diff --git a/synapse/util/logcontext.py b/synapse/util/logcontext.py
index e086e1221..eab9d5765 100644
--- a/synapse/util/logcontext.py
+++ b/synapse/util/logcontext.py
@@ -164,7 +164,7 @@ class LoggingContext(object):
         current = self.set_current_context(self.previous_context)
         if current is not self:
             if current is self.sentinel:
-                logger.debug("Expected logging context %s has been lost", self)
+                logger.warn("Expected logging context %s has been lost", self)
             else:
                 logger.warn(
                     "Current logging context %s is not expected context %s",
@@ -279,7 +279,7 @@ class PreserveLoggingContext(object):
         context = LoggingContext.set_current_context(self.current_context)
 
         if context != self.new_context:
-            logger.debug(
+            logger.warn(
                 "Unexpected logging context: %s is not %s",
                 context, self.new_context,
             )