diff --git a/Cargo.lock b/Cargo.lock
index be4ac70..08ff7f9 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -18,7 +18,7 @@ name = "ansi_term"
 version = "0.11.0"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -45,7 +45,7 @@ version = "0.2.13"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
  "libc 0.2.62 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -181,7 +181,7 @@ dependencies = [
  "atty 0.2.13 (registry+https://github.com/rust-lang/crates.io-index)",
  "lazy_static 1.4.0 (registry+https://github.com/rust-lang/crates.io-index)",
  "libc 0.2.62 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -212,7 +212,7 @@ dependencies = [
  "regex 1.3.1 (registry+https://github.com/rust-lang/crates.io-index)",
  "termios 0.3.1 (registry+https://github.com/rust-lang/crates.io-index)",
  "unicode-width 0.1.6 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -334,7 +334,7 @@ dependencies = [
  "cfg-if 0.1.9 (registry+https://github.com/rust-lang/crates.io-index)",
  "libc 0.2.62 (registry+https://github.com/rust-lang/crates.io-index)",
  "redox_users 0.3.1 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -397,6 +397,7 @@ dependencies = [
  "tempfile 3.1.0 (registry+https://github.com/rust-lang/crates.io-index)",
  "walkdir 2.2.9 (registry+https://github.com/rust-lang/crates.io-index)",
  "widestring 0.4.0 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
  "zip 0.5.3 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
@@ -428,7 +429,7 @@ dependencies = [
  "cfg-if 0.1.9 (registry+https://github.com/rust-lang/crates.io-index)",
  "libc 0.2.62 (registry+https://github.com/rust-lang/crates.io-index)",
  "redox_syscall 0.1.56 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -465,7 +466,7 @@ version = "0.4.3"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
  "libc 0.2.62 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -808,7 +809,7 @@ name = "named_pipe"
 version = "0.4.1"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -835,7 +836,7 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
  "cfg-if 0.1.9 (registry+https://github.com/rust-lang/crates.io-index)",
  "libc 0.2.62 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -857,7 +858,7 @@ dependencies = [
  "mio 0.6.19 (registry+https://github.com/rust-lang/crates.io-index)",
  "mio-extras 2.0.6 (registry+https://github.com/rust-lang/crates.io-index)",
  "walkdir 2.2.9 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -941,7 +942,7 @@ dependencies = [
  "rand 0.6.5 (registry+https://github.com/rust-lang/crates.io-index)",
  "rustc_version 0.2.3 (registry+https://github.com/rust-lang/crates.io-index)",
  "smallvec 0.6.10 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1028,7 +1029,7 @@ dependencies = [
  "rand_os 0.1.3 (registry+https://github.com/rust-lang/crates.io-index)",
  "rand_pcg 0.1.2 (registry+https://github.com/rust-lang/crates.io-index)",
  "rand_xorshift 0.1.1 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1113,7 +1114,7 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
  "libc 0.2.62 (registry+https://github.com/rust-lang/crates.io-index)",
  "rand_core 0.4.2 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1126,7 +1127,7 @@ dependencies = [
  "libc 0.2.62 (registry+https://github.com/rust-lang/crates.io-index)",
  "rand_core 0.4.2 (registry+https://github.com/rust-lang/crates.io-index)",
  "rdrand 0.4.0 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1191,7 +1192,7 @@ name = "remove_dir_all"
 version = "0.5.2"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1269,7 +1270,7 @@ version = "0.1.16"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
  "lazy_static 1.4.0 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1461,7 +1462,7 @@ dependencies = [
  "rand 0.7.2 (registry+https://github.com/rust-lang/crates.io-index)",
  "redox_syscall 0.1.56 (registry+https://github.com/rust-lang/crates.io-index)",
  "remove_dir_all 0.5.2 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1470,7 +1471,7 @@ version = "0.6.1"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
  "dirs 2.0.2 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1504,7 +1505,7 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
  "libc 0.2.62 (registry+https://github.com/rust-lang/crates.io-index)",
  "redox_syscall 0.1.56 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1731,7 +1732,7 @@ version = "2.2.9"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
  "same-file 1.0.5 (registry+https://github.com/rust-lang/crates.io-index)",
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
  "winapi-util 0.1.2 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
@@ -1762,7 +1763,7 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 
 [[package]]
 name = "winapi"
-version = "0.3.8"
+version = "0.3.9"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
  "winapi-i686-pc-windows-gnu 0.4.0 (registry+https://github.com/rust-lang/crates.io-index)",
@@ -1784,7 +1785,7 @@ name = "winapi-util"
 version = "0.1.2"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -1797,7 +1798,7 @@ name = "winreg"
 version = "0.6.2"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 dependencies = [
- "winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)",
+ "winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)",
 ]
 
