diff --git a/internal/database/conversation.go b/internal/database/conversation.go
index 32078497..7427f478 100644
--- a/internal/database/conversation.go
+++ b/internal/database/conversation.go
@@ -565,19 +565,53 @@ func (db *DB) DeleteConversation(id string) error {
 	if err != nil {
 		return fmt.Errorf("删除对话失败: %w", err)
 	}
-	// Best-effort cleanup for conversation-scoped filesystem artifacts
-	// (e.g., summarization transcript, reduction/checkpoint files under conversation_artifacts/<id>).
-	if base := strings.TrimSpace(db.conversationArtifactsDir); base != "" {
-		artDir := filepath.Join(base, id)
-		if rmErr := os.RemoveAll(artDir); rmErr != nil {
-			db.logger.Warn("删除会话 artifacts 目录失败", zap.String("conversationId", id), zap.String("dir", artDir), zap.Error(rmErr))
-		}
-	}
+	db.removeConversationScopedDirs(id)
 
 	db.logger.Info("对话及其所有相关数据已删除", zap.String("conversationId", id))
 	return nil
 }
 
+func sanitizeConversationPathSegment(s string) string {
+	s = strings.TrimSpace(s)
+	if s == "" {
+		return "default"
+	}
+	s = strings.ReplaceAll(s, string(filepath.Separator), "-")
+	s = strings.ReplaceAll(s, "/", "-")
+	s = strings.ReplaceAll(s, "\\", "-")
+	s = strings.ReplaceAll(s, "..", "__")
+	if len(s) > 180 {
+		s = s[:180]
+	}
+	return s
+}
+
+func (db *DB) removeConversationScopedDir(base, conversationID, label string) {
+	base = strings.TrimSpace(base)
+	if base == "" {
+		return
+	}
+	dir := filepath.Join(base, sanitizeConversationPathSegment(conversationID))
+	if rmErr := os.RemoveAll(dir); rmErr != nil {
+		if db.logger != nil {
+			db.logger.Warn("删除会话目录失败",
+				zap.String("conversationId", conversationID),
+				zap.String("kind", label),
+				zap.String("dir", dir),
+				zap.Error(rmErr))
+		}
+	}
+}
+
+func (db *DB) removeConversationScopedDirs(conversationID string) {
+	// summarization transcript, reduction files, etc.
+	db.removeConversationScopedDir(db.conversationArtifactsDir, conversationID, "conversation_artifacts")
+	// Eino plantask JSON boards (skills_dir/.eino/plantask/<id>/).
+	db.removeConversationScopedDir(db.einoPlantaskBaseDir, conversationID, "plantask")
+	// Eino ADK runner checkpoints (checkpoint_dir/<id>/).
+	db.removeConversationScopedDir(db.einoCheckpointBaseDir, conversationID, "eino_checkpoint")
+}
+
 // SaveAgentTrace 保存最后一轮代理消息轨迹与助手输出摘要。
 // SQLite 列名仍为 last_react_input / last_react_output，与历史库表兼容；语义上为「全模式代理轨迹」，非仅 ReAct。
 func (db *DB) SaveAgentTrace(conversationID, traceInputJSON, assistantOutput string) error {
diff --git a/internal/database/conversation_cleanup_test.go b/internal/database/conversation_cleanup_test.go
new file mode 100644
index 00000000..8a2371ab
--- /dev/null
+++ b/internal/database/conversation_cleanup_test.go
@@ -0,0 +1,57 @@
+package database
+
+import (
+	"os"
+	"path/filepath"
+	"testing"
+
+	"go.uber.org/zap"
+)
+
+func TestDeleteConversationRemovesEinoScopedDirs(t *testing.T) {
+	tmp := t.TempDir()
+	dbPath := filepath.Join(tmp, "conversations.db")
+	db, err := NewDB(dbPath, zap.NewNop())
+	if err != nil {
+		t.Fatalf("NewDB: %v", err)
+	}
+	defer db.Close()
+
+	plantaskBase := filepath.Join(tmp, "skills", ".eino", "plantask")
+	checkpointBase := filepath.Join(tmp, "eino-checkpoints")
+	db.SetEinoConversationDirs(plantaskBase, checkpointBase)
+
+	conv, err := db.CreateConversation("cleanup test", ConversationCreateMeta{})
+	if err != nil {
+		t.Fatalf("CreateConversation: %v", err)
+	}
+	convID := conv.ID
+	seg := sanitizeConversationPathSegment(convID)
+	for _, base := range []struct {
+		root string
+		file string
+	}{
+		{db.conversationArtifactsDir, "transcript.txt"},
+		{plantaskBase, "task-1.json"},
+		{checkpointBase, "runner-deep.ckpt"},
+	} {
+		dir := filepath.Join(base.root, seg)
+		if err := os.MkdirAll(dir, 0o755); err != nil {
+			t.Fatalf("mkdir %s: %v", dir, err)
+		}
+		if err := os.WriteFile(filepath.Join(dir, base.file), []byte("x"), 0o644); err != nil {
+			t.Fatalf("write %s: %v", base.file, err)
+		}
+	}
+
+	if err := db.DeleteConversation(convID); err != nil {
+		t.Fatalf("DeleteConversation: %v", err)
+	}
+
+	for _, base := range []string{db.conversationArtifactsDir, plantaskBase, checkpointBase} {
+		dir := filepath.Join(base, seg)
+		if _, statErr := os.Stat(dir); !os.IsNotExist(statErr) {
+			t.Fatalf("expected removed dir %s, stat err=%v", dir, statErr)
+		}
+	}
+}
diff --git a/internal/database/database.go b/internal/database/database.go
index cc5bfd54..78c2108a 100644
--- a/internal/database/database.go
+++ b/internal/database/database.go
@@ -49,6 +49,8 @@ type DB struct {
 	*sql.DB
 	logger                   *zap.Logger
 	conversationArtifactsDir string
+	einoPlantaskBaseDir      string // skills_dir + plantask_rel_dir (per-conversation subdirs)
+	einoCheckpointBaseDir    string // checkpoint_dir root (per-conversation subdirs)
 	checkpointLoopName       string
 	checkpointStop           chan struct{}
 	checkpointDone           chan struct{}
@@ -155,6 +157,16 @@ func NewDB(dbPath string, logger *zap.Logger) (*DB, error) {
 	return database, nil
 }
 
+// SetEinoConversationDirs configures best-effort filesystem cleanup on DeleteConversation.
+// plantaskBase is skills_root/plantask_rel (no conversation id); checkpointBase is checkpoint_dir root.
+func (db *DB) SetEinoConversationDirs(plantaskBase, checkpointBase string) {
+	if db == nil {
+		return
+	}
+	db.einoPlantaskBaseDir = strings.TrimSpace(plantaskBase)
+	db.einoCheckpointBaseDir = strings.TrimSpace(checkpointBase)
+}
+
 // initTables 初始化数据库表
 func (db *DB) initTables() error {
 	// 创建对话表（last_react_input / last_react_output 存「代理消息轨迹」JSON 与助手摘要，列名保留以兼容已有库）