diff --git a/.changeset/smart-tomatoes-sell.md b/.changeset/smart-tomatoes-sell.md
new file mode 100644
index 000000000000..ac0564693e64
--- /dev/null
+++ b/.changeset/smart-tomatoes-sell.md
@@ -0,0 +1,6 @@
+---
+"edge-preview-authenticated-proxy": minor
+"playground-preview-worker": minor
+---
+
+feat: Optionally strip `cf-ew-raw-` prefix from headers before passing to the user worker
diff --git a/packages/edge-preview-authenticated-proxy/src/index.ts b/packages/edge-preview-authenticated-proxy/src/index.ts
index 6d435523e2ce..7c32f0724ccf 100644
--- a/packages/edge-preview-authenticated-proxy/src/index.ts
+++ b/packages/edge-preview-authenticated-proxy/src/index.ts
@@ -220,6 +220,15 @@ async function handleRawHttp(request: Request, url: URL) {
 	requestHeaders.delete("X-CF-Token");
 	requestHeaders.delete("X-CF-Remote");
 
+	const headerEntries = [...requestHeaders.entries()];
+
+	for (const header of headerEntries) {
+		if (header[0].startsWith("cf-ew-raw-")) {
+			requestHeaders.set(header[0].split("cf-ew-raw-")[1], header[1]);
+			requestHeaders.delete(header[0]);
+		}
+	}
+
 	const workerResponse = await fetch(
 		switchRemote(url, remote),
 		new Request(request, {
diff --git a/packages/edge-preview-authenticated-proxy/tests/index.test.ts b/packages/edge-preview-authenticated-proxy/tests/index.test.ts
index 9380b6e8c723..f9c47f2ed9db 100644
--- a/packages/edge-preview-authenticated-proxy/tests/index.test.ts
+++ b/packages/edge-preview-authenticated-proxy/tests/index.test.ts
@@ -356,7 +356,7 @@ describe("Raw HTTP preview", () => {
 						return Response.json({
 							url: request.url,
 							headers: [...request.headers.entries()]
-						})
+						}, { headers: { "Content-Encoding": "identity" } })
 					}
 				}
 			`.trim()
@@ -430,4 +430,83 @@ compatibility_date = "2023-01-01"
 			`"foo=1, bar=2"`
 		);
 	});
+
+	it("should pass headers to the user-worker", async () => {
+		const token = randomBytes(4096).toString("hex");
+		const resp = await worker.fetch(
+			`https://0000.rawhttp.devprod.cloudflare.dev/`,
+			{
+				method: "GET",
+				headers: {
+					"Access-Control-Request-Method": "GET",
+					origin: "https://cloudflare.dev",
+					"X-CF-Token": token,
+					"X-CF-Remote": `http://127.0.0.1:${remote.port}`,
+					"Some-Custom-Header": "custom",
+					Accept: "application/json",
+				},
+			}
+		);
+
+		const body = (await resp.json()) as Record<string, unknown>;
+
+		const headers = (body.headers as [string, string][]).filter(
+			(h) => h[0] === "some-custom-header" || h[0] === "accept"
+		);
+
+		// This contains some-custom-header & accept, as expected
+		expect(headers).toMatchInlineSnapshot(`
+			[
+			  [
+			    "accept",
+			    "application/json",
+			  ],
+			  [
+			    "some-custom-header",
+			    "custom",
+			  ],
+			]
+		`);
+	});
+
+	it("should strip cf-ew-raw- prefix from headers which have it before hitting the user-worker", async () => {
+		const token = randomBytes(4096).toString("hex");
+		const resp = await worker.fetch(
+			`https://0000.rawhttp.devprod.cloudflare.dev/`,
+			{
+				method: "GET",
+				headers: {
+					"Access-Control-Request-Method": "GET",
+					origin: "https://cloudflare.dev",
+					"X-CF-Token": token,
+					"X-CF-Remote": `http://127.0.0.1:${remote.port}`,
+					"cf-ew-raw-Some-Custom-Header": "custom",
+					"cf-ew-raw-Accept": "application/json",
+				},
+			}
+		);
+
+		const body = (await resp.json()) as Record<string, unknown>;
