diff --git a/CHANGELOG.md b/CHANGELOG.md
index 2ff1217e..bb4f1692 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -5,6 +5,7 @@ All notable changes to this project will be documented in this file.
 ## [Unreleased]
 
 - **Feature**: RAW files are now hidden (stacked) when another file with the same basename exists ([#537](https://github.com/pulsejet/memories/issues/537), [#152](https://github.com/pulsejet/memories/issues/152), [#419](https://github.com/pulsejet/memories/issues/419))
+- **Feature**: Bulk rotating of images. You can now rotate images losslessly by editing the rotation EXIF metadata. ([#856](https://github.com/pulsejet/memories/issues/856))
 - **Feature**: Icon animation when playing live photos ([#898](https://github.com/pulsejet/memories/issues/898))
 - **Feature**: Swipe to refresh on timeline ([#547](https://github.com/pulsejet/memories/issues/547))
 - **Bugfix**: Allow switching video to direct on Safari ([#650](https://github.com/pulsejet/memories/issues/650))
diff --git a/lib/Controller/ImageController.php b/lib/Controller/ImageController.php
index 77a28d73..5e2c7a05 100644
--- a/lib/Controller/ImageController.php
+++ b/lib/Controller/ImageController.php
@@ -259,7 +259,12 @@ class ImageController extends GenericApiController
             // Set the exif data
             Exif::setFileExif($file, $raw);
 
-            return new JSONResponse([], Http::STATUS_OK);
+            // If rotation changed then update the previews
+            if ($raw['Orientation'] ?? false) {
+                $this->deletePreviews($file);
+            }
+
+            return $this->info($id, true);
         });
     }
 
@@ -452,4 +457,22 @@ class ImageController extends GenericApiController
         // Get the tag names
         return array_map(static fn ($t) => $t->getName(), $visible);
     }
+
+    /**
+     * Invalidate previews for a file.
+     */
+    private function deletePreviews(\OCP\Files\File $file): void
+    {
+        try {
+            $previewRoot = new \OC\Preview\Storage\Root(
+                \OC::$server->get(IRootFolder::class),
+                \OC::$server->get(\OC\SystemConfig::class),
+            );
+
+            $fileId = (string) $file->getId();
+            $previewRoot->getFolder($fileId)->delete();
+        } catch (\Exception $e) {
+            return;
+        }
+    }
 }
diff --git a/lib/Exif.php b/lib/Exif.php
index 1d085e66..30fc9396 100644
--- a/lib/Exif.php
+++ b/lib/Exif.php
@@ -334,7 +334,7 @@ class Exif
         $data['SourceFile'] = $path;
         $raw = json_encode([$data], JSON_UNESCAPED_UNICODE);
         $cmd = array_merge(self::getExiftool(), [
-            '-overwrite_original',
+            '-overwrite_original', '-n',
             '-api', 'LargeFileSupport=1',
             '-json=-', $path,
         ]);
diff --git a/src/components/SelectionManager.vue b/src/components/SelectionManager.vue
index 3b543334..9067adde 100644
--- a/src/components/SelectionManager.vue
+++ b/src/components/SelectionManager.vue
@@ -62,6 +62,7 @@ import MoveIcon from 'vue-material-design-icons/ImageMove.vue';
 import AlbumsIcon from 'vue-material-design-icons/ImageAlbum.vue';
 import AlbumRemoveIcon from 'vue-material-design-icons/BookRemove.vue';
 import FolderMoveIcon from 'vue-material-design-icons/FolderMove.vue';
+import RotateLeftIcon from 'vue-material-design-icons/RotateLeft.vue';
 
 import type { IDay, IHeadRow, IPhoto, IRow } from '@typings';
 
