diff --git a/components/UploadFileDialog.vue b/components/UploadFileDialog.vue
index b2b8b91..101f40c 100644
--- a/components/UploadFileDialog.vue
+++ b/components/UploadFileDialog.vue
@@ -51,15 +51,22 @@
                         class="transition mt-2 block text-sm font-semibold text-zinc-400 group-hover:text-zinc-500"
                         >Upload file</span
                       >
-                      <p v-if="currentFile" class="mt-1 text-xs text-zinc-400">
-                        {{ currentFile.name }}
-                      </p>
+                      <div v-if="currentFileList">
+                        <p
+                          v-for="currentFile in currentFileList"
+                          :key="currentFile"
+                          class="mt-1 text-[10px] text-zinc-500 whitespace-nowrap"
+                        >
+                          {{ currentFile }}
+                        </p>
+                      </div>
                     </label>
                     <input
                       id="file-upload"
                       :accept="props.accept"
                       class="hidden"
                       type="file"
+                      :multiple="props.multiple"
                       @change="(e) => (file = (e.target as any)?.files)"
                     />
                   </div>
@@ -67,7 +74,7 @@
               </div>
               <div class="mt-5 sm:mt-4 sm:flex sm:flex-row-reverse">
                 <LoadingButton
-                  :disabled="currentFile == undefined"
+                  :disabled="currentFiles == undefined"
                   type="button"
                   :loading="uploadLoading"
                   :class="['inline-flex w-full shadow-sm sm:ml-3 sm:w-auto']"
@@ -123,10 +130,19 @@ const open = defineModel<boolean>({
 });
 
 const file = ref<FileList | undefined>();
-const currentFile = computed(() => file.value?.item(0));
+const currentFiles = computed(() => file.value);
+const currentFileList = computed(() => {
+  if (!currentFiles.value) return undefined;
+  const list = [];
+  for (const file of currentFiles.value) {
+    list.push(file.name);
+  }
+  return list;
+});
 const props = defineProps<{
   endpoint: string;
   accept: string;
+  multiple?: boolean;
   options?: { [key: string]: string };
 }>();
 const emit = defineEmits(["upload"]);
@@ -134,10 +150,12 @@ const emit = defineEmits(["upload"]);
 const uploadLoading = ref(false);
 const uploadError = ref<string | undefined>();
 async function uploadFile() {
-  if (!currentFile.value) return;
+  if (!currentFiles.value) return;
 
   const form = new FormData();
-  form.append("file", currentFile.value);
+  for (const file of currentFiles.value) {
+    form.append(file.name, file);
+  }
 
   if (props.options) {
     for (const [key, value] of Object.entries(props.options)) {
diff --git a/pages/admin/metadata/games/[id]/index.vue b/pages/admin/metadata/games/[id]/index.vue
index f773a3c..415fe7e 100644
--- a/pages/admin/metadata/games/[id]/index.vue
+++ b/pages/admin/metadata/games/[id]/index.vue
@@ -293,6 +293,7 @@
       :options="{ id: game.id }"
       accept="image/*"
       endpoint="/api/v1/admin/game/image"
+      :multiple="true"
       @upload="(result: Game) => uploadAfterImageUpload(result)"
     />
     <ModalTemplate v-model="showAddCarouselModal">
diff --git a/server/api/v1/admin/game/image/index.post.ts b/server/api/v1/admin/game/image/index.post.ts
index 7ff453d..e230e9f 100644
--- a/server/api/v1/admin/game/image/index.post.ts
+++ b/server/api/v1/admin/game/image/index.post.ts
@@ -20,8 +20,8 @@ export default defineEventHandler(async (h3) => {
       statusMessage: "Failed to upload file",
     });
 
