diff --git a/app/Http/Controllers/DashboardCalendarController.php b/app/Http/Controllers/DashboardCalendarController.php
index e71bf6b4..69785492 100644
--- a/app/Http/Controllers/DashboardCalendarController.php
+++ b/app/Http/Controllers/DashboardCalendarController.php
@@ -33,6 +33,7 @@ public function calendar(Request $request): View
         $calendarData = Schedule::forTenant($tenantId)
             ->active()
             ->betweenDates($startOfWeek->toDateString(), $endOfWeek->toDateString())
+            ->withCount('files')
             ->orderBy('start_date')
             ->orderBy('start_time')
             ->get()
diff --git a/app/Models/System/Schedule.php b/app/Models/System/Schedule.php
index a2ae3ec6..72568aff 100644
--- a/app/Models/System/Schedule.php
+++ b/app/Models/System/Schedule.php
@@ -2,6 +2,7 @@
 
 namespace App\Models\System;
 
+use App\Models\Boards\File;
 use Illuminate\Database\Eloquent\Builder;
 use Illuminate\Database\Eloquent\Model;
 use Illuminate\Database\Eloquent\SoftDeletes;
@@ -68,6 +69,12 @@ class Schedule extends Model
         self::TYPE_OTHER => ['bg' => 'bg-gray-50', 'text' => 'text-gray-700', 'border' => 'border-gray-200'],
     ];
 
+    public function files()
+    {
+        return $this->hasMany(File::class, 'document_id')
+            ->where('document_type', 'schedule');
+    }
+
     public function scopeForTenant(Builder $query, int $tenantId): Builder
     {
         return $query->where(function ($q) use ($tenantId) {
diff --git a/resources/views/dashboard/partials/calendar.blade.php b/resources/views/dashboard/partials/calendar.blade.php
index 08e3b3c9..ca88d771 100644
--- a/resources/views/dashboard/partials/calendar.blade.php
+++ b/resources/views/dashboard/partials/calendar.blade.php
@@ -125,14 +125,21 @@ class="text-gray-300 hover:text-emerald-600 hover:bg-emerald-50 rounded transiti
                             <div class="space-y-0.5">
                                 @foreach($daySchedules as $schedule)
                                     <button type="button" onclick="openEditModal({{ $schedule->id }})"
-                                       class="block w-full text-left px-1.5 py-0.5 rounded text-xs truncate border cursor-pointer hover:opacity-80 transition-opacity"
+                                       class="block w-full text-left px-1.5 py-0.5 rounded text-xs border cursor-pointer hover:opacity-80 transition-opacity flex items-center gap-0.5"
                                        style="{{ $schedule->type_style }}"
-                                       title="[{{ $schedule->type_label }}] {{ $schedule->title }}{{ !$schedule->is_all_day && $schedule->start_time ? ' ('.$schedule->start_time.')' : '' }}">
-                                        <span class="font-bold">[{{ $schedule->type_label }}]</span>
-                                        @if(!$schedule->is_all_day && $schedule->start_time)
-                                            <span class="font-medium">{{ \Carbon\Carbon::parse($schedule->start_time)->format('H:i') }}</span>
+                                       title="[{{ $schedule->type_label }}] {{ $schedule->title }}{{ !$schedule->is_all_day && $schedule->start_time ? ' ('.$schedule->start_time.')' : '' }}{{ $schedule->files_count ? ' (첨부 '.$schedule->files_count.'개)' : '' }}">
+                                        <span class="truncate">
+                                            <span class="font-bold">[{{ $schedule->type_label }}]</span>
+                                            @if(!$schedule->is_all_day && $schedule->start_time)
+                                                <span class="font-medium">{{ \Carbon\Carbon::parse($schedule->start_time)->format('H:i') }}</span>
+                                            @endif
+                                            {{ $schedule->title }}
+                                        </span>
+                                        @if($schedule->files_count > 0)
+                                            <svg class="w-3 h-3 flex-shrink-0 opacity-60" fill="none" stroke="currentColor" viewBox="0 0 24 24">
+                                                <path stroke-linecap="round" stroke-linejoin="round" stroke-width="2" d="M15.172 7l-6.586 6.586a2 2 0 102.828 2.828l6.414-6.586a4 4 0 00-5.656-5.656l-6.415 6.585a6 6 0 108.486 8.486L20.5 13"/>
+                                            </svg>
                                         @endif
-                                        {{ $schedule->title }}
                                     </button>
                                 @endforeach
                             </div>