop/photo.png",
+    ]);
+    expect(getPathForFile).toHaveBeenCalledWith(file);
+  });
+
+  it("falls back to legacy Electron file paths", () => {
+    const file = new File(["image"], "photo.png", { type: "image/png" });
+    Object.defineProperty(file, "path", {
+      configurable: true,
+      value: "/tmp/legacy-photo.png",
+    });
+    setDesktopBridge({
+      webUtils: {
+        getPathForFile: vi.fn(() => {
+          throw new Error("not available");
+        }),
+      },
+    });
+
+    expect(extractTerminalDropPaths(dataTransfer({ types: ["Files"], files: [file] }))).toEqual([
+      "/tmp/legacy-photo.png",
+    ]);
+  });
+
+  it("drops browser files that have no filesystem path", () => {
+    const file = new File(["image"], "photo.png", { type: "image/png" });
+
+    expect(extractTerminalDropPaths(dataTransfer({ types: ["Files"], files: [file] }))).toEqual([]);
+  });
+
+  it("prepares POSIX paths with conservative escaping", () => {
+    setDesktopBridge({ platform: "darwin" });
+
+    expect(prepareDroppedPathForTerminal("/tmp/my image.png")).toBe("'/tmp/my image.png'");
+    expect(prepareDroppedPathForTerminal("/tmp/a$(touch bad).png")).toBe("'/tmp/a(touch bad).png'");
+    expect(prepareDroppedPathForTerminal("/tmp/it's.png")).toBe("'/tmp/it\\'s.png'");
+  });
+
+  it("prepares Windows paths with space quoting", () => {
+    setDesktopBridge({ platform: "win32" });
+
+    expect(prepareDroppedPathForTerminal("C:\\Users\\me\\photo.png")).toBe(
+      "C:\\Users\\me\\photo.png",
+    );
+    expect(prepareDroppedPathForTerminal("C:\\Users\\me\\photo one.png")).toBe(
+      '"C:\\Users\\me\\photo one.png"',
+    );
+  });
+
+  it("joins multiple dropped paths for one terminal input", () => {
+    setDesktopBridge({ platform: "darwin" });
+
+    expect(prepareDroppedPathsForTerminal(["/tmp/a.png", "/tmp/b c.png"])).toBe(
+      "'/tmp/a.png' '/tmp/b c.png'",
+    );
+  });
+});
diff --git a/packages/app/src/terminal/drop/terminal-file-drop.ts b/packages/app/src/terminal/drop/terminal-file-drop.ts
new file mode 100644
index 000000000..df0a97700
--- /dev/null
+++ b/packages/app/src/terminal/drop/terminal-file-drop.ts
@@ -0,0 +1,102 @@
+interface DesktopFilePathBridge {
+  platform?: string;
+  webUtils?: {
+    getPathForFile?: (file: File) => string;
+  };
+}
+
+const DANGEROUS_NON_WINDOWS_PATH_CHARS = /[`$|&>~#!^*;<]/g;
+
+function getDesktopBridge(): DesktopFilePathBridge | null {
+  if (typeof window === "undefined") {
+    return null;
+  }
+  const bridge = (window as unknown as { paseoDesktop?: DesktopFilePathBridge }).paseoDesktop;
+  return bridge && typeof bridge === "object" ? bridge : null;
+}
+
+function getLegacyFilePath(file: File): string | null {
+  const path = Reflect.get(file, "path");
+  return typeof path === "string" && path.length > 0 ? path : null;
+}
+
+function getFilePath(file: File): string | null {
+  const bridge = getDesktopBridge();
+  const getPathForFile = bridge?.webUtils?.getPathForFile;
+  if (typeof getPathForFile === "function") {
+    try {
+      const path = getPathForFile(file);
+      if (typeof path === "string" && path.length > 0) {
+        return path;
+      }
+    } catch {
+      // Fall through to the legacy Electron File.path property if present.
+    }
+  }
+  return getLegacyFilePath(file);
+}
+
+export function isTerminalFileDrag(dataTransfer: DataTransfer | null): boolean {
+  return Boolean(dataTransfer && Array.from(dataTransfer.types).includes("Files"));
+}
+
+export function isTerminalDragLeaveOutside(input: {
+  currentTarget: EventTarget | null;
+  relatedTarget: EventTarget | null;
+}): boolean {
+  if (!(input.currentTarget instanceof Node) || !(input.relatedTarget instanceof Node)) {
+    return true;
+  }
+  return !input.currentTarget.contains(input.relatedTarget);
+}
+
+export function extractTerminalDropPaths(dataTransfer: DataTransfer | null): string[] {
+  if (!dataTransfer) {
+    return [];
+  }
+
+  const paths: string[] = [];
+  for (const file of Array.from(dataTransfer.files)) {
+    const path = getFilePath(file);
+    if (path) {
+      paths.push(path);
+    }
+  }
+  return paths;
+}
+
+function escapeNonWindowsPath(path: string): string {
+  let nextPath = path;
+  if (nextPath.includes("\\")) {
+    nextPath = nextPath.replace(/\\/g, "\\\\");
+  }
+
+  nextPath = nextPath.replace(DANGEROUS_NON_WINDOWS_PATH_CHARS, "");
+
+  if (nextPath.includes("'") && nextPath.includes('"')) {
+    return `$'${nextPath.replace(/'/g, "\\'")}'`;
+  }
+  if (nextPath.includes("'")) {
+    return `'${nextPath.replace(/'/g, "\\'")}'`;
+  }
+  return `'${nextPath}'`;
+}
+
+function escapeWindowsPath(path: string): string {
+  if (!path.includes(" ")) {
+    return path;
+  }
+  return `"${path}"`;
+}
+
+export function prepareDroppedPathForTerminal(path: string): string {
+  const platform = getDesktopBridge()?.platform;
+  if (platform === "win32") {
+    return escapeWindowsPath(path);
+  }
+  return escapeNonWindowsPath(path);
+}
+
+export function prepareDroppedPathsForTerminal(paths: readonly string[]): string {
+  return paths.map(prepareDroppedPathForTerminal).join(" ");
+}
diff --git a/packages/desktop/src/preload.ts b/packages/desktop/src/preload.ts
index 66922e0bc..6999fa9c2 100644
--- a/packages/desktop/src/preload.ts
+++ b/packages/desktop/src/preload.ts
@@ -1,4 +1,4 @@
-import { contextBridge, ipcRenderer } from "electron";
+import { contextBridge, ipcRenderer, webUtils } from "electron";
 
 type EventHandler = (payload: unknown) => void;
 
@@ -55,6 +55,9 @@ contextBridge.exposeInMainWorld("paseoDesktop", {
   opener: {
     openUrl: (url: string) => ipcRenderer.invoke("paseo:opener:openUrl", url),
   },
+  webUtils: {
+    getPathForFile: (file: File) => webUtils.getPathForFile(file),
+  },
   menu: {
     showContextMenu: (input?: Record<string, unknown>) =>
       ipcRenderer.invoke("paseo:menu:showContextMenu", input),