diff --git a/src/client/common/installer/condaInstaller.ts b/src/client/common/installer/condaInstaller.ts
index 860c58bf755b..56ddefe412fa 100644
--- a/src/client/common/installer/condaInstaller.ts
+++ b/src/client/common/installer/condaInstaller.ts
@@ -71,7 +71,11 @@ export class CondaInstaller extends ModuleInstaller {
         flags: ModuleInstallFlags = 0,
     ): Promise<ExecutionInfo> {
         const condaService = this.serviceContainer.get<ICondaService>(ICondaService);
-        const condaFile = await condaService.getCondaFile();
+        // Installation using `conda.exe` sometimes fails with a HTTP error on Windows:
+        // https://github.com/conda/conda/issues/11399
+        // Execute in a shell which uses a `conda.bat` file instead, using which installation works.
+        const useShell = true;
+        const condaFile = await condaService.getCondaFile(useShell);
 
         const pythonPath = isResource(resource)
             ? this.serviceContainer.get<IConfigurationService>(IConfigurationService).getSettings(resource).pythonPath
@@ -117,8 +121,7 @@ export class CondaInstaller extends ModuleInstaller {
         return {
             args,
             execPath: condaFile,
-            // Execute in a shell as `conda` on windows refers to `conda.bat`, which requires a shell to work.
-            useShell: true,
+            useShell,
         };
     }
 
diff --git a/src/client/interpreter/contracts.ts b/src/client/interpreter/contracts.ts
index f6e18caac883..c9cfb15bf57e 100644
--- a/src/client/interpreter/contracts.ts
+++ b/src/client/interpreter/contracts.ts
@@ -54,7 +54,7 @@ export const ICondaService = Symbol('ICondaService');
  * Interface carries the properties which are not available via the discovery component interface.
  */
 export interface ICondaService {
-    getCondaFile(): Promise<string>;
+    getCondaFile(forShellExecution?: boolean): Promise<string>;
     isCondaAvailable(): Promise<boolean>;
     getCondaVersion(): Promise<SemVer | undefined>;
     getInterpreterPathForEnvironment(condaEnv: CondaEnvironmentInfo): Promise<string | undefined>;
diff --git a/src/client/pythonEnvironments/base/info/environmentInfoService.ts b/src/client/pythonEnvironments/base/info/environmentInfoService.ts
index bf321179941b..baf1eb873bc2 100644
--- a/src/client/pythonEnvironments/base/info/environmentInfoService.ts
+++ b/src/client/pythonEnvironments/base/info/environmentInfoService.ts
@@ -37,7 +37,7 @@ async function buildEnvironmentInfoUsingCondaRun(env: PythonEnvInfo): Promise<In
     if (!condaEnv) {
         return undefined;
     }
-    const python = await conda?.getRunPythonArgs(condaEnv);
+    const python = await conda?.getRunPythonArgs(condaEnv, true);
     if (!python) {
         return undefined;
     }
diff --git a/src/client/pythonEnvironments/common/environmentManagers/conda.ts b/src/client/pythonEnvironments/common/environmentManagers/conda.ts
index a24f0768a88f..044fff6ac6b7 100644
--- a/src/client/pythonEnvironments/common/environmentManagers/conda.ts
+++ b/src/client/pythonEnvironments/common/environmentManagers/conda.ts
@@ -10,6 +10,7 @@ import {
     readFile,
     shellExecute,
     onDidChangePythonSetting,
+    exec,
 } from '../externalDependencies';
 
 import { PythonVersion, UNKNOWN_PYTHON_VERSION } from '../../base/info';
@@ -243,13 +244,19 @@ export class Conda {
 
     private condaInfoCached: Promise<CondaInfo> | undefined;
 
