diff --git a/internal/module/resolver.go b/internal/module/resolver.go
index 2b6612d625..f5ae94746f 100644
--- a/internal/module/resolver.go
+++ b/internal/module/resolver.go
@@ -532,7 +532,7 @@ func (r *resolutionState) loadModuleFromSelfNameReference() *resolved {
 }
 
 func (r *resolutionState) loadModuleFromImports() *resolved {
-	if r.name == "#" || strings.HasPrefix(r.name, "#/") {
+	if r.name == "#" || (strings.HasPrefix(r.name, "#/") && (r.features&NodeResolutionFeaturesImportsPatternRoot) == 0) {
 		if r.tracer != nil {
 			r.tracer.write(diagnostics.Invalid_import_specifier_0_has_no_possible_resolutions, r.name)
 		}
diff --git a/internal/module/types.go b/internal/module/types.go
index 7999e022a3..59b79950f3 100644
--- a/internal/module/types.go
+++ b/internal/module/types.go
@@ -33,12 +33,15 @@ const (
 	NodeResolutionFeaturesSelfName
 	NodeResolutionFeaturesExports
 	NodeResolutionFeaturesExportsPatternTrailers
+	// allowing `#/` root imports in package.json imports field
+	// not supported until mass adoption - https://github.com/nodejs/node/pull/60864
+	NodeResolutionFeaturesImportsPatternRoot
 
 	NodeResolutionFeaturesNone            NodeResolutionFeatures = 0
-	NodeResolutionFeaturesAll                                    = NodeResolutionFeaturesImports | NodeResolutionFeaturesSelfName | NodeResolutionFeaturesExports | NodeResolutionFeaturesExportsPatternTrailers
+	NodeResolutionFeaturesAll                                    = NodeResolutionFeaturesImports | NodeResolutionFeaturesSelfName | NodeResolutionFeaturesExports | NodeResolutionFeaturesExportsPatternTrailers | NodeResolutionFeaturesImportsPatternRoot
 	NodeResolutionFeaturesNode16Default                          = NodeResolutionFeaturesImports | NodeResolutionFeaturesSelfName | NodeResolutionFeaturesExports | NodeResolutionFeaturesExportsPatternTrailers
 	NodeResolutionFeaturesNodeNextDefault                        = NodeResolutionFeaturesAll
-	NodeResolutionFeaturesBundlerDefault                         = NodeResolutionFeaturesImports | NodeResolutionFeaturesSelfName | NodeResolutionFeaturesExports | NodeResolutionFeaturesExportsPatternTrailers
+	NodeResolutionFeaturesBundlerDefault                         = NodeResolutionFeaturesImports | NodeResolutionFeaturesSelfName | NodeResolutionFeaturesExports | NodeResolutionFeaturesExportsPatternTrailers | NodeResolutionFeaturesImportsPatternRoot
 )
 
 type PackageId struct {
diff --git a/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.js b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.js
new file mode 100644
index 0000000000..799bfc0beb
--- /dev/null
+++ b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.js
@@ -0,0 +1,89 @@
+//// [tests/cases/compiler/nodeModulesPackageImportsRootWildcard.ts] ////
+
+//// [package.json]
+{
+    "name": "package",
+    "private": true,
+    "type": "module",
+    "imports": {
+        "#/*": "./src/*"
+    }
+}
+//// [foo.ts]
+export const foo = "foo";
+//// [bar.ts]
+export const bar = "bar";
+//// [baz.ts]
+export const baz = "baz";
+//// [index.ts]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.mts]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.cts]
+// cjs format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+
+
+//// [foo.js]
+export const foo = "foo";
+//// [bar.js]
+export const bar = "bar";
+//// [baz.js]
+export const baz = "baz";
+//// [index.js]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.mjs]
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+//// [index.cjs]
+"use strict";
+Object.defineProperty(exports, "__esModule", { value: true });
+// cjs format file
+const foo_js_1 = require("#/foo.js");
+const bar_js_1 = require("#/features/bar.js");
+const baz_js_1 = require("#/nested/deep/baz.js");
+foo_js_1.foo;
+bar_js_1.bar;
+baz_js_1.baz;
+
+
+//// [foo.d.ts]
+export declare const foo = "foo";
+//// [bar.d.ts]
+export declare const bar = "bar";
+//// [baz.d.ts]
+export declare const baz = "baz";
+//// [index.d.ts]
+export {};
+//// [index.d.mts]
+export {};
+//// [index.d.cts]
+export {};
diff --git a/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.symbols b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.symbols
new file mode 100644
index 0000000000..3035fc230e
--- /dev/null
+++ b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.symbols
@@ -0,0 +1,74 @@
+//// [tests/cases/compiler/nodeModulesPackageImportsRootWildcard.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : Symbol(foo, Decl(foo.ts, 0, 12))
+
+=== src/features/bar.ts ===
+export const bar = "bar";
+>bar : Symbol(bar, Decl(bar.ts, 0, 12))
+
+=== src/nested/deep/baz.ts ===
+export const baz = "baz";
+>baz : Symbol(baz, Decl(baz.ts, 0, 12))
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.ts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.ts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.ts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.ts, 3, 8))
+
