diff --git a/mcp/cmd_test.go b/mcp/cmd_test.go
index 496694a5..bfae0c60 100644
--- a/mcp/cmd_test.go
+++ b/mcp/cmd_test.go
@@ -6,11 +6,13 @@ package mcp_test
 
 import (
 	"context"
+	"errors"
 	"log"
 	"os"
 	"os/exec"
 	"runtime"
 	"testing"
+	"time"
 
 	"github.com/google/go-cmp/cmp"
 	"github.com/modelcontextprotocol/go-sdk/mcp"
@@ -37,36 +39,103 @@ func runServer() {
 	}
 }
 
-func TestCmdTransport(t *testing.T) {
-	// Conservatively, limit to major OS where we know that os.Exec is
-	// supported.
-	switch runtime.GOOS {
-	case "darwin", "linux", "windows":
-	default:
-		t.Skip("unsupported OS")
+func TestServerRunContextCancel(t *testing.T) {
+	server := mcp.NewServer("greeter", "v0.0.1", nil)
+	mcp.AddTool(server, &mcp.Tool{Name: "greet", Description: "say hi"}, SayHi)
+
+	ctx, cancel := context.WithCancel(context.Background())
+	defer cancel()
+
+	serverTransport, clientTransport := mcp.NewInMemoryTransports()
+
+	// run the server and capture the exit error
+	onServerExit := make(chan error)
+	go func() {
+		onServerExit <- server.Run(ctx, serverTransport)
+	}()
+
+	// send a ping to the server to ensure it's running
+	client := mcp.NewClient("client", "v0.0.1", nil)
+	session, err := client.Connect(ctx, clientTransport)
+	if err != nil {
+		t.Fatal(err)
+	}
+	if err := session.Ping(context.Background(), nil); err != nil {
+		t.Fatal(err)
 	}
 
+	// cancel the context to stop the server
+	cancel()
+
+	// wait for the server to exit
+	// TODO: use synctest when availble
+	select {
+	case <-time.After(5 * time.Second):
+		t.Fatal("server did not exit after context cancellation")
+	case err := <-onServerExit:
+		if !errors.Is(err, context.Canceled) {
+			t.Fatalf("server did not exit after context cancellation, got error: %v", err)
+		}
+	}
+}
+
+func TestServerInterrupt(t *testing.T) {
+	requireExec(t)
+
 	ctx, cancel := context.WithCancel(context.Background())
 	defer cancel()
 
-	exe, err := os.Executable()
+	cmd := createServerCommand(t)
+
+	client := mcp.NewClient("client", "v0.0.1", nil)
+	session, err := client.Connect(ctx, mcp.NewCommandTransport(cmd))
 	if err != nil {
 		t.Fatal(err)
 	}
-	cmd := exec.Command(exe)
-	cmd.Env = append(os.Environ(), runAsServer+"=true")
+
+	// get a signal when the server process exits
+	onExit := make(chan struct{})
+	go func() {
+		cmd.Process.Wait()
+		close(onExit)
+	}()
+
+	// send a signal to the server process to terminate it
+	if runtime.GOOS == "windows" {
+		// Windows does not support os.Interrupt
+		session.Close()
+	} else {
+		cmd.Process.Signal(os.Interrupt)
+	}
+
+	// wait for the server to exit
+	// TODO: use synctest when availble
+	select {
+	case <-time.After(5 * time.Second):
+		t.Fatal("server did not exit after SIGTERM")
+	case <-onExit:
+	}
+}
+
+func TestCmdTransport(t *testing.T) {
+	requireExec(t)
+
+	ctx, cancel := context.WithCancel(context.Background())
+	defer cancel()
+
+	cmd := createServerCommand(t)
 
 	client := mcp.NewClient("client", "v0.0.1", nil)
 	session, err := client.Connect(ctx, mcp.NewCommandTransport(cmd))
 	if err != nil {
-		log.Fatal(err)
+		t.Fatal(err)
 	}
 	got, err := session.CallTool(ctx, &mcp.CallToolParams{
 		Name:      "greet",
 		Arguments: map[string]any{"name": "user"},
 	})
 	if err != nil {
-		log.Fatal(err)
+		t.Fatal(err)
 	}
 	want := &mcp.CallToolResult{
 		Content: []mcp.Content{
@@ -80,3 +149,28 @@ func TestCmdTransport(t *testing.T) {
 		t.Fatalf("closing server: %v", err)
 	}
 }
+
+func createServerCommand(t *testing.T) *exec.Cmd {
+	t.Helper()
+
+	exe, err := os.Executable()
+	if err != nil {
+		t.Fatal(err)
+	}
+	cmd := exec.Command(exe)
+	cmd.Env = append(os.Environ(), runAsServer+"=true")
+
+	return cmd
+}
+
+func requireExec(t *testing.T) {
+	t.Helper()
+
+	// Conservatively, limit to major OS where we know that os.Exec is
+	// supported.
+	switch runtime.GOOS {
+	case "darwin", "linux", "windows":
+	default:
+		t.Skip("unsupported OS")
+	}
+}
diff --git a/mcp/server.go b/mcp/server.go
index cd8f808b..0aa054fa 100644
--- a/mcp/server.go
+++ b/mcp/server.go
@@ -404,13 +404,26 @@ func fileResourceHandler(dir string) ResourceHandler {
 
 // Run runs the server over the given transport, which must be persistent.
 //
-// Run blocks until the client terminates the connection.
+// Run blocks until the client terminates the connection or the provided
+// context is cancelled. If the context is cancelled, Run closes the connection.
 func (s *Server) Run(ctx context.Context, t Transport) error {
 	ss, err := s.Connect(ctx, t)
 	if err != nil {
 		return err
 	}
-	return ss.Wait()
+
+	ssClosed := make(chan error)
+	go func() {
+		ssClosed <- ss.Wait()
+	}()
+
+	select {
+	case <-ctx.Done():
+		ss.Close()
+		return ctx.Err()
+	case err := <-ssClosed:
+		return err
+	}
 }
 
 // bind implements the binder[*ServerSession] interface, so that Servers can