diff --git a/src/featureFlags.js b/src/featureFlags.js
index bd75108ea..a03916c5b 100644
--- a/src/featureFlags.js
+++ b/src/featureFlags.js
@@ -10,6 +10,7 @@ let featureFlags = {
     'hoverOnlyWhenSupported',
     'respectDefaultRingColorOpacity',
     'disableColorOpacityUtilitiesByDefault',
+    'relativeContentPathsByDefault',
   ],
   experimental: [
     'optimizeUniversalDefaults',
diff --git a/src/index.js b/src/index.js
index 9e9e291eb..7dc41c317 100644
--- a/src/index.js
+++ b/src/index.js
@@ -1,6 +1,7 @@
 import setupTrackingContext from './lib/setupTrackingContext'
 import processTailwindFeatures from './processTailwindFeatures'
 import { env } from './lib/sharedState'
+import { findAtConfigPath } from './lib/findAtConfigPath'
 
 module.exports = function tailwindcss(configOrPath) {
   return {
@@ -13,6 +14,10 @@ module.exports = function tailwindcss(configOrPath) {
           return root
         },
       function (root, result) {
+        // Use the path for the `@config` directive if it exists, otherwise use the
+        // path for the file being processed
+        configOrPath = findAtConfigPath(root, result) ?? configOrPath
+
         let context = setupTrackingContext(configOrPath)
 
         if (root.type === 'document') {
diff --git a/src/lib/content.js b/src/lib/content.js
index f0ceefa9f..96d03d345 100644
--- a/src/lib/content.js
+++ b/src/lib/content.js
@@ -116,7 +116,7 @@ function resolveRelativePaths(context, contentPaths) {
   let resolveFrom = []
 
   // Resolve base paths relative to the config file (when possible) if the experimental flag is enabled
-  if (context.userConfigPath && context.postcssOptions?.experimental?.contextualPaths) {
+  if (context.userConfigPath && context.tailwindConfig.content.relative) {
     resolveFrom = [path.dirname(context.userConfigPath)]
   }
 
diff --git a/src/lib/findAtConfigPath.js b/src/lib/findAtConfigPath.js
new file mode 100644
index 000000000..067e8e312
--- /dev/null
+++ b/src/lib/findAtConfigPath.js
@@ -0,0 +1,33 @@
+import path from 'path'
+
+/**
+ * Find the @config at-rule in the given CSS AST and return the relative path to the config file
+ *
+ *
+ * @param {import('postcss').Root} root
+ * @param {import('postcss').Result} result
+ */
+export function findAtConfigPath(root, result) {
+  let configPath = null
+  let relativeTo = root.source.input.file ?? result.opts.from ?? null
+
+  root.walkAtRules('config', (rule) => {
+    if (relativeTo === undefined) {
+      throw rule.error(
+        'The `@config` at-rule cannot be used without a `from` option being set on the PostCSS config.'
+      )
+    }
+
+    if (configPath) {
+      throw rule.error('Only `@config` at-rule is allowed per file.')
+    }
+
+    configPath = rule.params.replace(/^['"]|['"]$/, '')
+
+    if (path.isAbsolute(configPath)) {
+      throw rule.error('The `@config` at-rule cannot be used with an absolute path.')
+    }
+  })
+
+  return configPath ? path.resolve(path.dirname(relativeTo), configPath) : null
+}
diff --git a/src/lib/setupContextUtils.js b/src/lib/setupContextUtils.js
index ddaaa481c..d15e8db8c 100644
--- a/src/lib/setupContextUtils.js
+++ b/src/lib/setupContextUtils.js
@@ -940,8 +940,7 @@ export function getContext(
   tailwindConfig,
   userConfigPath,
   tailwindConfigHash,
-  contextDependencies,
-  postcssOptions
+  contextDependencies
 ) {
   let sourcePath = result.opts.from
   let isConfigFile = userConfigPath !== null
@@ -1003,7 +1002,6 @@ export function getContext(
 
   Object.assign(context, {
     userConfigPath,
-    postcssOptions,
   })
 
   trackModified([...contextDependencies], getFileModifiedMap(context))
diff --git a/src/lib/setupTrackingContext.js b/src/lib/setupTrackingContext.js
index eae375e98..8c68e9f18 100644
--- a/src/lib/setupTrackingContext.js
+++ b/src/lib/setupTrackingContext.js
@@ -27,7 +27,6 @@ function getCandidateFiles(context, tailwindConfig) {
 // Get the config object based on a path
 function getTailwindConfig(configOrPath, inputPath) {
   let userConfigPath = resolveConfigPath(configOrPath, inputPath)
-  let postcssOptions = typeof configOrPath === 'object' && configOrPath !== null ? configOrPath : {}
 
   if (userConfigPath !== null) {
     let [prevConfig, prevConfigHash, prevDeps, prevModified] =
@@ -47,7 +46,7 @@ function getTailwindConfig(configOrPath, inputPath) {
 