+=== index.mts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.mts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.mts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.mts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.mts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.mts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.mts, 3, 8))
+
+=== index.cts ===
+// cjs format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.cts, 1, 8))
+
+import { bar } from "#/features/bar.js";
+>bar : Symbol(bar, Decl(index.cts, 2, 8))
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : Symbol(baz, Decl(index.cts, 3, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.cts, 1, 8))
+
+bar;
+>bar : Symbol(bar, Decl(index.cts, 2, 8))
+
+baz;
+>baz : Symbol(baz, Decl(index.cts, 3, 8))
+
diff --git a/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.trace.json b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.trace.json
new file mode 100644
index 0000000000..446f02461e
--- /dev/null
+++ b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.trace.json
@@ -0,0 +1,72 @@
+======== Resolving module '#/foo.js' from '/.src/index.ts'. ========
+Module resolution kind is not specified, using 'NodeNext'.
+Resolving in ESM mode with conditions 'import', 'types', 'node'.
+Found 'package.json' at '/.src/package.json'.
+Using 'imports' subpath '#/*' with target './src/foo.js'.
+File name '/.src/src/foo.js' has a '.js' extension - stripping it.
+File '/.src/src/foo.ts' exists - use it as a name resolution result.
+======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========
+======== Resolving module '#/features/bar.js' from '/.src/index.ts'. ========
+Module resolution kind is not specified, using 'NodeNext'.
+Resolving in ESM mode with conditions 'import', 'types', 'node'.
+File '/.src/package.json' exists according to earlier cached lookups.
+Using 'imports' subpath '#/*' with target './src/features/bar.js'.
+File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.
+File '/.src/src/features/bar.ts' exists - use it as a name resolution result.
+======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========
+======== Resolving module '#/nested/deep/baz.js' from '/.src/index.ts'. ========
+Module resolution kind is not specified, using 'NodeNext'.
+Resolving in ESM mode with conditions 'import', 'types', 'node'.
+File '/.src/package.json' exists according to earlier cached lookups.
+Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.
+File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.
+File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.
+======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========
+======== Resolving module '#/foo.js' from '/.src/index.mts'. ========
+Module resolution kind is not specified, using 'NodeNext'.
+Resolving in ESM mode with conditions 'import', 'types', 'node'.
+File '/.src/package.json' exists according to earlier cached lookups.
+Using 'imports' subpath '#/*' with target './src/foo.js'.
+File name '/.src/src/foo.js' has a '.js' extension - stripping it.
+File '/.src/src/foo.ts' exists - use it as a name resolution result.
+======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========
+======== Resolving module '#/features/bar.js' from '/.src/index.mts'. ========
+Module resolution kind is not specified, using 'NodeNext'.
+Resolving in ESM mode with conditions 'import', 'types', 'node'.
+File '/.src/package.json' exists according to earlier cached lookups.
+Using 'imports' subpath '#/*' with target './src/features/bar.js'.
+File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.
+File '/.src/src/features/bar.ts' exists - use it as a name resolution result.
+======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========
+======== Resolving module '#/nested/deep/baz.js' from '/.src/index.mts'. ========
+Module resolution kind is not specified, using 'NodeNext'.
+Resolving in ESM mode with conditions 'import', 'types', 'node'.
+File '/.src/package.json' exists according to earlier cached lookups.
+Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.
+File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.
+File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.
+======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========
+======== Resolving module '#/foo.js' from '/.src/index.cts'. ========
+Module resolution kind is not specified, using 'NodeNext'.
+Resolving in CJS mode with conditions 'require', 'types', 'node'.
+File '/.src/package.json' exists according to earlier cached lookups.
+Using 'imports' subpath '#/*' with target './src/foo.js'.
+File name '/.src/src/foo.js' has a '.js' extension - stripping it.
+File '/.src/src/foo.ts' exists - use it as a name resolution result.
+======== Module name '#/foo.js' was successfully resolved to '/.src/src/foo.ts'. ========
+======== Resolving module '#/features/bar.js' from '/.src/index.cts'. ========
+Module resolution kind is not specified, using 'NodeNext'.
