diff --git a/slack_bolt/app/app.py b/slack_bolt/app/app.py
index 5b2dba6b2..7a303c88a 100644
--- a/slack_bolt/app/app.py
+++ b/slack_bolt/app/app.py
@@ -58,7 +58,7 @@
 from slack_bolt.oauth.oauth_settings import OAuthSettings
 from slack_bolt.request import BoltRequest
 from slack_bolt.response import BoltResponse
-from slack_bolt.util.utils import create_web_client
+from slack_bolt.util.utils import create_web_client, get_boot_message
 from slack_bolt.workflows.step import WorkflowStep, WorkflowStepMiddleware
 
 
@@ -926,9 +926,9 @@ def start(self) -> None:
         :return: None
         """
         if self._bolt_app.logger.level > logging.INFO:
-            print("⚡️ Bolt app is running! (development server)")
+            print(get_boot_message(development_server=True))
         else:
-            self._bolt_app.logger.info("⚡️ Bolt app is running! (development server)")
+            self._bolt_app.logger.info(get_boot_message(development_server=True))
 
         try:
             self._server.serve_forever(0.05)
diff --git a/slack_bolt/app/async_server.py b/slack_bolt/app/async_server.py
index cb84c9142..6ae669098 100644
--- a/slack_bolt/app/async_server.py
+++ b/slack_bolt/app/async_server.py
@@ -4,6 +4,7 @@
 
 from slack_bolt.adapter.aiohttp import to_bolt_request, to_aiohttp_response
 from slack_bolt.response import BoltResponse
+from slack_bolt.util.utils import get_boot_message
 
 
 class AsyncSlackAppServer:
@@ -71,8 +72,8 @@ def start(self) -> None:
         :return: None
         """
         if self.bolt_app.logger.level > logging.INFO:
-            print("⚡️ Bolt app is running!")
+            print(get_boot_message())
         else:
-            self.bolt_app.logger.info("⚡️ Bolt app is running!")
+            self.bolt_app.logger.info(get_boot_message())
 
         web.run_app(self.web_app, host="0.0.0.0", port=self.port)
diff --git a/slack_bolt/util/utils.py b/slack_bolt/util/utils.py
index e31489f69..4cdc39190 100644
--- a/slack_bolt/util/utils.py
+++ b/slack_bolt/util/utils.py
@@ -39,3 +39,18 @@ def create_copy(original: Any) -> Any:
         return copy.copy(original)
     else:
         return copy.deepcopy(original)
+
+
+def get_boot_message(development_server: bool = False) -> str:
+    if sys.platform == "win32":
+        # Some Windows environments may fail to parse this str value
+        # and result in UnicodeEncodeError
+        if development_server:
+            return "Bolt app is running! (development server)"
+        else:
+            return "Bolt app is running!"
+
+    if development_server:
+        return "⚡️ Bolt app is running! (development server)"
+    else:
+        return "⚡️ Bolt app is running!"