diff --git a/CHANGELOG.md b/CHANGELOG.md
index 5c894799..c043a523 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -6,6 +6,12 @@ The format is based on [Keep a Changelog](https://keepachangelog.com/en/1.0.0/).
 
 ## [Unreleased]
 
+## [4.4.1]
+
+### Added
+
+- support 'multi-environment' tests [feature](https://github.com/matepek/vscode-catch2-test-adapter/issues/379)
+
 ## [4.4.0] - 2023-03-31
 
 ### Added
diff --git a/documents/configuration/test.advancedExecutables.md b/documents/configuration/test.advancedExecutables.md
index ed1accb9..17cadc0c 100644
--- a/documents/configuration/test.advancedExecutables.md
+++ b/documents/configuration/test.advancedExecutables.md
@@ -444,3 +444,20 @@ This is useful if stderr/std::cerr is missing:
   }
 ]
 ```
+
+## running the same executable with different env values
+
+```json
+"testMate.cpp.test.advancedExecutables": [
+  {
+    "name": "${filename} [APPLE=1]",
+    "pattern": "{build,Build,BUILD,out,Out,OUT}/**/*{test,Test,TEST}*",
+    "env":{ "APPLE": "1" }
+  },
+  {
+    "name": "${filename} [APPLE=2]",
+    "pattern": "{build,Build,BUILD,out,Out,OUT}/**/*{test,Test,TEST}*",
+    "env":{ "APPLE": "2" }
+  }
+]
+```
diff --git a/package-lock.json b/package-lock.json
index 36426950..09d23ee7 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -1,12 +1,12 @@
 {
   "name": "vscode-catch2-test-adapter",
-  "version": "4.3.12",
+  "version": "4.4.0",
   "lockfileVersion": 2,
   "requires": true,
   "packages": {
     "": {
       "name": "vscode-catch2-test-adapter",
-      "version": "4.3.12",
+      "version": "4.4.0",
       "license": "MIT",
       "dependencies": {
         "@types/htmlparser2": "^3.10.3",
@@ -41,6 +41,7 @@
         "glob": "^8.1.0",
         "mocha": "^10.2.0",
         "mocha-eslint": "^7.0.0",
+        "object-hash": "^3.0.0",
         "prettier": "^2.8.6",
         "raw-loader": "^4.0.2",
         "sinon": "^15.0.2",
@@ -4810,6 +4811,15 @@
         "url": "https://github.com/fb55/nth-check?sponsor=1"
       }
     },
+    "node_modules/object-hash": {
+      "version": "3.0.0",
+      "resolved": "https://registry.npmjs.org/object-hash/-/object-hash-3.0.0.tgz",
+      "integrity": "sha512-RSn9F68PjH9HqtltsSnqYC1XXoWe9Bju5+213R98cNGttag9q9yAOTzdbsqvIa7aNm5WffBZFpWYr2aWrklWAw==",
+      "dev": true,
+      "engines": {
+        "node": ">= 6"
+      }
+    },
     "node_modules/object-inspect": {
       "version": "1.12.3",
       "resolved": "https://registry.npmjs.org/object-inspect/-/object-inspect-1.12.3.tgz",
@@ -10575,6 +10585,12 @@
         "boolbase": "^1.0.0"
       }
     },
+    "object-hash": {
+      "version": "3.0.0",
+      "resolved": "https://registry.npmjs.org/object-hash/-/object-hash-3.0.0.tgz",
+      "integrity": "sha512-RSn9F68PjH9HqtltsSnqYC1XXoWe9Bju5+213R98cNGttag9q9yAOTzdbsqvIa7aNm5WffBZFpWYr2aWrklWAw==",
+      "dev": true
+    },
     "object-inspect": {
       "version": "1.12.3",
       "resolved": "https://registry.npmjs.org/object-inspect/-/object-inspect-1.12.3.tgz",
diff --git a/package.json b/package.json
index 8ac608cc..656349a6 100644
--- a/package.json
+++ b/package.json
@@ -84,6 +84,7 @@
     "glob": "^8.1.0",
     "mocha": "^10.2.0",
     "mocha-eslint": "^7.0.0",
+    "object-hash": "^3.0.0",
     "prettier": "^2.8.6",
     "raw-loader": "^4.0.2",
     "sinon": "^15.0.2",
diff --git a/src/ConfigOfExecGroup.ts b/src/ConfigOfExecGroup.ts
index fe1e444b..986b860a 100644
--- a/src/ConfigOfExecGroup.ts
+++ b/src/ConfigOfExecGroup.ts
@@ -102,8 +102,7 @@ export class ConfigOfExecGroup implements vscode.Disposable {
     progressReporter.setMax(filePaths.length);
     const suiteCreationAndLoadingTasks: Promise<void>[] = [];
 
-    for (let i = 0; i < filePaths.length; i++) {
-      const file = filePaths[i];
+    for (const file of filePaths) {
       this._shared.log.debug('Checking file for tests:', file);
 
       if (this._shouldIgnorePath(file)) continue;
diff --git a/src/framework/AbstractExecutable.ts b/src/framework/AbstractExecutable.ts
index e40690ac..861216db 100644
--- a/src/framework/AbstractExecutable.ts
+++ b/src/framework/AbstractExecutable.ts
@@ -277,7 +277,8 @@ export abstract class AbstractExecutable<TestT extends AbstractTest = AbstractTe
         groupByExecutable: async (g: GroupByExecutable): Promise<void> => {
           this._updateVarsWithTags(g, tags, tagsResolveRule);
 
-          const id = g.mergeByLabel === true ? undefined : this.shared.path;
+          const optionHash = this.shared.optionsHash;
+          const id = g.mergeByLabel === true ? undefined : this.shared.path + `#${optionHash}`;
           const label = g.label ?? '${filename}';
           const description = g.description ?? '${relDirpath}${osPathSep}';
 
diff --git a/src/framework/SharedVarOfExec.ts b/src/framework/SharedVarOfExec.ts
index 974a9f27..976ead36 100644
--- a/src/framework/SharedVarOfExec.ts
+++ b/src/framework/SharedVarOfExec.ts
@@ -5,6 +5,9 @@ import { TaskPool } from '../util/TaskPool';
 import { Spawner, SpawnOptionsWithoutStdio } from '../Spawner';
 import { WorkspaceShared } from '../WorkspaceShared';
 
+// eslint-disable-next-line @typescript-eslint/no-var-requires
+const hash = require('object-hash');
+
 export class SharedVarOfExec {
   constructor(
     readonly shared: WorkspaceShared,
@@ -21,10 +24,13 @@ export class SharedVarOfExec {
     readonly resolvedSourceFileMap: Record<string, string>,
   ) {
     this.parallelizationPool = new TaskPool(_parallelizationLimit);
+    this.optionsHash = hash.MD5(options).substring(0, 6);
   }
 
   readonly parallelizationPool: TaskPool;
 
+  readonly optionsHash: string;
+
   get testGrouping(): TestGroupingConfig | undefined {
     return this._frameworkSpecific.testGrouping;
   }