+    /**
+     * Carries path to conda binary to be used for shell execution.
+     */
+    public readonly shellCommand: string;
+
     /**
      * Creates a Conda service corresponding to the corresponding "conda" command.
      *
      * @param command - Command used to spawn conda. This has the same meaning as the
      * first argument of spawn() - i.e. it can be a full path, or just a binary name.
      */
-    constructor(readonly command: string) {
+    constructor(readonly command: string, shellCommand?: string) {
+        this.shellCommand = shellCommand ?? command;
         onDidChangePythonSetting(CONDAPATH_SETTING_KEY, () => {
             Conda.condaPromise = undefined;
         });
@@ -379,7 +386,7 @@ export class Conda {
                         if (condaBatFile) {
                             const condaBat = new Conda(condaBatFile);
                             await condaBat.getInfo();
-                            conda = condaBat;
+                            conda = new Conda(condaPath, condaBatFile);
                         }
                     } catch (ex) {
                         traceVerbose('Failed to spawn conda bat file', condaBatFile, ex);
@@ -414,12 +421,10 @@ export class Conda {
     /**
      * Temporarily cache result for this particular command.
      */
-    // @cache(30_000, true, 10_000)
+    @cache(30_000, true, 10_000)
     // eslint-disable-next-line class-methods-use-this
     private async getInfoImpl(command: string): Promise<CondaInfo> {
-        const quoted = [command.toCommandArgument(), 'info', '--json'].join(' ');
-        // Execute in a shell as `conda` on windows refers to `conda.bat`, which requires a shell to work.
-        const result = await shellExecute(quoted, { timeout: CONDA_GENERAL_TIMEOUT });
+        const result = await exec(command, ['info', '--json'], { timeout: CONDA_GENERAL_TIMEOUT });
         traceVerbose(`conda info --json: ${result.stdout}`);
         return JSON.parse(result.stdout);
     }
@@ -428,7 +433,7 @@ export class Conda {
      * Retrieves list of Python environments known to this conda.
      * Corresponds to "conda env list --json", but also computes environment names.
      */
-    // @cache(30_000, true, 10_000)
+    @cache(30_000, true, 10_000)
     public async getEnvList(useCache?: boolean): Promise<CondaEnvInfo[]> {
         const info = await this.getInfo(useCache);
         const { envs } = info;
@@ -496,7 +501,7 @@ export class Conda {
         return undefined;
     }
 
-    public async getRunPythonArgs(env: CondaEnvInfo): Promise<string[] | undefined> {
+    public async getRunPythonArgs(env: CondaEnvInfo, forShellExecution?: boolean): Promise<string[] | undefined> {
         const condaVersion = await this.getCondaVersion();
         if (condaVersion && lt(condaVersion, CONDA_RUN_VERSION)) {
             return undefined;
@@ -507,7 +512,15 @@ export class Conda {
         } else {
             args.push('-p', env.prefix);
         }
-        return [this.command, 'run', ...args, '--no-capture-output', '--live-stream', 'python', OUTPUT_MARKER_SCRIPT];
+        return [
+            forShellExecution ? this.shellCommand : this.command,
+            'run',
+            ...args,
+            '--no-capture-output',
+            '--live-stream',
+            'python',
+            OUTPUT_MARKER_SCRIPT,
+        ];
     }
 
     /**
@@ -520,9 +533,7 @@ export class Conda {
         if (info && info.conda_version) {
             versionString = info.conda_version;
         } else {
-            const quoted = `${this.command.toCommandArgument()} --version`;
-            // Execute in a shell as `conda` on windows refers to `conda.bat`, which requires a shell to work.
-            const stdOut = await shellExecute(quoted, { timeout: CONDA_GENERAL_TIMEOUT })
+            const stdOut = await exec(this.command, ['--version'], { timeout: CONDA_GENERAL_TIMEOUT })
                 .then((result) => result.stdout.trim())
                 .catch<string | undefined>(() => undefined);
 
diff --git a/src/client/pythonEnvironments/common/environmentManagers/condaService.ts b/src/client/pythonEnvironments/common/environmentManagers/condaService.ts
index 8f302fd88253..aeac0df9de10 100644
--- a/src/client/pythonEnvironments/common/environmentManagers/condaService.ts
+++ b/src/client/pythonEnvironments/common/environmentManagers/condaService.ts
@@ -23,8 +23,11 @@ export class CondaService implements ICondaService {
      * Return the path to the "conda file".
      */
     // eslint-disable-next-line class-methods-use-this
-    public async getCondaFile(): Promise<string> {
-        return Conda.getConda().then((conda) => conda?.command ?? 'conda');
+    public async getCondaFile(forShellExecution?: boolean): Promise<string> {
+        return Conda.getConda().then((conda) => {
+            const command = forShellExecution ? conda?.shellCommand : conda?.command;
+            return command ?? 'conda';
+        });
     }
 