+Resolving in CJS mode with conditions 'require', 'types', 'node'.
+File '/.src/package.json' exists according to earlier cached lookups.
+Using 'imports' subpath '#/*' with target './src/features/bar.js'.
+File name '/.src/src/features/bar.js' has a '.js' extension - stripping it.
+File '/.src/src/features/bar.ts' exists - use it as a name resolution result.
+======== Module name '#/features/bar.js' was successfully resolved to '/.src/src/features/bar.ts'. ========
+======== Resolving module '#/nested/deep/baz.js' from '/.src/index.cts'. ========
+Module resolution kind is not specified, using 'NodeNext'.
+Resolving in CJS mode with conditions 'require', 'types', 'node'.
+File '/.src/package.json' exists according to earlier cached lookups.
+Using 'imports' subpath '#/*' with target './src/nested/deep/baz.js'.
+File name '/.src/src/nested/deep/baz.js' has a '.js' extension - stripping it.
+File '/.src/src/nested/deep/baz.ts' exists - use it as a name resolution result.
+======== Module name '#/nested/deep/baz.js' was successfully resolved to '/.src/src/nested/deep/baz.ts'. ========
diff --git a/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.types b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.types
new file mode 100644
index 0000000000..c5c9206f71
--- /dev/null
+++ b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcard.types
@@ -0,0 +1,77 @@
+//// [tests/cases/compiler/nodeModulesPackageImportsRootWildcard.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : "foo"
+>"foo" : "foo"
+
+=== src/features/bar.ts ===
+export const bar = "bar";
+>bar : "bar"
+>"bar" : "bar"
+
+=== src/nested/deep/baz.ts ===
+export const baz = "baz";
+>baz : "baz"
+>"baz" : "baz"
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+
+foo;
+>foo : "foo"
+
+bar;
+>bar : "bar"
+
+baz;
+>baz : "baz"
+
+=== index.mts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+
+foo;
+>foo : "foo"
+
+bar;
+>bar : "bar"
+
+baz;
+>baz : "baz"
+
+=== index.cts ===
+// cjs format file
+import { foo } from "#/foo.js";
+>foo : "foo"
+
+import { bar } from "#/features/bar.js";
+>bar : "bar"
+
+import { baz } from "#/nested/deep/baz.js";
+>baz : "baz"
+
+foo;
+>foo : "foo"
+
+bar;
+>bar : "bar"
+
+baz;
+>baz : "baz"
+
diff --git a/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.errors.txt b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.errors.txt
new file mode 100644
index 0000000000..ea7a1a8796
--- /dev/null
+++ b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.errors.txt
@@ -0,0 +1,21 @@
+index.ts(2,21): error TS2307: Cannot find module '#/foo.js' or its corresponding type declarations.
+
+
+==== package.json (0 errors) ====
+    {
+        "name": "package",
+        "private": true,
+        "type": "module",
+        "imports": {
+            "#/*": "./src/*"
+        }
+    }
+==== src/foo.ts (0 errors) ====
+    export const foo = "foo";
+==== index.ts (1 errors) ====
+    // esm format file
+    import { foo } from "#/foo.js";
+                        ~~~~~~~~~~
+!!! error TS2307: Cannot find module '#/foo.js' or its corresponding type declarations.
+    foo;
+    
\ No newline at end of file
diff --git a/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.js b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.js
new file mode 100644
index 0000000000..7447e50858
--- /dev/null
+++ b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.js
@@ -0,0 +1,31 @@
+//// [tests/cases/compiler/nodeModulesPackageImportsRootWildcardNode16.ts] ////
+
+//// [package.json]
+{
+    "name": "package",
+    "private": true,
+    "type": "module",
+    "imports": {
+        "#/*": "./src/*"
+    }
+}
+//// [foo.ts]
+export const foo = "foo";
+//// [index.ts]
+// esm format file
+import { foo } from "#/foo.js";
+foo;
+
+
+//// [foo.js]
+export const foo = "foo";
+//// [index.js]
+// esm format file
+import { foo } from "#/foo.js";
+foo;
+
+
+//// [foo.d.ts]
+export declare const foo = "foo";
+//// [index.d.ts]
+export {};
diff --git a/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.symbols b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.symbols
new file mode 100644
index 0000000000..8e06737364
--- /dev/null
+++ b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.symbols
@@ -0,0 +1,14 @@
+//// [tests/cases/compiler/nodeModulesPackageImportsRootWildcardNode16.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : Symbol(foo, Decl(foo.ts, 0, 12))
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
+foo;
+>foo : Symbol(foo, Decl(index.ts, 1, 8))
+
diff --git a/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.trace.json b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.trace.json
new file mode 100644
index 0000000000..92546135b7
--- /dev/null
+++ b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.trace.json
@@ -0,0 +1,21 @@
+======== Resolving module '#/foo.js' from '/.src/index.ts'. ========
+Module resolution kind is not specified, using 'Node16'.
