diff --git a/pandas/core/arrays/datetimes.py b/pandas/core/arrays/datetimes.py
index d674b1c476d2c..0581bff0bf698 100644
--- a/pandas/core/arrays/datetimes.py
+++ b/pandas/core/arrays/datetimes.py
@@ -2398,6 +2398,7 @@ def generate_range(start=None, end=None, periods=None, offset=BDay()):
 
     elif end and not offset.is_on_offset(end):
         end = offset.rollback(end)
+        end = Timestamp(str(end).split(' ')[0] + ' 23:59:59')
 
     if periods is None and end < start and offset.n >= 0:
         end = None