diff --git a/redbot/cogs/trivia/session.py b/redbot/cogs/trivia/session.py
index 45d177da8..2494e809a 100644
--- a/redbot/cogs/trivia/session.py
+++ b/redbot/cogs/trivia/session.py
@@ -1,5 +1,6 @@
 """Module to manage trivia sessions."""
 import asyncio
+import contextlib
 import time
 import random
 from collections import Counter
@@ -207,7 +208,8 @@ class TriviaSession:
             )
         except asyncio.TimeoutError:
             if time.time() - self._last_response >= timeout:
-                await self.ctx.send(_("Guys...? Well, I guess I'll stop then."))
+                with contextlib.suppress(discord.HTTPException):
+                    await self.ctx.send(_("Guys...? Well, I guess I'll stop then."))
                 self.stop()
                 return False
             if self.settings["reveal_answer"]:
@@ -220,11 +222,19 @@ class TriviaSession:
             if self.settings["bot_plays"]:
                 reply += _(" **+1** for me!")
                 self.scores[self.ctx.guild.me] += 1
-            await self.ctx.send(reply)
+            try:
+                await self.ctx.send(reply)
+            except (discord.NotFound, discord.Forbidden):
+                self.stop()
+                return False
         else:
             self.scores[message.author] += 1
             reply = _("You got it {user}! **+1** to you!").format(user=message.author.display_name)
-            await self.ctx.send(reply)
+            try:
+                await self.ctx.send(reply)
+            except (discord.NotFound, discord.Forbidden):
+                self.stop()
+                return False
         return True
 
     def check_answer(self, answers):