+Resolving in ESM mode with conditions 'import', 'types', 'node'.
+Invalid import specifier '#/foo.js' has no possible resolutions.
+Found 'package.json' at '/.src/package.json'.
+Loading module '#/foo.js' from 'node_modules' folder, target file types: TypeScript, JavaScript, Declaration.
+Searching all ancestor node_modules directories for preferred extensions: TypeScript, Declaration.
+Directory '/.src/node_modules' does not exist, skipping all lookups in it.
+File name '/.src/node_modules/#/foo.js' has a '.js' extension - stripping it.
+Directory '/.src/node_modules/@types' does not exist, skipping all lookups in it.
+File name '/.src/node_modules/@types/#/foo.js' has a '.js' extension - stripping it.
+Directory '/node_modules' does not exist, skipping all lookups in it.
+File name '/node_modules/#/foo.js' has a '.js' extension - stripping it.
+Directory '/node_modules/@types' does not exist, skipping all lookups in it.
+File name '/node_modules/@types/#/foo.js' has a '.js' extension - stripping it.
+Searching all ancestor node_modules directories for fallback extensions: JavaScript.
+Directory '/.src/node_modules' does not exist, skipping all lookups in it.
+File name '/.src/node_modules/#/foo.js' has a '.js' extension - stripping it.
+Directory '/node_modules' does not exist, skipping all lookups in it.
+File name '/node_modules/#/foo.js' has a '.js' extension - stripping it.
+======== Module name '#/foo.js' was not resolved. ========
diff --git a/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.types b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.types
new file mode 100644
index 0000000000..54fd4afd51
--- /dev/null
+++ b/testdata/baselines/reference/compiler/nodeModulesPackageImportsRootWildcardNode16.types
@@ -0,0 +1,15 @@
+//// [tests/cases/compiler/nodeModulesPackageImportsRootWildcardNode16.ts] ////
+
+=== src/foo.ts ===
+export const foo = "foo";
+>foo : "foo"
+>"foo" : "foo"
+
+=== index.ts ===
+// esm format file
+import { foo } from "#/foo.js";
+>foo : any
+
+foo;
+>foo : any
+
diff --git a/testdata/tests/cases/compiler/nodeModulesPackageImportsRootWildcard.ts b/testdata/tests/cases/compiler/nodeModulesPackageImportsRootWildcard.ts
new file mode 100644
index 0000000000..5508eaab2f
--- /dev/null
+++ b/testdata/tests/cases/compiler/nodeModulesPackageImportsRootWildcard.ts
@@ -0,0 +1,42 @@
+// @module: nodenext
+// @declaration: true
+// @traceResolution: true
+// @filename: package.json
+{
+    "name": "package",
+    "private": true,
+    "type": "module",
+    "imports": {
+        "#/*": "./src/*"
+    }
+}
+// @filename: src/foo.ts
+export const foo = "foo";
+// @filename: src/features/bar.ts
+export const bar = "bar";
+// @filename: src/nested/deep/baz.ts
+export const baz = "baz";
+// @filename: index.ts
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+// @filename: index.mts
+// esm format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
+// @filename: index.cts
+// cjs format file
+import { foo } from "#/foo.js";
+import { bar } from "#/features/bar.js";
+import { baz } from "#/nested/deep/baz.js";
+foo;
+bar;
+baz;
diff --git a/testdata/tests/cases/compiler/nodeModulesPackageImportsRootWildcardNode16.ts b/testdata/tests/cases/compiler/nodeModulesPackageImportsRootWildcardNode16.ts
new file mode 100644
index 0000000000..edd2b10c5a
--- /dev/null
+++ b/testdata/tests/cases/compiler/nodeModulesPackageImportsRootWildcardNode16.ts
@@ -0,0 +1,18 @@
+// @module: node16
+// @declaration: true
+// @traceResolution: true
+// @filename: package.json
+{
+    "name": "package",
+    "private": true,
+    "type": "module",
+    "imports": {
+        "#/*": "./src/*"
+    }
+}
+// @filename: src/foo.ts
+export const foo = "foo";
+// @filename: index.ts
+// esm format file
+import { foo } from "#/foo.js";
+foo;