diff --git a/test/unit/routes/static.test.ts b/test/unit/routes/static.test.ts
new file mode 100644
index 000000000..138976260
--- /dev/null
+++ b/test/unit/routes/static.test.ts
@@ -0,0 +1,136 @@
+import { promises as fs } from "fs"
+import * as path from "path"
+import { tmpdir } from "../../utils/helpers"
+import * as httpserver from "../../utils/httpserver"
+import * as integration from "../../utils/integration"
+
+describe("/static", () => {
+  let _codeServer: httpserver.HttpServer | undefined
+  function codeServer(): httpserver.HttpServer {
+    if (!_codeServer) {
+      throw new Error("tried to use code-server before setting it up")
+    }
+    return _codeServer
+  }
+
+  let testFile: string | undefined
+  let testFileContent: string | undefined
+  let nonExistentTestFile: string | undefined
+
+  // The static endpoint expects a commit and then the full path of the file.
+  // The commit is just for cache busting so we can use anything we want. `-`
+  // and `development` are specially recognized in that they will cause the
+  // static endpoint to avoid sending cache headers.
+  const commit = "-"
+
+  beforeAll(async () => {
+    const testDir = await tmpdir("static")
+    testFile = path.join(testDir, "test")
+    testFileContent = "static file contents"
+    nonExistentTestFile = path.join(testDir, "i-am-not-here")
+    await fs.writeFile(testFile, testFileContent)
+  })
+
+  afterEach(async () => {
+    if (_codeServer) {
+      await _codeServer.close()
+      _codeServer = undefined
+    }
+  })
+
+  function commonTests() {
+    it("should return a 404 when a commit and file are not provided", async () => {
+      const resp = await codeServer().fetch("/static")
+      expect(resp.status).toBe(404)
+
+      const content = await resp.json()
+      expect(content).toStrictEqual({ error: "Not Found" })
+    })
+
+    it("should return a 404 when a file is not provided", async () => {
+      const resp = await codeServer().fetch(`/static/${commit}`)
+      expect(resp.status).toBe(404)
+
+      const content = await resp.json()
+      expect(content).toStrictEqual({ error: "Not Found" })
+    })
+  }
+
+  describe("disabled authentication", () => {
+    beforeEach(async () => {
+      _codeServer = await integration.setup(["--auth=none"], "")
+    })
+
+    commonTests()
+
+    it("should return a 404 for a nonexistent file", async () => {
+      const resp = await codeServer().fetch(`/static/${commit}/${nonExistentTestFile}`)
+      expect(resp.status).toBe(404)
+
+      const content = await resp.json()
+      expect(content.error).toMatch("ENOENT")
+    })
+
+    it("should return a 200 and file contents for an existent file", async () => {
+      const resp = await codeServer().fetch(`/static/${commit}${testFile}`)
+      expect(resp.status).toBe(200)
+
+      const content = await resp.text()
+      expect(content).toStrictEqual(testFileContent)
+    })
+  })
+
+  describe("enabled authentication", () => {
+    // Store whatever might be in here so we can restore it afterward.
+    // TODO: We should probably pass this as an argument somehow instead of
+    // manipulating the environment.
+    const previousEnvPassword = process.env.PASSWORD
+
+    beforeEach(async () => {
+      process.env.PASSWORD = "test"
+      _codeServer = await integration.setup(["--auth=password"], "")
+    })
+
+    afterEach(() => {
+      process.env.PASSWORD = previousEnvPassword
+    })
+
+    commonTests()
+
+    describe("inside code-server root", () => {
+      it("should return a 404 for a nonexistent file", async () => {
+        const resp = await codeServer().fetch(`/static/${commit}/${__filename}-does-not-exist`)
+        expect(resp.status).toBe(404)
+
+        const content = await resp.json()
+        expect(content.error).toMatch("ENOENT")
+      })
+
+      it("should return a 200 and file contents for an existent file", async () => {
+        const resp = await codeServer().fetch(`/static/${commit}${__filename}`)
+        expect(resp.status).toBe(200)
+
+        const content = await resp.text()
+        expect(content).toStrictEqual(await fs.readFile(__filename, "utf8"))
+      })
+    })
+
+    describe("outside code-server root", () => {
+      it("should return a 401 for a nonexistent file", async () => {
+        const resp = await codeServer().fetch(`/static/${commit}/${nonExistentTestFile}`)
+        expect(resp.status).toBe(401)
+
+        const content = await resp.json()
+        expect(content).toStrictEqual({ error: "Unauthorized" })
+      })
+
+      it("should return a 401 for an existent file", async () => {
+        const resp = await codeServer().fetch(`/static/${commit}${testFile}`)
+        expect(resp.status).toBe(401)
+
+        const content = await resp.json()
+        expect(content).toStrictEqual({ error: "Unauthorized" })
+      })
+    })
+  })
+})