@@ -231,6 +232,11 @@ export default defineComponent({
         icon: EditFileIcon,
         callback: this.editMetadataSelection.bind(this),
       },
+      {
+        name: t('memories', 'Rotate / Flip'),
+        icon: RotateLeftIcon,
+        callback: () => this.editMetadataSelection(this.selection, [5]),
+      },
       {
         name: t('memories', 'View in folder'),
         icon: OpenInNewIcon,
diff --git a/src/components/modal/EditMetadataModal.vue b/src/components/modal/EditMetadataModal.vue
index 9cd5459b..3f7e07bf 100644
--- a/src/components/modal/EditMetadataModal.vue
+++ b/src/components/modal/EditMetadataModal.vue
@@ -39,6 +39,13 @@
         </div>
         <EditLocation ref="editLocation" :photos="photos" :disabled="processing" />
       </div>
+
+      <div v-if="sections.includes(5)">
+        <div class="title-text">
+          {{ t('memories', 'Rotation') }}
+        </div>
+        <EditOrientation ref="editOrientation" :photos="photos" :disabled="processing" />
+      </div>
     </div>
 
     <div v-if="processing" class="progressbar">
@@ -65,6 +72,7 @@ import EditDate from './EditDate.vue';
 import EditTags from './EditTags.vue';
 import EditExif from './EditExif.vue';
 import EditLocation from './EditLocation.vue';
+import EditOrientation from './EditOrientation.vue';
 
 import { showError } from '@nextcloud/dialogs';
 import axios from '@nextcloud/axios';
@@ -86,6 +94,7 @@ export default defineComponent({
     EditTags,
     EditExif,
     EditLocation,
+    EditOrientation,
   },
 
   mixins: [UserConfig, ModalMixin],
@@ -105,6 +114,7 @@ export default defineComponent({
         editTags?: InstanceType<typeof EditTags>;
         editExif?: InstanceType<typeof EditExif>;
         editLocation?: InstanceType<typeof EditLocation>;
+        editOrientation?: InstanceType<typeof EditOrientation>;
       };
     },
   },
@@ -225,6 +235,12 @@ export default defineComponent({
           raw.CreateDate = date;
         }
 
+        // Orientation
+        const orientation = this.refs.editOrientation?.result?.(p);
+        if (orientation !== null) {
+          raw.Orientation = orientation;
+        }
+
         exifs.set(p.fileid, raw);
       }
 
@@ -266,8 +282,20 @@ export default defineComponent({
           // Update EXIF if required
           const raw = exifs.get(fileid) ?? {};
           if (Object.keys(raw).length > 0) {
-            await axios.patch<null>(API.IMAGE_SETEXIF(fileid), { raw });
+            const info = await axios.patch<IImageInfo>(API.IMAGE_SETEXIF(fileid), { raw });
             dirty = true;
+
+            // Update image size
+            p.h = info.data?.h ?? p.h;
+            p.w = info.data?.w ?? p.w;
+
+            // If orientation was updated we need to change
+            // the ETag so that the preview is updated.
+            // Deliberately don't change the tag otherwise,
+            // so there's no need to re-download the image.
+            if (raw.Orientation) {
+              p.etag = info.data?.etag ?? p.etag;
+            }
           }
 