     // It hasn't changed (based on timestamps)
     if (!modified) {
-      return [prevConfig, userConfigPath, prevConfigHash, prevDeps, postcssOptions]
+      return [prevConfig, userConfigPath, prevConfigHash, prevDeps]
     }
 
     // It has changed (based on timestamps), or first run
@@ -58,7 +57,7 @@ function getTailwindConfig(configOrPath, inputPath) {
     newConfig = validateConfig(newConfig)
     let newHash = hash(newConfig)
     configPathCache.set(userConfigPath, [newConfig, newHash, newDeps, newModified])
-    return [newConfig, userConfigPath, newHash, newDeps, postcssOptions]
+    return [newConfig, userConfigPath, newHash, newDeps]
   }
 
   // It's a plain object, not a path
@@ -68,7 +67,7 @@ function getTailwindConfig(configOrPath, inputPath) {
 
   newConfig = validateConfig(newConfig)
 
-  return [newConfig, null, hash(newConfig), [], postcssOptions]
+  return [newConfig, null, hash(newConfig), []]
 }
 
 // DISABLE_TOUCH = TRUE
@@ -79,7 +78,7 @@ function getTailwindConfig(configOrPath, inputPath) {
 export default function setupTrackingContext(configOrPath) {
   return ({ tailwindDirectives, registerDependency }) => {
     return (root, result) => {
-      let [tailwindConfig, userConfigPath, tailwindConfigHash, configDependencies, postcssOptions] =
+      let [tailwindConfig, userConfigPath, tailwindConfigHash, configDependencies] =
         getTailwindConfig(configOrPath, result.opts.from)
 
       let contextDependencies = new Set(configDependencies)
@@ -108,8 +107,7 @@ export default function setupTrackingContext(configOrPath) {
         tailwindConfig,
         userConfigPath,
         tailwindConfigHash,
-        contextDependencies,
-        postcssOptions
+        contextDependencies
       )
 
       let candidateFiles = getCandidateFiles(context, tailwindConfig)
diff --git a/src/util/normalizeConfig.js b/src/util/normalizeConfig.js
index 2d23a864d..70ff792fb 100644
--- a/src/util/normalizeConfig.js
+++ b/src/util/normalizeConfig.js
@@ -56,9 +56,11 @@ export function normalizeConfig(config) {
 
     // When `config.content` is an object
     if (typeof config.content === 'object' && config.content !== null) {
-      // Only `files`, `extract` and `transform` can exist in `config.content`
+      // Only `files`, `relative`, `extract`, and `transform` can exist in `config.content`
       if (
-        Object.keys(config.content).some((key) => !['files', 'extract', 'transform'].includes(key))
+        Object.keys(config.content).some(
+          (key) => !['files', 'extract', 'transform', 'relative'].includes(key)
+        )
       ) {
         return false
       }
@@ -112,6 +114,14 @@ export function normalizeConfig(config) {
         ) {
           return false
         }
+
+        // `config.content.relative` is optional and can be a boolean
+        if (
+          typeof config.content.relative !== 'boolean' &&
+          typeof config.content.relative !== 'undefined'
+        ) {
+          return false
+        }
       }
 
       return true
@@ -154,6 +164,16 @@ export function normalizeConfig(config) {
 
   // Normalize the `content`
   config.content = {
+    relative: (() => {
+      let { content } = config
+
+      if (content?.relative) {
+        return content.relative
+      }
+
+      return config.future?.relativeContentPathsByDefault ?? false
+    })(),
+
     files: (() => {
       let { content, purge } = config
 
diff --git a/src/util/resolveConfigPath.js b/src/util/resolveConfigPath.js
index c2b8e862b..24fda7b5e 100644
--- a/src/util/resolveConfigPath.js
+++ b/src/util/resolveConfigPath.js
@@ -55,9 +55,9 @@ export default function resolveConfigPath(pathOrConfig, inputPath) {
     pathOrConfig.config !== undefined &&
     isString(pathOrConfig.config)
   ) {
-    if (pathOrConfig.experimental?.contextualPaths) {
-      return pickResolvedPath(pathOrConfig.config, inputPath)
-    }
+    // if (pathOrConfig.experimental?.contextualPaths) {
+    //   return pickResolvedPath(pathOrConfig.config, inputPath)
+    // }
 
     return path.resolve(pathOrConfig.config)
   }
diff --git a/types/config.d.ts b/types/config.d.ts
index 855b9bb02..61cd9546f 100644
--- a/types/config.d.ts
+++ b/types/config.d.ts
@@ -31,6 +31,7 @@ type ContentConfig =
   | (FilePath | RawFile)[]
   | {
       files: (FilePath | RawFile)[]
+      relative?: boolean
       extract?: ExtractorFn | { [extension: string]: ExtractorFn }
       transform?: TransformerFn | { [extension: string]: TransformerFn }
     }