diff --git a/litellm/proxy/_experimental/mcp_server/discoverable_endpoints.py b/litellm/proxy/_experimental/mcp_server/discoverable_endpoints.py
index a215ff675cd..9689a7cb047 100644
--- a/litellm/proxy/_experimental/mcp_server/discoverable_endpoints.py
+++ b/litellm/proxy/_experimental/mcp_server/discoverable_endpoints.py
@@ -989,6 +989,21 @@ async def _persist_dcr_client_registration(
         return "failed"
 
 
+_MAX_UPSTREAM_ERROR_CHARS = 500
+
+
+def _safe_upstream_error_detail(response: httpx.Response) -> str:
+    """Bounded plaintext summary of an upstream registration failure for the client.
+
+    RFC 7591 error bodies are small JSON objects (``error`` / ``error_description``); relaying the
+    text lets the client read the real reason instead of a bare 500, and the length bound keeps a
+    hostile or oversized upstream body from bloating the gateway response."""
+    body = response.text
+    if not body:
+        return response.reason_phrase or "upstream registration failed"
+    return body[:_MAX_UPSTREAM_ERROR_CHARS]
+
+
 async def register_client_with_server(
     request: Request,
     mcp_server: MCPServer,
@@ -1050,6 +1065,8 @@ async def register_client_with_server(
             status_code=502,
             detail="MCP upstream registration endpoint returned no response",
         )
+    if bridge_relay and response.status_code >= 400:
+        raise HTTPException(status_code=response.status_code, detail=_safe_upstream_error_detail(response))
     response.raise_for_status()
 
     token_response = response.json()
diff --git a/tests/test_litellm/proxy/_experimental/mcp_server/test_discoverable_endpoints.py b/tests/test_litellm/proxy/_experimental/mcp_server/test_discoverable_endpoints.py
index 5871925dc93..11a6fea0cea 100644
--- a/tests/test_litellm/proxy/_experimental/mcp_server/test_discoverable_endpoints.py
+++ b/tests/test_litellm/proxy/_experimental/mcp_server/test_discoverable_endpoints.py
@@ -3866,6 +3866,7 @@ async def _bridge_register_response(server, request_payload, persist_credentials
     )
 
     mock_response = MagicMock()
+    mock_response.status_code = 201
     mock_response.json.return_value = {
         "client_id": "upstream-issued-client",
         "redirect_uris": request_payload.get("redirect_uris", []),
@@ -3934,6 +3935,94 @@ async def test_register_bridge_relay_requires_redirect_uris():
     assert "redirect_uris" in str(exc.value.detail)
 
 
+@pytest.mark.asyncio
+async def test_register_bridge_relay_surfaces_upstream_error_not_500():
+    """A bridge relay registration the upstream rejects must surface the upstream status and its
+    RFC 7591 error body to the client, not a bare 500 that hides the real reason."""
+    import httpx
+
+    from litellm.proxy._experimental.mcp_server.discoverable_endpoints import (
+        register_client_with_server,
+    )
+
+    error_response = MagicMock()
+    error_response.status_code = 400
+    error_response.text = '{"error":"invalid_redirect_uri","error_description":"redirect_uri not allowed"}'
+    error_response.raise_for_status = MagicMock(
+        side_effect=httpx.HTTPStatusError("bad", request=MagicMock(), response=error_response)
+    )
+    mock_async_client = MagicMock()
+    mock_async_client.post = AsyncMock(return_value=error_response)
+
+    with (
+        patch(
+            "litellm.proxy._experimental.mcp_server.discoverable_endpoints.get_async_httpx_client",
+            return_value=mock_async_client,
+        ),
+        patch(
+            "litellm.proxy._experimental.mcp_server.discoverable_endpoints._reuse_persisted_dcr_client_if_available",
+            new_callable=AsyncMock,
+            return_value=False,
+        ),
+    ):
+        with pytest.raises(HTTPException) as exc:
+            await register_client_with_server(
+                request=_bridge_mock_request(),
+                mcp_server=_bridge_server(),
+                client_name="Claude",
+                grant_types=None,
+                response_types=None,
+                token_endpoint_auth_method=None,
+                client_redirect_uris=[_BRIDGE_CLIENT_REDIRECT],
+            )
+
+    assert exc.value.status_code == 400
+    assert "invalid_redirect_uri" in str(exc.value.detail)
+
+
+@pytest.mark.asyncio
+async def test_register_non_bridge_upstream_error_still_raises_500():
+    """Non-bridge DCR keeps its pre-change behavior: raise_for_status propagates so the flag-off
+    contract is byte-identical; only the bridge relay arm relays the upstream status."""
+    import httpx
+
+    from litellm.proxy._experimental.mcp_server.discoverable_endpoints import (
+        register_client_with_server,
+    )
+
+    error_response = MagicMock()
+    error_response.status_code = 400
+    error_response.text = '{"error":"invalid_client_metadata"}'
+    error_response.raise_for_status = MagicMock(
+        side_effect=httpx.HTTPStatusError("bad", request=MagicMock(), response=error_response)
+    )
+    mock_async_client = MagicMock()
+    mock_async_client.post = AsyncMock(return_value=error_response)
+
+    oauth2_server = _bridge_server(auth_type=MCPAuth.oauth2, dcr_bridge=None)
+
+    with (
+        patch(
+            "litellm.proxy._experimental.mcp_server.discoverable_endpoints.get_async_httpx_client",
+            return_value=mock_async_client,
+        ),
+        patch(
+            "litellm.proxy._experimental.mcp_server.discoverable_endpoints._reuse_persisted_dcr_client_if_available",
+            new_callable=AsyncMock,
+            return_value=False,
+        ),
+    ):
+        with pytest.raises(httpx.HTTPStatusError):
+            await register_client_with_server(
+                request=_bridge_mock_request(),
+                mcp_server=oauth2_server,
+                client_name="Claude",
+                grant_types=None,
+                response_types=None,
+                token_endpoint_auth_method=None,
+            )
+
+
 @pytest.mark.asyncio
 async def test_register_bridge_relay_never_persists():
     """Relayed registrations belong to individual clients; persisting one as the server's own DCR