diff --git a/Cargo.lock b/Cargo.lock
index d8330834ab29f..38f498ff72c8a 100644
--- a/Cargo.lock
+++ b/Cargo.lock
@@ -11694,6 +11694,7 @@ dependencies = [
  "console",
  "const_format",
  "convert_case 0.6.0",
+ "crossterm 0.26.1",
  "ctrlc",
  "dialoguer",
  "directories 4.0.1",
diff --git a/crates/turborepo-lib/Cargo.toml b/crates/turborepo-lib/Cargo.toml
index 935b54d49538a..bf0bf0907c8fc 100644
--- a/crates/turborepo-lib/Cargo.toml
+++ b/crates/turborepo-lib/Cargo.toml
@@ -43,6 +43,7 @@ clap = { workspace = true, features = ["derive", "env"] }
 clap_complete = { workspace = true }
 command-group = { version = "2.1.0", features = ["with-tokio"] }
 console = { workspace = true }
+crossterm = "0.26"
 ctrlc = { version = "3.4.0", features = ["termination"] }
 dialoguer = { workspace = true, features = ["fuzzy-select"] }
 directories = "4.0.1"
diff --git a/crates/turborepo-lib/src/shim.rs b/crates/turborepo-lib/src/shim.rs
index db1ac943765de..bc645ad18498c 100644
--- a/crates/turborepo-lib/src/shim.rs
+++ b/crates/turborepo-lib/src/shim.rs
@@ -290,11 +290,30 @@ impl ShimArgs {
         if self.no_color {
             UI::new(true)
         } else if self.color {
+            // Do our best to enable ansi colors, but even if the terminal doesn't support
+            // still emit ansi escape sequences.
+            Self::supports_ansi();
             UI::new(false)
-        } else {
+        } else if Self::supports_ansi() {
+            // If the terminal supports ansi colors, then we can infer if we should emit
+            // colors
             UI::infer()
+        } else {
+            UI::new(true)
         }
     }
+
+    #[cfg(windows)]
+    fn supports_ansi() -> bool {
+        // This call has the side effect of setting ENABLE_VIRTUAL_TERMINAL_PROCESSING
+        // to true. https://learn.microsoft.com/en-us/windows/console/setconsolemode
+        crossterm::ansi_support::supports_ansi()
+    }
+
+    #[cfg(not(windows))]
+    fn supports_ansi() -> bool {
+        true
+    }
 }
 
 #[derive(Debug, Clone, Deserialize)]