diff --git a/Misc/NEWS.d/next/C_API/2025-11-15-05-35-00.gh-issue-141578.HAlryh.rst b/Misc/NEWS.d/next/C_API/2025-11-15-05-35-00.gh-issue-141578.HAlryh.rst
new file mode 100644
index 00000000000000..24e426d9c61545
--- /dev/null
+++ b/Misc/NEWS.d/next/C_API/2025-11-15-05-35-00.gh-issue-141578.HAlryh.rst
@@ -0,0 +1,3 @@
+Improve overflow error messages in :c:func:`PyLong_AsLong` and :c:func:`PyLong_AsInt`
+to indicate whether the value exceeds the maximum or minimum bounds, instead of
+showing generic overflow messages.
diff --git a/Objects/longobject.c b/Objects/longobject.c
index 43c0db753a0fb9..8368a90903642f 100644
--- a/Objects/longobject.c
+++ b/Objects/longobject.c
@@ -669,10 +669,18 @@ PyLong_AsLong(PyObject *obj)
     int overflow;
     long result = PyLong_AsLongAndOverflow(obj, &overflow);
     if (overflow) {
-        /* XXX: could be cute and give a different
-           message for overflow == -1 */
-        PyErr_SetString(PyExc_OverflowError,
-                        "Python int too large to convert to C long");
+        if (overflow > 0) {
+            PyErr_Format(PyExc_OverflowError,
+                         "Python int too large to convert to C long: "
+                         "value would be greater than %ld",
+                         LONG_MAX);
+        }
+        else {
+            PyErr_Format(PyExc_OverflowError,
+                         "Python int too large to convert to C long: "
+                         "value would be less than %ld",
+                         LONG_MIN);
+        }
     }
     return result;
 }
@@ -686,10 +694,18 @@ PyLong_AsInt(PyObject *obj)
     int overflow;
     long result = PyLong_AsLongAndOverflow(obj, &overflow);
     if (overflow || result > INT_MAX || result < INT_MIN) {
-        /* XXX: could be cute and give a different
-           message for overflow == -1 */
-        PyErr_SetString(PyExc_OverflowError,
-                        "Python int too large to convert to C int");
+        if (overflow > 0 || result > INT_MAX) {
+            PyErr_Format(PyExc_OverflowError,
+                         "Python int too large to convert to C int: "
+                         "value would be greater than %d",
+                         INT_MAX);
+        }
+        else {
+            PyErr_Format(PyExc_OverflowError,
+                         "Python int too large to convert to C int: "
+                         "value would be less than %d",
+                         INT_MIN);
+        }
         return -1;
     }
     return (int)result;