           // Update tags if required
diff --git a/src/components/modal/EditOrientation.vue b/src/components/modal/EditOrientation.vue
new file mode 100644
index 00000000..b44626f7
--- /dev/null
+++ b/src/components/modal/EditOrientation.vue
@@ -0,0 +1,251 @@
+<template>
+  <div class="edit-orientation" v-if="samples.length">
+    <div class="samples">
+      <XImg v-for="src of samples" class="sample" :key="src" :src="src" :style="{ transform }" />
+      <div class="sample more" v-if="photos.length > samples.length">
+        <span>+{{ photos.length - samples.length }}</span>
+      </div>
+    </div>
+
+    <NcActions :inline="3" class="actions">
+      <NcActionButton :aria-label="t('memories', 'Rotate Left')" :disabled="disabled" @click="doleft">
+        <template #icon> <RotateLeftIcon :size="22" /> </template>
+      </NcActionButton>
+      <NcActionButton :aria-label="t('memories', 'Rotate Right')" :disabled="disabled" @click="doright">
+        <template #icon> <RotateRightIcon :size="22" /> </template>
+      </NcActionButton>
+      <NcActionButton :aria-label="t('memories', 'Flip')" :disabled="disabled" @click="doflip">
+        <template #icon> <FlipHorizontalIcon :size="22" /> </template>
+      </NcActionButton>
+    </NcActions>
+  </div>
+</template>
+
+<script lang="ts">
+import { defineComponent } from 'vue';
+
+import * as utils from '@services/utils';
+
+import NcActions from '@nextcloud/vue/dist/Components/NcActions';
+import NcActionButton from '@nextcloud/vue/dist/Components/NcActionButton';
+
+import RotateLeftIcon from 'vue-material-design-icons/RotateLeft.vue';
+import RotateRightIcon from 'vue-material-design-icons/RotateRight.vue';
+import FlipHorizontalIcon from 'vue-material-design-icons/FlipHorizontal.vue';
+
+import type { IPhoto } from '@typings';
+
+const NORMAL = [1, 6, 3, 8];
+const FLIPPED = [2, 7, 4, 5];
+
+export default defineComponent({
+  components: {
+    NcActions,
+    NcActionButton,
+    RotateLeftIcon,
+    RotateRightIcon,
+    FlipHorizontalIcon,
+  },
+
+  props: {
+    photos: {
+      type: Array<IPhoto>,
+      required: true,
+    },
+    disabled: {
+      type: Boolean,
+      default: false,
+    },
+  },
+
+  emits: {
+    save: () => true,
+  },
+
+  data: () => ({
+    /** Current state relative to 1 */
+    state: 1,
+    /** Full (360) rotations for CSS transition */
+    spins: 0,
+  }),
+
+  computed: {
+    samples() {
+      return this.photos.slice(0, 8).map((photo) => utils.getPreviewUrl({ photo, size: 512 }));
+    },
+
+    transform() {
+      const f = this.isflip(this.state) ? -1 : 1;
+      const d = this.spins;
+      return `${this.transform1} rotate(${d * 360 * f}deg)`;
+    },
+
+    transform1() {
+      /**
+       * 1 = Horizontal (normal)
+       * 2 = Mirror horizontal
+       * 3 = Rotate 180
+       * 4 = Mirror vertical
+       * 5 = Mirror horizontal and rotate 270 CW
+       * 6 = Rotate 90 CW
+       * 7 = Mirror horizontal and rotate 90 CW
+       * 8 = Rotate 270 CW
+       */
+      if (this.state < 1 || this.state > 8) {
+        console.error('Invalid orientation state', this.state);
+        return null;
+      }
+
+      switch (this.state) {
+        case 1:
+          return 'rotate(0deg)';
+        case 2:
+          return 'scaleX(-1)';
+        case 3:
+          return 'rotate(180deg)';
+        case 4:
+          return 'scaleX(-1) rotate(-180deg)';
+        case 5:
+          return 'scaleX(-1) rotate(-270deg)';
+        case 6:
+          return 'rotate(90deg)';
+        case 7:
+          return 'scaleX(-1) rotate(-90deg)';
+        case 8:
+          return 'rotate(270deg)';
+      }
+    },
+  },
+
+  methods: {
+    /**
+     * Get target orientation state for a photo.
+     * If no change is needed, return null.
+     */
+    result(photo: IPhoto): number | null {
+      const exif = photo.imageInfo?.exif;
+      if (!exif) return null;
+
+      let state = Number(exif.Orientation) || 1;
+      const oldState = state;
+
+      // Check if state is valid
+      if (state < 1 || state > 8) {
+        state = 1;
+      }
+
+      // Flip state if needed
+      if (this.isflip(this.state)) {
+        state = this.flip(state);
+      }
+
+      // Rotate state by index difference
