diff --git a/redbot/core/bot.py b/redbot/core/bot.py
index bac5afcbc..359b65e36 100644
--- a/redbot/core/bot.py
+++ b/redbot/core/bot.py
@@ -2477,23 +2477,34 @@ class Red(
                 msg = await channel.send(box(page, lang=box_lang))
             ret.append(msg)
             n_remaining = len(messages) - idx
+            files_perm = (
+                not channel.guild or channel.permissions_for(channel.guild.me).attach_files
+            )
+            options = ("more", "file") if files_perm else ("more",)
             if n_remaining > 0:
                 if n_remaining == 1:
-                    prompt_text = _(
-                        "There is still one message remaining. Type {command_1} to continue"
-                        " or {command_2} to upload all contents as a file."
-                    )
+                    if files_perm:
+                        prompt_text = _(
+                            "There is still one message remaining. Type {command_1} to continue or {command_2} to upload all contents as a file."
+                        )
+                    else:
+                        prompt_text = _(
+                            "There is still one message remaining. Type {command_1} to continue."
+                        )
                 else:
-                    prompt_text = _(
-                        "There are still {count} messages remaining. Type {command_1} to continue"
-                        " or {command_2} to upload all contents as a file."
-                    )
+                    if files_perm:
+                        prompt_text = _(
+                            "There are still {count} messages remaining. Type {command_1} to continue or {command_2} to upload all contents as a file."
+                        )
+                    else:
+                        prompt_text = _(
+                            "There are still {count} messages remaining. Type {command_1} to continue."
+                        )
+
                 query = await channel.send(
                     prompt_text.format(count=n_remaining, command_1="`more`", command_2="`file`")
                 )
-                pred = MessagePredicate.lower_contained_in(
-                    ("more", "file"), channel=channel, user=user
-                )
+                pred = MessagePredicate.lower_contained_in(options, channel=channel, user=user)
                 try:
                     resp = await self.wait_for(
                         "message",