In my experience the new six pumpkins appear when my tent resets to the new item. The tent resets 24 hours after you last played. My videos appear in the tent 24hrs after I played my last videos. If you watch the videos in the main game you will not get videos in the Baron's Tent.
PS It has been awhile since I have had the 'video wont play' message but it is rather annoying when it occurs because you don't get the prizes from watching the videos.