diff --git a/app/config.py b/app/config.py
index 2b6f74c..5a8c6e1 100644
--- a/app/config.py
+++ b/app/config.py
@@ -59,6 +59,7 @@ class Config(object):
     HIDE_AFTER_PLAYING_OFFSET = 5000
     INFO_TAB_TITLE_LENGTH = 15
     LAST_PLAYED_TODAY_STRING = "Today"
+    LAST_PLAYED_TOOLTIP_DATE_FORMAT = "%a, %d %b %Y"
     LOG_LEVEL_STDERR = logging.INFO
     LOG_LEVEL_SYSLOG = logging.INFO
     LOG_NAME = "musicmuster"
diff --git a/app/models.py b/app/models.py
index 06f94e3..1cd8900 100644
--- a/app/models.py
+++ b/app/models.py
@@ -129,6 +129,20 @@ class Playdates(dbtables.PlaydatesTable):
         session.add(self)
         session.commit()
 
+    @staticmethod
+    def last_playdates(session: Session, track_id: int, limit=5) -> Sequence["Playdates"]:
+        """
+        Return a list of the last limit playdates for this track, sorted
+        earliest to latest.
+        """
+
+        return session.scalars(
+            Playdates.select()
+            .where(Playdates.track_id == track_id)
+            .order_by(Playdates.lastplayed.asc())
+            .limit(limit)
+        ).all()
+
     @staticmethod
     def last_played(session: Session, track_id: int) -> dt.datetime:
         """Return datetime track last played or None"""
diff --git a/app/playlistmodel.py b/app/playlistmodel.py
index e81b662..a7f1a8a 100644
--- a/app/playlistmodel.py
+++ b/app/playlistmodel.py
@@ -349,10 +349,11 @@ class PlaylistModel(QAbstractTableModel):
 
         # Dispatch to role-specific functions
         dispatch_table = {
+            int(Qt.ItemDataRole.BackgroundRole): self.background_role,
             int(Qt.ItemDataRole.DisplayRole): self.display_role,
             int(Qt.ItemDataRole.EditRole): self.edit_role,
             int(Qt.ItemDataRole.FontRole): self.font_role,
-            int(Qt.ItemDataRole.BackgroundRole): self.background_role,
+            int(Qt.ItemDataRole.ToolTipRole): self.tooltip_role,
         }
 
         if role in dispatch_table:
@@ -361,7 +362,6 @@ class PlaylistModel(QAbstractTableModel):
         # Document other roles but don't use them
         if role in [
             Qt.ItemDataRole.DecorationRole,
-            Qt.ItemDataRole.ToolTipRole,
             Qt.ItemDataRole.StatusTipRole,
             Qt.ItemDataRole.WhatsThisRole,
             Qt.ItemDataRole.SizeHintRole,
@@ -860,7 +860,9 @@ class PlaylistModel(QAbstractTableModel):
         # number of rows being move from above the destination row
         # otherwise rows below the destination row will end up above the
         # moved rows.
-        adjusted_to_row = to_row_number - len([a for a in from_rows if a <= to_row_number])
+        adjusted_to_row = to_row_number - len(
+            [a for a in from_rows if a <= to_row_number]
+        )
 
         # Put the from_row row numbers into the row_map. Ultimately the
         # total number of elements in the playlist doesn't change, so
@@ -1377,6 +1379,27 @@ class PlaylistModel(QAbstractTableModel):
     def supportedDropActions(self) -> Qt.DropAction:
         return Qt.DropAction.MoveAction | Qt.DropAction.CopyAction
 
+    def tooltip_role(self, row: int, column: int, prd: PlaylistRowData) -> QVariant:
+        """
+        Return tooltip. Currently only used for last_played column.
+        """
+
+        if column != Col.LAST_PLAYED.value:
+            return QVariant()
+        with db.Session() as session:
+            track_id = self.playlist_rows[row].track_id
+            if not track_id:
+                return QVariant()
+            playdates = Playdates.last_playdates(session, track_id)
+            return QVariant(
+                "<br>".join(
+                    [
+                        a.lastplayed.strftime(Config.LAST_PLAYED_TOOLTIP_DATE_FORMAT)
+                        for a in playdates
+                    ]
+                )
+            )
+
     def update_track_times(self) -> None:
         """
         Update track start/end times in self.playlist_rows