diff --git a/CHANGELOG.md b/CHANGELOG.md
index 6b1ffcd5d756..a89bca3602c5 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -9,6 +9,7 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 - Add heuristic to skip candidate migrations inside `emit(…)` ([#18330](https://github.com/tailwindlabs/tailwindcss/pull/18330))
 - Extract candidates with variants in Clojure/ClojureScript keywords ([#18338](https://github.com/tailwindlabs/tailwindcss/pull/18338))
+- Document `--watch=always` in the CLI's usage ([#18337](https://github.com/tailwindlabs/tailwindcss/pull/18337))
 
 ## [4.1.10] - 2025-06-11
 
diff --git a/packages/@tailwindcss-cli/src/commands/build/index.ts b/packages/@tailwindcss-cli/src/commands/build/index.ts
index 8babb5654671..206bf27fbca2 100644
--- a/packages/@tailwindcss-cli/src/commands/build/index.ts
+++ b/packages/@tailwindcss-cli/src/commands/build/index.ts
@@ -42,8 +42,10 @@ export function options() {
     },
     '--watch': {
       type: 'boolean | string',
-      description: 'Watch for changes and rebuild as needed',
+      description:
+        'Watch for changes and rebuild as needed, and use `always` to keep watching when stdin is closed',
       alias: '-w',
+      values: ['always'],
     },
     '--minify': {
       type: 'boolean',
diff --git a/packages/@tailwindcss-cli/src/commands/help/index.ts b/packages/@tailwindcss-cli/src/commands/help/index.ts
index 20ee78208440..a28132062a85 100644
--- a/packages/@tailwindcss-cli/src/commands/help/index.ts
+++ b/packages/@tailwindcss-cli/src/commands/help/index.ts
@@ -112,7 +112,11 @@ export function help({
     // `alias` followed by `, ` and followed by the `flag`.
     let maxOptionLength = 0
 
-    for (let [flag, { alias }] of Object.entries(options)) {
+    for (let [flag, { alias, values }] of Object.entries(options)) {
+      if (values?.length) {
+        flag += `[=${values.join(', ')}]`
+      }
+
       // The option string, which is the combination of the alias and the flag
       // but already properly indented based on the other aliases to ensure
       // everything is aligned properly.
diff --git a/packages/@tailwindcss-cli/src/utils/args.ts b/packages/@tailwindcss-cli/src/utils/args.ts
index 1e4e153b8a03..1306aa2f2500 100644
--- a/packages/@tailwindcss-cli/src/utils/args.ts
+++ b/packages/@tailwindcss-cli/src/utils/args.ts
@@ -7,6 +7,7 @@ export type Arg = {
     description: string
     alias?: `-${string}`
     default?: Types[keyof Types]
+    values?: string[]
   }
 }