diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index 056c8c4..2a893ec 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -34,3 +34,22 @@ jobs:
         run: tool/yarn tsc --noEmit
       - name: Prettier
         run: tool/yarn prettier --check .
+      - name: Set up SSH
+        uses: webfactory/ssh-agent@v0.5.3
+        with:
+          ssh-private-key: ${{ secrets.SSH_PRIVATE_KEY }}
+      - name: Test in SSH environment
+        run: |
+          ssh -o StrictHostKeyChecking=no ${{ secrets.SSH_USER }}@${{ secrets.SSH_HOST }} 'cd /path/to/extension && tool/yarn test'
+      - name: Set up Dev Container
+        uses: devcontainers/ci@v0
+        with:
+          image: mcr.microsoft.com/vscode/devcontainers/base:0-focal
+      - name: Test in Dev Container
+        run: |
+          docker exec -w /path/to/extension devcontainer tool/yarn test
+      - name: Set up GitHub Codespaces
+        uses: actions/checkout@v3
+      - name: Test in GitHub Codespaces
+        run: |
+          codespaces exec -w /path/to/extension tool/yarn test
diff --git a/package.json b/package.json
index 28098e5..aa841be 100644
--- a/package.json
+++ b/package.json
@@ -27,7 +27,8 @@
   ],
   "extensionKind": [
     "ui",
-    "workspace"
+    "workspace",
+    "remote"
   ],
   "main": "./dist/extension.js",
   "contributes": {
diff --git a/src/config-manager.test.ts b/src/config-manager.test.ts
index b73c62e..f9d366a 100644
--- a/src/config-manager.test.ts
+++ b/src/config-manager.test.ts
@@ -42,3 +42,34 @@ test('set persists config to disk', () => {
   const f = fs.readFileSync(configPath, 'utf8');
   expect(JSON.parse(f)).toEqual({ hosts });
 });
+
+test('withContext initializes remote-specific configurations if running in a remote context', () => {
+  vi.spyOn(vscode.env, 'remoteName', 'get').mockReturnValue('ssh-remote');
+  const cm = ConfigManager.withGlobalStorageUri(globalStorageUri);
+  expect(cm.config.remoteHost).toBe('ssh-remote');
+});
+
+test('setForHost handles remote-specific configurations', () => {
+  const cm = new ConfigManager(configPath);
+  const hostname = 'remote-host';
+  const remoteConfig = {
+    remoteHost: 'remote-host',
+    remotePort: 22,
+    remoteUser: 'remote-user',
+  };
+
+  cm.setForHost(hostname, 'remoteHost', remoteConfig.remoteHost);
+  cm.setForHost(hostname, 'remotePort', remoteConfig.remotePort);
+  cm.setForHost(hostname, 'remoteUser', remoteConfig.remoteUser);
+
+  expect(cm.config.hosts?.[hostname]?.remoteHost).toBe(remoteConfig.remoteHost);
+  expect(cm.config.hosts?.[hostname]?.remotePort).toBe(remoteConfig.remotePort);
+  expect(cm.config.hosts?.[hostname]?.remoteUser).toBe(remoteConfig.remoteUser);
+
+  const f = fs.readFileSync(configPath, 'utf8');
+  expect(JSON.parse(f)).toEqual({
+    hosts: {
+      [hostname]: remoteConfig,
+    },
+  });
+});
diff --git a/src/config-manager.ts b/src/config-manager.ts
index bd9d8f3..be674c1 100644
--- a/src/config-manager.ts
+++ b/src/config-manager.ts
@@ -7,6 +7,9 @@ interface Host {
   rootDir: string;
   persistToSSHConfig?: boolean;
   differentUserFromSSHConfig?: boolean;
+  remoteHost?: string;
+  remotePort?: number;
+  remoteUser?: string;
 }
 
 interface Config {
@@ -33,7 +36,15 @@ export class ConfigManager {
       fs.mkdirSync(globalStoragePath);
     }
 
-    return new ConfigManager(path.join(globalStoragePath, 'config.json'));
+    const configManager = new ConfigManager(path.join(globalStoragePath, 'config.json'));
+
+    // Detect if the extension is running in a remote context
+    const isRemote = !!vscode.env.remoteName;
+    if (isRemote) {
+      configManager.set('remoteHost', vscode.env.remoteName);
+    }
+
+    return configManager;
   }
 
   set<K extends keyof Config>(key: K, value: Config[K]) {
diff --git a/src/extension.ts b/src/extension.ts
index ac1daee..865bc4a 100644
--- a/src/extension.ts
+++ b/src/extension.ts
@@ -28,6 +28,10 @@ export async function activate(context: vscode.ExtensionContext) {
 
   const configManager = ConfigManager.withGlobalStorageUri(context.globalStorageUri);
 
+  // Detect if the extension is running in a remote context
+  const isRemote = !!vscode.env.remoteName;
+  vscode.commands.executeCommand('setContext', 'tailscale.isRemote', isRemote);
+
   // walkthrough completion
   tailscaleInstance.serveStatus().then((status) => {
     // assume if we have any BackendState we are installed
@@ -240,6 +244,55 @@ export async function activate(context: vscode.ExtensionContext) {
       }, 500);
     })
   );
+
+  // Update commands and UI elements to handle remote-specific scenarios
+  if (isRemote) {
+    context.subscriptions.push(
+      vscode.commands.registerCommand('tailscale.node.openTerminal', async (node: PeerRoot | FileExplorer) => {
+        const { addr, path } = extractAddrAndPath(node);
+
+        if (!addr) {
+          return;
+        }
+
+        const t = vscode.window.createTerminal(addr);
+        t.sendText(`ssh ${getUsername(configManager, addr)}@${addr}`);
+
+        if (path) {
+          t.sendText(`cd ${path}`);
+        }
+
+        t.show();
+      })
+    );
+
+    context.subscriptions.push(
+      vscode.commands.registerCommand('tailscale.node.openRemoteCode', async (node: PeerRoot | FileExplorer) => {
+        const { addr, path } = extractAddrAndPath(node);
+
+        if (addr && configManager.config.hosts?.[addr]?.persistToSSHConfig !== false) {
+          await syncSSHConfig(addr, configManager);
+        }
+
+        if (node instanceof PeerRoot && addr) {
+          vscode.commands.executeCommand('vscode.newWindow', {
+            remoteAuthority: `ssh-remote+${addr}`,
+            reuseWindow: false,
+          });
+        } else if (node instanceof FileExplorer && addr) {
+          vscode.commands.executeCommand(
+            'vscode.openFolder',
+            vscode.Uri.from({
+              scheme: 'vscode-remote',
+              authority: `ssh-remote+${addr}`,
+              path,
+            }),
+            { forceNewWindow: true }
+          );
+        }
+      })
+    );
+  }
 }
 
 export function deactivate() {