diff --git a/modules/caddyhttp/caddyhttp_test.go b/modules/caddyhttp/caddyhttp_test.go
index 1bca4d60..a14de781 100644
--- a/modules/caddyhttp/caddyhttp_test.go
+++ b/modules/caddyhttp/caddyhttp_test.go
@@ -87,7 +87,7 @@ func TestSanitizedPathJoin(t *testing.T) {
 		}
 		actual := SanitizedPathJoin(tc.inputRoot, u.Path)
 		if actual != tc.expect {
-			t.Errorf("Test %d: SanitizedPathJoin('%s', '%s') =>  %s (expected '%s')",
+			t.Errorf("Test %d: SanitizedPathJoin('%s', '%s') =>  '%s' (expected '%s')",
 				i, tc.inputRoot, tc.inputPath, actual, tc.expect)
 		}
 	}
diff --git a/modules/caddyhttp/fileserver/staticfiles.go b/modules/caddyhttp/fileserver/staticfiles.go
index 04728ce4..fe1a4fc9 100644
--- a/modules/caddyhttp/fileserver/staticfiles.go
+++ b/modules/caddyhttp/fileserver/staticfiles.go
@@ -26,6 +26,7 @@ import (
 	"os"
 	"path"
 	"path/filepath"
+	"runtime"
 	"strconv"
 	"strings"
 	"time"
@@ -232,6 +233,19 @@ func (fsrv *FileServer) Provision(ctx caddy.Context) error {
 func (fsrv *FileServer) ServeHTTP(w http.ResponseWriter, r *http.Request, next caddyhttp.Handler) error {
 	repl := r.Context().Value(caddy.ReplacerCtxKey).(*caddy.Replacer)
 
+	if runtime.GOOS == "windows" {
+		// reject paths with Alternate Data Streams (ADS)
+		if strings.Contains(r.URL.Path, ":") {
+			return caddyhttp.Error(http.StatusBadRequest, fmt.Errorf("illegal ADS path"))
+		}
+		// reject paths with "8.3" short names
+		trimmedPath := strings.TrimRight(r.URL.Path, ". ") // Windows ignores trailing dots and spaces, sigh
+		if len(path.Base(trimmedPath)) <= 12 && strings.Contains(trimmedPath, "~") {
+			return caddyhttp.Error(http.StatusBadRequest, fmt.Errorf("illegal short name"))
+		}
+		// both of those could bypass file hiding or possibly leak information even if the file is not hidden
+	}
+
 	filesToHide := fsrv.transformHidePaths(repl)
 
 	root := repl.ReplaceAll(fsrv.Root, ".")