diff --git a/backend/src/routes/upload.ts b/backend/src/routes/upload.ts
index 0008d45..8a23527 100644
--- a/backend/src/routes/upload.ts
+++ b/backend/src/routes/upload.ts
@@ -1,6 +1,6 @@
 import { FastifyPluginAsync } from 'fastify'
-import { createWriteStream, mkdirSync } from 'fs'
-import { join, extname } from 'path'
+import { createWriteStream, mkdirSync, unlink } from 'fs'
+import { join, extname, basename } from 'path'
 import { randomUUID } from 'crypto'
 import { pipeline } from 'stream/promises'
 
@@ -46,6 +46,50 @@ const upload: FastifyPluginAsync = async (fastify) => {
       return { url: `https://${CDN_HOST}/${dir}/${filename}` }
     },
   )
+
+  // DELETE /api/upload?url=https://cdn.hotelsync.ru/categories/uuid.jpg
+  fastify.delete(
+    '/api/upload',
+    { onRequest: [fastify.authenticate] },
+    async (request, reply) => {
+      const { url } = request.query as { url?: string }
+      if (!url) return reply.code(400).send({ error: 'url is required' })
+
+      // Extract path after CDN host: /categories/uuid.jpg → categories/uuid.jpg
+      let relPath: string
+      try {
+        const parsed = new URL(url)
+        // pathname is like /categories/uuid.jpg — strip leading slash
+        relPath = parsed.pathname.replace(/^\//, '')
+      } catch {
+        return reply.code(400).send({ error: 'Invalid url' })
+      }
+
+      // Security: ensure path stays within UPLOADS_DIR (no ../.. traversal)
+      const filepath = join(UPLOADS_DIR, relPath)
+      if (!filepath.startsWith(UPLOADS_DIR + '/') && filepath !== UPLOADS_DIR) {
+        return reply.code(400).send({ error: 'Invalid path' })
+      }
+
+      // Only allow known folders
+      const folder = relPath.split('/')[0]
+      if (!ALLOWED_FOLDERS.includes(folder as UploadFolder)) {
+        return reply.code(400).send({ error: 'Invalid folder' })
+      }
+
+      // Only allow uuid-like filenames to prevent abuse
+      const file = basename(relPath)
+      if (!/^[0-9a-f-]{36}\.[a-z]+$/.test(file)) {
+        return reply.code(400).send({ error: 'Invalid filename' })
+      }
+
+      await new Promise<void>((resolve, reject) =>
+        unlink(filepath, err => err ? reject(err) : resolve())
+      )
+
+      return { ok: true }
+    },
+  )
 }
 
 export default upload
diff --git a/src/lib/api.ts b/src/lib/api.ts
index 563b56f..3e36d49 100644
--- a/src/lib/api.ts
+++ b/src/lib/api.ts
@@ -359,6 +359,10 @@ export const api = {
       const data = await res.json() as { url: string }
       return data.url
     },
+
+    deletePhoto: async (url: string): Promise<void> => {
+      await req('DELETE', `/api/upload?url=${encodeURIComponent(url)}`)
+    },
   },
 
   // ── Categories ────────────────────────────────────────────────────────────
diff --git a/src/pages/RoomCategoriesPage.tsx b/src/pages/RoomCategoriesPage.tsx
index b8cadbe..da6cca5 100644
--- a/src/pages/RoomCategoriesPage.tsx
+++ b/src/pages/RoomCategoriesPage.tsx
@@ -81,12 +81,28 @@ function CategoryForm({ category, onClose, onSave }: CategoryFormProps) {
   const handleDrop = (e: React.DragEvent) => {
     e.preventDefault()
     setDragging(false)
-    uploadFiles(e.dataTransfer.files)
+    // Only handle external file drops (not internal thumbnail DnD)
+    if (e.dataTransfer.files.length > 0) {
+      uploadFiles(e.dataTransfer.files)
+    }
+  }
+
+  const handleDragOver = (e: React.DragEvent) => {
+    e.preventDefault()
+    // Only show drop highlight for external files, not internal thumbnail reorder
+    if (e.dataTransfer.types.includes('Files')) {
+      setDragging(true)
+    }
   }
 
   const removePhoto = (i: number) => {
+    const url = photos[i]
     setPhotos(prev => prev.filter((_, idx) => idx !== i))
     setPhotoIdx(p => Math.max(0, p - 1))
+    // Delete from server (best-effort, don't block UI)
+    if (url.startsWith('https://cdn.hotelsync.ru/')) {
+      api.upload.deletePhoto(url).catch(console.error)
+    }
   }
 
   const handleSave = async () => {
@@ -224,11 +240,11 @@ function CategoryForm({ category, onClose, onSave }: CategoryFormProps) {
                       dragging && 'ring-2 ring-brand-500 ring-offset-2',
                     )}
                     style={{ height: 220 }}
-                    onDragOver={e => { e.preventDefault(); setDragging(true) }}
+                    onDragOver={handleDragOver}
                     onDragLeave={() => setDragging(false)}
                     onDrop={handleDrop}
                   >
-                    <img src={photos[photoIdx]} alt="" className="w-full h-full object-cover" />
+                    <img src={photos[photoIdx]} alt="" draggable={false} className="w-full h-full object-cover pointer-events-none" />
                     {dragging && (
                       <div className="absolute inset-0 bg-brand-600/40 flex items-center justify-center">
                         <p className="text-white font-semibold text-sm">Отпустите для добавления</p>
@@ -290,7 +306,7 @@ function CategoryForm({ category, onClose, onSave }: CategoryFormProps) {
                       : 'border-slate-300 dark:border-slate-600 text-slate-400 hover:border-slate-400',
                   )}
                   onClick={() => fileRef.current?.click()}
-                  onDragOver={e => { e.preventDefault(); setDragging(true) }}
+                  onDragOver={handleDragOver}
                   onDragLeave={() => setDragging(false)}
                   onDrop={handleDrop}
                 >