     // eslint-disable-next-line class-methods-use-this
diff --git a/src/test/common/installer/condaInstaller.unit.test.ts b/src/test/common/installer/condaInstaller.unit.test.ts
index 6d1b2442d3ef..9d99f0e20a6b 100644
--- a/src/test/common/installer/condaInstaller.unit.test.ts
+++ b/src/test/common/installer/condaInstaller.unit.test.ts
@@ -99,7 +99,7 @@ suite('Common - Conda Installer', () => {
 
         when(configService.getSettings(uri)).thenReturn(instance(settings));
         when(settings.pythonPath).thenReturn(pythonPath);
-        when(condaService.getCondaFile()).thenResolve(condaPath);
+        when(condaService.getCondaFile(true)).thenResolve(condaPath);
         when(condaLocatorService.getCondaEnvironment(pythonPath)).thenResolve(condaEnv);
 
         const execInfo = await installer.getExecutionInfo('abc', uri);
@@ -122,7 +122,7 @@ suite('Common - Conda Installer', () => {
 
         when(configService.getSettings(uri)).thenReturn(instance(settings));
         when(settings.pythonPath).thenReturn(pythonPath);
-        when(condaService.getCondaFile()).thenResolve(condaPath);
+        when(condaService.getCondaFile(true)).thenResolve(condaPath);
         when(condaLocatorService.getCondaEnvironment(pythonPath)).thenResolve(condaEnv);
 
         const execInfo = await installer.getExecutionInfo('abc', uri);
diff --git a/src/test/common/installer/moduleInstaller.unit.test.ts b/src/test/common/installer/moduleInstaller.unit.test.ts
index 952f10c0c60a..50562c2e9731 100644
--- a/src/test/common/installer/moduleInstaller.unit.test.ts
+++ b/src/test/common/installer/moduleInstaller.unit.test.ts
@@ -234,6 +234,9 @@ suite('Module Installer', () => {
 
                             const condaService = TypeMoq.Mock.ofType<ICondaService>();
                             condaService.setup((c) => c.getCondaFile()).returns(() => Promise.resolve(condaExecutable));
+                            condaService
+                                .setup((c) => c.getCondaFile(true))
+                                .returns(() => Promise.resolve(condaExecutable));
 
                             const condaLocatorService = TypeMoq.Mock.ofType<IComponentAdapter>();
                             serviceContainer
diff --git a/src/test/pythonEnvironments/base/locators/composite/envsResolver.unit.test.ts b/src/test/pythonEnvironments/base/locators/composite/envsResolver.unit.test.ts
index c6c441bc326d..aafe860aa0d5 100644
--- a/src/test/pythonEnvironments/base/locators/composite/envsResolver.unit.test.ts
+++ b/src/test/pythonEnvironments/base/locators/composite/envsResolver.unit.test.ts
@@ -297,17 +297,12 @@ suite('Python envs locator - Environments Resolver', () => {
             if (getOSType() !== OSType.Windows) {
                 this.skip();
             }
-            stubShellExec.restore();
             sinon.stub(externalDependencies, 'getPythonSetting').withArgs('condaPath').returns('conda');
-            sinon.stub(externalDependencies, 'shellExecute').callsFake(async (quoted: string) => {
-                const [command, ...args] = quoted.split(' ');
+            sinon.stub(externalDependencies, 'exec').callsFake(async (command: string, args: string[]) => {
                 if (command === 'conda' && args[0] === 'info' && args[1] === '--json') {
                     return { stdout: JSON.stringify(condaInfo(path.join(envsWithoutPython, 'condaLackingPython'))) };
                 }
-                return {
-                    stdout:
-                        '{"versionInfo": [3, 8, 3, "final", 0], "sysPrefix": "path", "sysVersion": "3.8.3 (tags/v3.8.3:6f8c832, May 13 2020, 22:37:02) [MSC v.1924 64 bit (AMD64)]", "is64Bit": true}',
-                };
+                throw new Error(`${command} is missing or is not executable`);
             });
             const parentLocator = new SimpleLocator([]);
             const resolver = new PythonEnvsResolver(parentLocator, envInfoService);
diff --git a/src/test/pythonEnvironments/base/locators/composite/resolverUtils.unit.test.ts b/src/test/pythonEnvironments/base/locators/composite/resolverUtils.unit.test.ts
index e1ff24802746..0e9f32ecffcb 100644
--- a/src/test/pythonEnvironments/base/locators/composite/resolverUtils.unit.test.ts
+++ b/src/test/pythonEnvironments/base/locators/composite/resolverUtils.unit.test.ts
@@ -247,8 +247,7 @@ suite('Resolver Utils', () => {
 
