If you want to enjoy a fun fall date idea, start planning it now. See what types of festivals are in the area by checking out local event calendars and websites during the months of September, October, and November. Then plan to go to a cider and wine tasting with your date. It’s something that you don’t do regularly, and it’s a great way to really enjoy the cooler weather months of the year. You can sip cider or wine and stroll through the area, enjoying fall foliage, and making plans for the next date you go on.