 [[package]]
@@ -2028,7 +2029,7 @@ dependencies = [
 "checksum wasi 0.7.0 (registry+https://github.com/rust-lang/crates.io-index)" = "b89c3ce4ce14bdc6fb6beaf9ec7928ca331de5df7e5ea278375642a2f478570d"
 "checksum widestring 0.4.0 (registry+https://github.com/rust-lang/crates.io-index)" = "effc0e4ff8085673ea7b9b2e3c73f6bd4d118810c9009ed8f1e16bd96c331db6"
 "checksum winapi 0.2.8 (registry+https://github.com/rust-lang/crates.io-index)" = "167dc9d6949a9b857f3451275e911c3f44255842c1f7a76f33c55103a909087a"
-"checksum winapi 0.3.8 (registry+https://github.com/rust-lang/crates.io-index)" = "8093091eeb260906a183e6ae1abdba2ef5ef2257a21801128899c3fc699229c6"
+"checksum winapi 0.3.9 (registry+https://github.com/rust-lang/crates.io-index)" = "5c839a674fcd7a98952e593242ea400abe93992746761e38641405d28b00f419"
 "checksum winapi-build 0.1.1 (registry+https://github.com/rust-lang/crates.io-index)" = "2d315eee3b34aca4797b2da6b13ed88266e6d612562a0c46390af8299fc699bc"
 "checksum winapi-i686-pc-windows-gnu 0.4.0 (registry+https://github.com/rust-lang/crates.io-index)" = "ac3b87c63620426dd9b991e5ce0329eff545bccbbb34f3be09ff6fb6ab51b7b6"
 "checksum winapi-util 0.1.2 (registry+https://github.com/rust-lang/crates.io-index)" = "7168bab6e1daee33b4557efd0e95d5ca70a03706d39fa5f3fe7a236f584b03c9"
diff --git a/Cargo.toml b/Cargo.toml
index 629a8d2..aea476f 100644
--- a/Cargo.toml
+++ b/Cargo.toml
@@ -38,6 +38,7 @@ signal-hook = "0.1.15"
 
 [target.'cfg(windows)'.dependencies]
 named_pipe = "0.4.1"
+winapi = { version = "0.3.9", features = ["wincon"] }
 
 [build-dependencies]
 cmake = "0.1.31"
diff --git a/src/extension/script.rs b/src/extension/script.rs
index e62caea..8fec252 100644
--- a/src/extension/script.rs
+++ b/src/extension/script.rs
@@ -62,11 +62,18 @@ impl super::Extension for ScriptExtension {
 
             // Replace %HOME% with current user home directory to
             // create cross-platform paths. See issue #265
+            // Also replace %CONFIG% and %PACKAGES% path. See issue #380
             let home_dir = dirs::home_dir().unwrap_or_default();
             str_args.iter_mut().for_each(|arg| {
                 if arg.contains("%HOME%") {
                     *arg = arg.replace("%HOME%", &home_dir.to_string_lossy().to_string());
                 }
+                if arg.contains("%CONFIG%") {
+                    *arg = arg.replace("%CONFIG%", &crate::context::get_config_dir().to_string_lossy().to_string());
+                }
+                if arg.contains("%PACKAGES%") {
+                    *arg = arg.replace("%PACKAGES%", &crate::context::get_package_dir().to_string_lossy().to_string());
+                }
 
                 // On Windows, correct paths separators
                 if cfg!(target_os = "windows") {
@@ -79,6 +86,9 @@ impl super::Extension for ScriptExtension {
 
             let mut command = Command::new(&str_args[0]);
 
+            // Set the OS-specific flags
+            super::utils::set_command_flags(&mut command);
+
             // Inject the $CONFIG variable
             command.env("CONFIG", crate::context::get_config_dir());
 
diff --git a/src/extension/shell.rs b/src/extension/shell.rs
index 0c6a30b..bac9748 100644
--- a/src/extension/shell.rs
+++ b/src/extension/shell.rs
@@ -80,6 +80,9 @@ impl Shell {
             }
         };
 
+        // Set the OS-specific flags
+        super::utils::set_command_flags(&mut command);
+
         // Inject the $CONFIG variable
         command.env("CONFIG", crate::context::get_config_dir());
 
diff --git a/src/extension/utils.rs b/src/extension/utils.rs
index d963a79..c5578f4 100644
--- a/src/extension/utils.rs
+++ b/src/extension/utils.rs
@@ -1,4 +1,5 @@
 use std::collections::HashMap;
+use std::process::Command;
 use crate::extension::ExtensionResult;
 
 pub fn convert_to_env_variables(original_vars: &HashMap<String, ExtensionResult>) -> HashMap<String, String> {
@@ -22,6 +23,18 @@ pub fn convert_to_env_variables(original_vars: &HashMap<String, ExtensionResult>
     output
 }
 
+#[cfg(target_os = "windows")]
+pub fn set_command_flags(command: &mut Command) {
+    use std::os::windows::process::CommandExt;
+    // Avoid showing the shell window
+    // See: https://github.com/federico-terzi/espanso/issues/249
+    command.creation_flags(0x08000000);
+}
+
+#[cfg(not(target_os = "windows"))]
+pub fn set_command_flags(command: &mut Command) {
+    // NOOP on Linux and macOS
+}
 
 
 #[cfg(test)]
diff --git a/src/main.rs b/src/main.rs
index bb6b47e..aada978 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -17,6 +17,8 @@
  * along with espanso.  If not, see <https://www.gnu.org/licenses/>.
  */
 
+#![windows_subsystem = "windows"]
+
 #[macro_use]
 extern crate lazy_static;
 
@@ -76,6 +78,8 @@ const VERSION: &str = env!("CARGO_PKG_VERSION");
 const LOG_FILE: &str = "espanso.log";
 
 fn main() {
+    attach_console();
+
     let install_subcommand = SubCommand::with_name("install")
         .about("Install a package. Equivalent to 'espanso package install'")
         .arg(
@@ -344,6 +348,18 @@ fn main() {
     println!();
 }
 
+#[cfg(target_os = "windows")]
+fn attach_console() {
+    // When using the windows subsystem we loose the terminal output.
+    // Therefore we try to attach to the current console if available.
+    unsafe {winapi::um::wincon::AttachConsole(0xFFFFFFFF)};
+}
+
+#[cfg(not(target_os = "windows"))]
+fn attach_console() {
+    // Not necessary on Linux and macOS
+}
+
 fn init_logger(config_set: &ConfigSet, reset: bool) {
     // Initialize log
     let log_level = match config_set.default.log_level {