         test('resolveEnv (Windows)', async () => {
             sinon.stub(platformApis, 'getOSType').callsFake(() => platformApis.OSType.Windows);
-            sinon.stub(externalDependencies, 'shellExecute').callsFake(async (quoted: string) => {
-                const [command, ...args] = quoted.split(' ');
+            sinon.stub(externalDependencies, 'exec').callsFake(async (command: string, args: string[]) => {
                 if (command === 'conda' && args[0] === 'info' && args[1] === '--json') {
                     return { stdout: JSON.stringify(condaInfo(condaPrefixWindows)) };
                 }
@@ -263,8 +262,7 @@ suite('Resolver Utils', () => {
 
         test('resolveEnv (non-Windows)', async () => {
             sinon.stub(platformApis, 'getOSType').callsFake(() => platformApis.OSType.Linux);
-            sinon.stub(externalDependencies, 'shellExecute').callsFake(async (quoted: string) => {
-                const [command, ...args] = quoted.split(' ');
+            sinon.stub(externalDependencies, 'exec').callsFake(async (command: string, args: string[]) => {
                 if (command === 'conda' && args[0] === 'info' && args[1] === '--json') {
                     return { stdout: JSON.stringify(condaInfo(condaPrefixNonWindows)) };
                 }
@@ -282,7 +280,7 @@ suite('Resolver Utils', () => {
 
         test('resolveEnv: If no conda binary found, resolve as an unknown environment', async () => {
             sinon.stub(platformApis, 'getOSType').callsFake(() => platformApis.OSType.Windows);
-            sinon.stub(externalDependencies, 'shellExecute').callsFake(async (command: string) => {
+            sinon.stub(externalDependencies, 'exec').callsFake(async (command: string) => {
                 throw new Error(`${command} is missing or is not executable`);
             });
             const actual = await resolveBasicEnv({
@@ -605,7 +603,7 @@ suite('Resolver Utils', () => {
         });
 
         test('If data provided by registry is less informative than kind resolvers, do not use it to update environment', async () => {
-            sinon.stub(externalDependencies, 'shellExecute').callsFake(async (command: string) => {
+            sinon.stub(externalDependencies, 'exec').callsFake(async (command: string) => {
                 throw new Error(`${command} is missing or is not executable`);
             });
             const interpreterPath = path.join(regTestRoot, 'conda3', 'python.exe');
diff --git a/src/test/pythonEnvironments/common/environmentManagers/conda.unit.test.ts b/src/test/pythonEnvironments/common/environmentManagers/conda.unit.test.ts
index 1cbcd91db89e..af85b6e920dd 100644
--- a/src/test/pythonEnvironments/common/environmentManagers/conda.unit.test.ts
+++ b/src/test/pythonEnvironments/common/environmentManagers/conda.unit.test.ts
@@ -185,8 +185,7 @@ suite('Conda and its environments are located correctly', () => {
                 return contents;
             });
 
-        sinon.stub(externalDependencies, 'shellExecute').callsFake(async (quoted: string) => {
-            const [command, ...args] = quoted.split(' ');
+        sinon.stub(externalDependencies, 'exec').callsFake(async (command: string, args: string[]) => {
             for (const prefix of ['', ...execPath]) {
                 const contents = getFile(path.join(prefix, command));
                 if (args[0] === 'info' && args[1] === '--json') {