-  const [id, options, pull, dump] = uploadResult;
-  if (!id) {
+  const [ids, options, pull, dump] = uploadResult;
+  if (ids.length == 0) {
     dump();
     throw createError({
       statusCode: 400,
@@ -48,7 +48,7 @@ export default defineEventHandler(async (h3) => {
     },
     data: {
       mImageLibraryObjectIds: {
-        push: id,
+        push: ids,
       },
     },
   });
diff --git a/server/api/v1/admin/game/metadata.post.ts b/server/api/v1/admin/game/metadata.post.ts
index df64c04..c64ef97 100644
--- a/server/api/v1/admin/game/metadata.post.ts
+++ b/server/api/v1/admin/game/metadata.post.ts
@@ -14,14 +14,16 @@ export default defineEventHandler(async (h3) => {
       statusMessage: "This endpoint requires multipart form data.",
     });
 
-  const uploadResult = await handleFileUpload(h3, {}, ["internal:read"]);
+  const uploadResult = await handleFileUpload(h3, {}, ["internal:read"], 1);
   if (!uploadResult)
     throw createError({
       statusCode: 400,
       statusMessage: "Failed to upload file",
     });
 
-  const [id, options, pull, dump] = uploadResult;
+  const [ids, options, pull, dump] = uploadResult;
+
+  const id = ids.at(0);
 
   // handleFileUpload reads the rest of the options for us.
   const name = options.name;
diff --git a/server/api/v1/admin/news/index.post.ts b/server/api/v1/admin/news/index.post.ts
index 5e3286e..abda24d 100644
--- a/server/api/v1/admin/news/index.post.ts
+++ b/server/api/v1/admin/news/index.post.ts
@@ -14,19 +14,20 @@ export default defineEventHandler(async (h3) => {
       statusMessage: "This endpoint requires multipart form data.",
     });
 
-  const uploadResult = await handleFileUpload(h3, {}, ["internal:read"]);
+  const uploadResult = await handleFileUpload(h3, {}, ["internal:read"], 1);
   if (!uploadResult)
     throw createError({
       statusCode: 400,
       statusMessage: "Failed to upload file",
     });
 
-  const [imageId, options, pull, _dump] = uploadResult;
+  const [imageIds, options, pull, _dump] = uploadResult;
 
   const title = options.title;
   const description = options.description;
   const content = options.content;
   const tags = options.tags ? (JSON.parse(options.tags) as string[]) : [];
+  const imageId = imageIds.at(0);
 
   if (!title || !description || !content)
     throw createError({
diff --git a/server/internal/utils/handlefileupload.ts b/server/internal/utils/handlefileupload.ts
index e5fe80c..4e36c44 100644
--- a/server/internal/utils/handlefileupload.ts
+++ b/server/internal/utils/handlefileupload.ts
@@ -6,23 +6,21 @@ export async function handleFileUpload(
   h3: H3Event<EventHandlerRequest>,
   metadata: { [key: string]: string },
   permissions: Array<string>,
-): Promise<
-  [string | undefined, { [key: string]: string }, Pull, Dump] | undefined
-> {
+  max = -1,
+): Promise<[string[], { [key: string]: string }, Pull, Dump] | undefined> {
   const formData = await readMultipartFormData(h3);
   if (!formData) return undefined;
   const transactionalHandler = new ObjectTransactionalHandler();
   const [add, pull, dump] = transactionalHandler.new(metadata, permissions);
   const options: { [key: string]: string } = {};
-  let id;
+  const ids = [];
 
   for (const entry of formData) {
     if (entry.filename) {
-      // Only pick one file
-      if (id) continue;
+      if (max > 0 && ids.length >= max) continue;
 
       // Add file to transaction handler so we can void it later if we error out
-      id = add(entry.data);
+      ids.push(add(entry.data));
       continue;
     }
     if (!entry.name) continue;
@@ -30,5 +28,5 @@ export async function handleFileUpload(
     options[entry.name] = entry.data.toString("utf-8");
   }
 
-  return [id, options, pull, dump];
+  return [ids, options, pull, dump];
 }