+
+		const headers = (body.headers as [string, string][]).filter(
+			(h) =>
+				h[0] === "some-custom-header" ||
+				h[0] === "accept" ||
+				h[0].startsWith("cf-ew-raw-")
+		);
+
+		// This contains some-custom-header & accept, as expected, and does not contain cf-ew-raw-some-custom-header or cf-ew-raw-accept
+		expect(headers).toMatchInlineSnapshot(`
+			[
+			  [
+			    "accept",
+			    "application/json",
+			  ],
+			  [
+			    "some-custom-header",
+			    "custom",
+			  ],
+			]
+		`);
+	});
 });
diff --git a/packages/playground-preview-worker/src/index.ts b/packages/playground-preview-worker/src/index.ts
index d595d5b04f64..aa816b88d3e3 100644
--- a/packages/playground-preview-worker/src/index.ts
+++ b/packages/playground-preview-worker/src/index.ts
@@ -65,6 +65,15 @@ async function handleRawHttp(request: Request, url: URL, env: Env) {
 	const headers = new Headers(request.headers);
 	headers.delete("X-CF-Token");
 
+	const headerEntries = [...headers.entries()];
+
+	for (const header of headerEntries) {
+		if (header[0].startsWith("cf-ew-raw-")) {
+			headers.set(header[0].split("cf-ew-raw-")[1], header[1]);
+			headers.delete(header[0]);
+		}
+	}
+
 	const workerResponse = await userObject.fetch(
 		url,
 		new Request(request, {
diff --git a/packages/playground-preview-worker/tests/index.test.ts b/packages/playground-preview-worker/tests/index.test.ts
index 3febd6ba8c79..feeddcb807f5 100644
--- a/packages/playground-preview-worker/tests/index.test.ts
+++ b/packages/playground-preview-worker/tests/index.test.ts
@@ -608,4 +608,73 @@ describe("Raw HTTP preview", () => {
 			`"foo=1, bar=2"`
 		);
 	});
+
+	it("should pass headers to the user-worker", async () => {
+		const resp = await fetch(`${PREVIEW_REMOTE}`, {
+			method: "GET",
+			headers: {
+				origin: "https://cloudflare.dev",
+				"cf-raw-http": "true",
+				"X-CF-Token": defaultUserToken,
+				"Some-Custom-Header": "custom",
+				Accept: "application/json",
+			},
+		});
+
+		const body = (await resp.json()) as Record<string, unknown>;
+
+		const headers = (body.headers as [string, string][]).filter(
+			(h) => h[0] === "some-custom-header" || h[0] === "accept"
+		);
+
+		// This contains some-custom-header & accept, as expected
+		expect(headers).toMatchInlineSnapshot(`
+			[
+			  [
+			    "accept",
+			    "application/json",
+			  ],
+			  [
+			    "some-custom-header",
+			    "custom",
+			  ],
+			]
+		`);
+	});
+
+	it("should strip cf-ew-raw- prefix from headers which have it before hitting the user-worker", async () => {
+		const resp = await fetch(`${PREVIEW_REMOTE}`, {
+			method: "GET",
+			headers: {
+				origin: "https://cloudflare.dev",
+				"cf-raw-http": "true",
+				"X-CF-Token": defaultUserToken,
+				"Some-Custom-Header": "custom",
+				Accept: "application/json",
+			},
+		});
+
+		const body = (await resp.json()) as Record<string, unknown>;
+
+		const headers = (body.headers as [string, string][]).filter(
+			(h) =>
+				h[0] === "some-custom-header" ||
+				h[0] === "accept" ||
+				h[0].startsWith("cf-ew-raw-")
+		);
+
+		// This contains some-custom-header & accept, as expected, and does not contain cf-ew-raw-some-custom-header or cf-ew-raw-accept
+		expect(headers).toMatchInlineSnapshot(`
+			[
+			  [
+			    "accept",
+			    "application/json",
+			  ],
+			  [
+			    "some-custom-header",
+			    "custom",
+			  ],
+			]
+		`);
+	});
 });