diff --git a/src/scribe_data/cli/main.py b/src/scribe_data/cli/main.py
index 05310f96f..f9bd5b66a 100644
--- a/src/scribe_data/cli/main.py
+++ b/src/scribe_data/cli/main.py
@@ -28,6 +28,7 @@
 from scribe_data.cli.interactive import start_interactive_mode
 from scribe_data.cli.list import list_wrapper
 from scribe_data.cli.total import get_total_lexemes
+from scribe_data.cli.version import get_version_message
 
 LIST_DESCRIPTION = "List languages, data types and combinations of each that Scribe-Data can be used for."
 GET_DESCRIPTION = (
@@ -50,7 +51,11 @@ def main() -> None:
 
     parser._actions[0].help = "Show this help message and exit."
     parser.add_argument(
-        "-v", "--version", help="Show the version of the Scribe-Data CLI."
+        "-v",
+        "--version",
+        action="version",
+        version=f"{get_version_message()}",
+        help="Show the local and latest versions of the Scribe-Data CLI.",
     )
     parser.add_argument("-u", "--upgrade", help="Upgrade the Scribe-Data CLI.")
 
diff --git a/src/scribe_data/cli/version.py b/src/scribe_data/cli/version.py
new file mode 100644
index 000000000..d315a4695
--- /dev/null
+++ b/src/scribe_data/cli/version.py
@@ -0,0 +1,62 @@
+"""
+Functions for checking current version of the Scribe-Data CLI.
+
+.. raw:: html
+    <!--
+    * Copyright (C) 2024 Scribe
+    *
+    * This program is free software: you can redistribute it and/or modify
+    * it under the terms of the GNU General Public License as published by
+    * the Free Software Foundation, either version 3 of the License, or
+    * (at your option) any later version.
+    *
+    * This program is distributed in the hope that it will be useful,
+    * but WITHOUT ANY WARRANTY; without even the implied warranty of
+    * MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+    * GNU General Public License for more details.
+    *
+    * You should have received a copy of the GNU General Public License
+    * along with this program.  If not, see <https://www.gnu.org/licenses/>.
+    -->
+"""
+
+import pkg_resources
+import requests
+
+
+def get_local_version():
+    try:
+        return pkg_resources.get_distribution("scribe-data").version
+    except pkg_resources.DistributionNotFound:
+        return "Unknown (Not installed via pip)"
+
+
+def get_latest_version():
+    try:
+        response = requests.get(
+            "https://api.github.com/repos/scribe-org/Scribe-Data/releases/latest"
+        )
+        version = response.json()["name"]
+        return version
+    except Exception:
+        return "Unknown (Unable to fetch version)"
+
+
+def get_version_message():
+    local_version = "Scribe-Data v" + get_local_version()
+    latest_version = get_latest_version()
+
+    if (
+        local_version == "Unknown (Not installed via pip)"
+        or latest_version == "Unknown (Unable to fetch version)"
+    ):
+        return f"{local_version}"
+
+    if local_version == latest_version:
+        return f"{local_version}"
+    else:
+        update_message = (
+            f"Scribe-Data v{local_version} (Update available: v{latest_version})\n"
+        )
+        update_message += "To update, run: pip scribe-data --upgrade"
+        return update_message