diff --git a/hondana/errors.py b/hondana/errors.py
index 42472e5..52feecd 100644
--- a/hondana/errors.py
+++ b/hondana/errors.py
@@ -29,10 +29,13 @@
 if TYPE_CHECKING:
     import aiohttp
 
+    from hondana.types_.token import GetTokenPayload
+
     from .types_.errors import ErrorType
 
 __all__ = (
     "AuthenticationRequired",
+    "RefreshTokenFailure",
     "UploadInProgress",
     "MangaDexServerError",
     "APIException",
@@ -83,6 +86,14 @@ class AuthenticationRequired(Exception):
     """An exception to be raised when authentication is required to use this endpoint."""
 
 
+class RefreshTokenFailure(Exception):
+    """An exception to be raised when trying to use or access the refresh token fails."""
+
+    def __init__(self, message: str, response_data: GetTokenPayload | None = None) -> None:
+        self.message = message
+        self.data = response_data
+
+
 class UploadInProgress(Exception):
     """An exception to be raised when an upload in progress is already found for the logged-in user.
 
diff --git a/hondana/http.py b/hondana/http.py
index 438c2f1..5ef8554 100755
--- a/hondana/http.py
+++ b/hondana/http.py
@@ -49,7 +49,7 @@
     ReportReason,
     ReportStatus,
 )
-from .errors import APIException, BadRequest, Forbidden, MangaDexServerError, NotFound, Unauthorized
+from .errors import APIException, BadRequest, Forbidden, MangaDexServerError, NotFound, RefreshTokenFailure, Unauthorized
 from .utils import (
     MANGA_TAGS,
     MANGADEX_TIME_REGEX,
@@ -209,7 +209,10 @@ async def refresh(self) -> Self:
         async with self._http.request(route.verb, route.url, data=data) as resp:
             response_data: token.GetTokenPayload = await resp.json()
 
-        self.raw_token = response_data["access_token"]
+        try:
+            self.raw_token = response_data["access_token"]
+        except KeyError as exc:
+            raise RefreshTokenFailure("Could not access refresh token in the auth payload", response_data) from exc
 
         self._parse()
 
@@ -329,7 +332,14 @@ async def get_token(self) -> Token:
             and self._auth_token.has_expired()
             and (self._auth_token.refresh_token and not self._auth_token.refresh_token.has_expired())
         ):
-            return await self._auth_token.refresh()
+            try:
+                await self._auth_token.refresh()
+            except RefreshTokenFailure as exc:
+                LOGGER.error(
+                    "Failed to refresh token. Will attempt the login flow again. Errored payload:\n%s",
+                    exc.data,
+                    exc_info=exc,
+                )
 
         route = AuthRoute("POST", "/token")