diff --git a/CHANGELOG.md b/CHANGELOG.md
index a0cb8990..2984fa03 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -6,6 +6,10 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 ## Unreleased
 
+### Fixed
+- Python virtualenvs are now detected in Windows environments, and are automatically
+  excluded from the uploaded bundle.
+
 ### Added
 
 - Add `--disable-env-management`, `--disable-env-management-py` and `--disable-env-management-r` flags for all content types
diff --git a/rsconnect/bundle.py b/rsconnect/bundle.py
index d48693c6..074427fb 100644
--- a/rsconnect/bundle.py
+++ b/rsconnect/bundle.py
@@ -815,8 +815,13 @@ def create_glob_set(directory, excludes):
 
 
 def is_environment_dir(directory):
+    """Detect whether `directory` is a virtualenv"""
+
+    # A virtualenv will have Python at ./bin/python
     python_path = join(directory, "bin", "python")
-    return exists(python_path)
+    # But on Windows, it's at Scripts\Python.exe
+    win_path = join(directory, "Scripts", "Python.exe")
+    return exists(python_path) or exists(win_path)
 
 
 def list_environment_dirs(directory):
@@ -859,7 +864,7 @@ def make_api_manifest(
     :return: the manifest and a list of the files involved.
     """
     if is_environment_dir(directory):
-        excludes = list(excludes or []) + ["bin/", "lib/"]
+        excludes = list(excludes or []) + ["bin/", "lib/", "Lib/", "Scripts/", "Include/"]
 
     extra_files = extra_files or []
     skip = [environment.filename, "manifest.json"]
@@ -1483,7 +1488,7 @@ def _warn_if_environment_directory(directory):
     if is_environment_dir(directory):
         click.secho(
             "    Warning: The deployment directory appears to be a python virtual environment.\n"
-            "             Excluding the 'bin' and 'lib' directories.",
+            "             Python libraries and binaries will be excluded from the deployment.",
             fg="yellow",
         )
 
diff --git a/rsconnect/main.py b/rsconnect/main.py
index c9b6e23c..5af3128f 100644
--- a/rsconnect/main.py
+++ b/rsconnect/main.py
@@ -761,7 +761,7 @@ def _warn_if_environment_directory(directory):
     if is_environment_dir(directory):
         click.secho(
             "    Warning: The deployment directory appears to be a python virtual environment.\n"
-            "             Excluding the 'bin' and 'lib' directories.",
+            "             Python libraries and binaries will be excluded from the deployment.",
             fg="yellow",
         )