diff --git a/src/pretix/base/models/event.py b/src/pretix/base/models/event.py
index cd2b9c51c..f84e3e846 100644
--- a/src/pretix/base/models/event.py
+++ b/src/pretix/base/models/event.py
@@ -20,6 +20,7 @@
 # <https://www.gnu.org/licenses/>.
 #
 
+import logging
 # This file is based on an earlier version of pretix which was released under the Apache License 2.0. The full text of
 # the Apache License 2.0 can be obtained at <http://www.apache.org/licenses/LICENSE-2.0>.
 #
@@ -73,6 +74,8 @@ from pretix.helpers.thumb import get_thumbnail
 from ..settings import settings_hierarkey
 from .organizer import Organizer, Team
 
+logger = logging.getLogger(__name__)
+
 
 class EventMixin:
     def clean(self):
@@ -534,9 +537,17 @@ class Event(EventMixin, LoggedModel):
         logo_file = self.settings.get('logo_image', as_type=str, default='')[7:]
         og_file = self.settings.get('og_image', as_type=str, default='')[7:]
         if og_file:
-            img = get_thumbnail(og_file, '1200').thumb.url
+            try:
+                img = get_thumbnail(og_file, '1200').thumb.url
+            except:
+                logger.exception(f'Failed to create thumbnail of {og_file}')
+                img = default_storage.url(og_file)
         elif logo_file:
-            img = get_thumbnail(logo_file, '5000x120').thumb.url
+            try:
+                img = get_thumbnail(logo_file, '5000x1200').thumb.url
+            except:
+                logger.exception(f'Failed to create thumbnail of {logo_file}')
+                img = default_storage.url(logo_file)
         if img:
             return urljoin(build_absolute_uri(self, 'presale:event.index'), img)
 
diff --git a/src/pretix/helpers/templatetags/thumb.py b/src/pretix/helpers/templatetags/thumb.py
index 7d75c54b1..9018ecf7a 100644
--- a/src/pretix/helpers/templatetags/thumb.py
+++ b/src/pretix/helpers/templatetags/thumb.py
@@ -38,5 +38,5 @@ def thumb(source, arg):
     try:
         return get_thumbnail(source, arg).thumb.url
     except:
-        logger.exception('Failed to create thumbnail')
+        logger.exception(f'Failed to create thumbnail of {source}')
         return default_storage.url(source)
diff --git a/src/pretix/presale/views/widget.py b/src/pretix/presale/views/widget.py
index 41bacfc07..c31052523 100644
--- a/src/pretix/presale/views/widget.py
+++ b/src/pretix/presale/views/widget.py
@@ -208,7 +208,12 @@ def price_dict(item, price):
 
 
 def get_picture(event, picture):
-    return urljoin(build_absolute_uri(event, 'presale:event.index'), get_thumbnail(picture.name, '60x60^').thumb.url)
+    try:
+        thumb = get_thumbnail(picture.name, '60x60^').thumb.url
+    except:
+        logger.exception(f'Failed to create thumbnail of {picture.name}')
+        thumb = default_storage.url(picture.name)
+    return urljoin(build_absolute_uri(event, 'presale:event.index'), thumb)
 
 
 class WidgetAPIProductList(EventListMixin, View):