diff --git a/.chasten/checks.yml b/.chasten/checks.yml
index 91c7ce1a..e28eeff3 100644
--- a/.chasten/checks.yml
+++ b/.chasten/checks.yml
@@ -33,4 +33,4 @@ checks:
     pattern: './/FunctionDef/body//If[ancestor::If and not(parent::orelse)]'
     count:
       min: 1
-      max: 15
+      max: 15
\ No newline at end of file
diff --git a/chasten/database.py b/chasten/database.py
index 401333ad..bc0a144f 100644
--- a/chasten/database.py
+++ b/chasten/database.py
@@ -129,16 +129,28 @@ def display_datasette_details(
     output.console.print()
 
 
-def start_datasette_server(  # noqa: PLR0912
+def executable_name(OpSystem: str = "Linux") -> str:
+    """Get the executable directory depending on OS"""
+    exe_directory = "/bin/"
+    executable_name = constants.datasette.Datasette_Executable
+    # Checks if the OS is windows and changed where to search if true
+    if OpSystem == "Windows":
+        exe_directory = "/Scripts/"
+        executable_name += ".exe"
+    virtual_env_location = sys.prefix
+    return virtual_env_location + exe_directory + executable_name
+
+
+def start_datasette_server(  # noqa: PLR0912, PLR0913
     database_path: Path,
     datasette_metadata: Path,
     datasette_platform: str = enumerations.DatasettePublicationPlatform.FLY.value,
     datasette_port: int = 8001,
     publish: bool = False,
+    OpSystem: str = "Linux",
 ) -> None:
     """Start a local datasette server."""
     # define the name of the executable needed to run the server
-    executable_name = constants.datasette.Datasette_Executable
     # define the name of the file that contains datasette metadata;
     # note that by default the metadata could be None and thus it
     # will not be passed as a -m argument to the datasette program
@@ -148,8 +160,7 @@ def start_datasette_server(  # noqa: PLR0912
     # chasten will exist in a bin directory. For instance, the "datasette"
     # executable that is a dependency of chasten can be found by starting
     # the search from this location for the virtual environment.
-    virtual_env_location = sys.prefix
-    full_executable_name = virtual_env_location + "/bin/" + executable_name
+    full_executable_name = executable_name(OpSystem)
     (found_executable, executable_path) = filesystem.can_find_executable(
         full_executable_name
     )
@@ -163,7 +174,7 @@ def start_datasette_server(  # noqa: PLR0912
         label = ":sparkles: Details for datasette startup:"
     display_datasette_details(
         label,
-        virtual_env_location,
+        sys.prefix,
         str(executable_path),
         full_executable_name,
     )
@@ -171,7 +182,7 @@ def start_datasette_server(  # noqa: PLR0912
     # error message and then exit this function since no further steps are possible
     if not found_executable:
         output.console.print(
-            ":person_shrugging: Was not able to find '{executable_name}'"
+            f":person_shrugging: Was not able to find {constants.datasette.Datasette_Executable}"
         )
         return None
     # run the localhost server because the
diff --git a/chasten/main.py b/chasten/main.py
index 7f5cbae6..2c24365a 100644
--- a/chasten/main.py
+++ b/chasten/main.py
@@ -822,6 +822,7 @@ def datasette_serve(  # noqa: PLR0913
         datasette_port=port,
         datasette_metadata=metadata,
         publish=False,
+        OpSystem=util.get_OS(),
     )
 
 
diff --git a/chasten/util.py b/chasten/util.py
index 859cb42d..ec03cf92 100644
--- a/chasten/util.py
+++ b/chasten/util.py
@@ -1,6 +1,7 @@
 """Utilities for use within chasten."""
 
 import importlib.metadata
+import platform
 
 from chasten import constants
 
@@ -18,6 +19,12 @@ def get_human_readable_boolean(answer: bool) -> str:
     return constants.humanreadable.No
 
 
+def get_OS() -> str:
+    """Gets the Operating system of the user."""
+    OpSystem = platform.system()
+    return OpSystem
+
+
 def get_symbol_boolean(answer: bool) -> str:
     """Produce a symbol-formatted version of a boolean value of True or False."""
     if answer:
diff --git a/tests/test_database.py b/tests/test_database.py
new file mode 100644
index 00000000..dd1ad2c3
--- /dev/null
+++ b/tests/test_database.py
@@ -0,0 +1,9 @@
+"""Pytest test suite for the database module."""
+
+from chasten import database, filesystem, util
+
+
+def test_executable_name() -> None:
+    assert filesystem.can_find_executable(
+        database.executable_name(OpSystem=util.get_OS())
+    )