diff --git a/sentry_sdk/integrations/bottle.py b/sentry_sdk/integrations/bottle.py
index 8f3ede8190..68df00cfde 100644
--- a/sentry_sdk/integrations/bottle.py
+++ b/sentry_sdk/integrations/bottle.py
@@ -75,6 +75,19 @@ def setup_once() -> None:
         version = parse_version(BOTTLE_VERSION)
         _check_minimum_version(BottleIntegration, version)
 
+        # Bottle's Route.__repr__ might lead to a never-terminating while True
+        # loop when attach_stacktrace=True.
+        def _sentry_route_repr(self: "Route") -> str:
+            cb = self.callback
+            return "<%s %s -> %s:%s>" % (
+                self.method,
+                self.rule,
+                getattr(cb, "__module__", "?"),
+                getattr(cb, "__name__", "?"),
+            )
+
+        Route.__sentry_repr__ = _sentry_route_repr
+
         old_app = Bottle.__call__
 
         @ensure_integration_enabled(BottleIntegration, old_app)
diff --git a/tests/integrations/bottle/test_bottle.py b/tests/integrations/bottle/test_bottle.py
index b224d59753..a4e23789ea 100644
--- a/tests/integrations/bottle/test_bottle.py
+++ b/tests/integrations/bottle/test_bottle.py
@@ -166,6 +166,39 @@ def index():
         assert len(event["request"]["data"]["foo"]["bar"]) == 1034
 
 
+def test_attach_stacktrace_doesnt_hang(sentry_init, capture_events, app, get_client):
+    sentry_init(
+        integrations=[BottleIntegration()],
+        max_request_body_size="always",
+        attach_stacktrace=True,
+    )
+
+    data = {"foo": {"bar": "a" * (1024)}}
+
+    @app.route("/", method="POST")
+    def index():
+        import bottle
+
+        assert bottle.request.json == data
+        assert bottle.request.body.read() == json.dumps(data).encode("ascii")
+        capture_message("hi")
+        return "ok"
+
+    events = capture_events()
+
+    client = get_client()
+    response = client.get("/")
+
+    response = client.post("/", content_type="application/json", data=json.dumps(data))
+    assert response[1] == "200 OK"
+
+    (event,) = events
+
+    # As long as this test finishes, we're good. It's just making sure we don't
+    # hang.
+    assert event["request"]["data"]
+
+
 @pytest.mark.parametrize("data", [{}, []], ids=["empty-dict", "empty-list"])
 def test_empty_json_request(sentry_init, capture_events, app, data, get_client):
     sentry_init(integrations=[BottleIntegration()])