+      const cindex = this.list(this.state).indexOf(this.state);
+      const list = this.list(state);
+      const sindex = list.indexOf(state);
+      state = list[(cindex + sindex) % list.length];
+
+      // No change
+      if ((!exif.Orientation && state === 1) || state === oldState) {
+        return null;
+      }
+
+      return state;
+    },
+
+    doleft() {
+      const list = this.list(this.state);
+      let index = list.indexOf(this.state) - 1;
+      if (index < 0) {
+        this.spins--;
+        index = list.length - 1;
+      }
+      this.state = list[index];
+    },
+
+    doright() {
+      const list = this.list(this.state);
+      let index = list.indexOf(this.state) + 1;
+      if (index === list.length) {
+        this.spins++;
+        index = 0;
+      }
+      this.state = list[index];
+    },
+
+    doflip() {
+      this.state = this.flip(this.state);
+    },
+
+    /** Flip a state in-place */
+    flip(state: number) {
+      if (this.isflip(state)) {
+        let i = FLIPPED.indexOf(state);
+        if (i === 1) i = 3;
+        else if (i === 3) i = 1;
+        return NORMAL[i];
+      } else {
+        let i = NORMAL.indexOf(state);
+        if (i === 1) i = 3;
+        else if (i === 3) i = 1;
+        return FLIPPED[i];
+      }
+    },
+
+    /** Check if a state is flipped */
+    isflip(state: number) {
+      return FLIPPED.includes(state);
+    },
+
+    /** Get rotation list for this state (flipped / regular) */
+    list(state: number) {
+      return this.isflip(state) ? FLIPPED : NORMAL;
+    },
+  },
+});
+</script>
+
+<style scoped lang="scss">
+.edit-orientation {
+  margin: 4px 0;
+  text-align: center;
+
+  .samples {
+    display: grid;
+    grid-gap: 5px;
+    grid-template-columns: repeat(auto-fit, 80px);
+    justify-content: center;
+    margin: 4px 0;
+
+    .sample {
+      border-radius: 10px;
+      object-fit: cover;
+      width: 100%;
+      aspect-ratio: 1 / 1;
+      transition: transform 0.2s ease-in-out;
+
+      &:first-child {
+        grid-column: span 2;
+        grid-row: span 2;
+      }
+    }
+
+    .more {
+      display: flex;
+      justify-content: center;
+      align-items: center;
+      background-color: var(--color-background-dark);
+
+      > span {
+        font-size: 1.3em;
+        font-weight: 500;
+        transform: translate(-3px, -3px);
+      }
+    }
+  }
+
+  .actions {
+    justify-content: center;
+  }
+}
+</style>
diff --git a/src/components/viewer/Viewer.vue b/src/components/viewer/Viewer.vue
index 8283fc56..8ad40922 100644
--- a/src/components/viewer/Viewer.vue
+++ b/src/components/viewer/Viewer.vue
@@ -155,6 +155,17 @@
               <EditFileIcon :size="24" />
             </template>
           </NcActionButton>
+          <NcActionButton
+            :aria-label="t('memories', 'Rotate / Flip')"
+            v-if="canEdit && !isVideo"
+            @click="editMetadata([5])"
+            :close-after-click="true"
+          >
+            {{ t('memories', 'Rotate / Flip') }}
+            <template #icon>
+              <RotateLeftIcon :size="24" />
+            </template>
+          </NcActionButton>
           <NcActionButton
             :aria-label="t('memories', 'Add to album')"
             v-if="config.albums_enabled && !isLocal && !routeIsPublic && canShare && currentPhoto?.imageInfo?.filename"
@@ -221,6 +232,7 @@ import SlideshowIcon from 'vue-material-design-icons/PlayBox.vue';
 import EditFileIcon from 'vue-material-design-icons/FileEdit.vue';
 import AlbumRemoveIcon from 'vue-material-design-icons/BookRemove.vue';
 import AlbumIcon from 'vue-material-design-icons/ImageAlbum.vue';
+import RotateLeftIcon from 'vue-material-design-icons/RotateLeft.vue';
 
 const SLIDESHOW_MS = 5000;
 const SIDEBAR_DEBOUNCE_MS = 350;
@@ -247,6 +259,7 @@ export default defineComponent({
     EditFileIcon,
     AlbumRemoveIcon,
     AlbumIcon,
+    RotateLeftIcon,
   },
 
   mixins: [UserConfig],
@@ -1256,8 +1269,8 @@ export default defineComponent({
     /**
      * Edit metadata for current photo
      */
-    editMetadata() {
-      _m.modals.editMetadata([this.currentPhoto!]);
+    editMetadata(sections?: number[]) {
+      _m.modals.editMetadata([this.currentPhoto!], sections);
     },
 
     /**