Cracker Barrel Offers Free Food For A Year If You Propose There During the week of Valentine's Day, couples will have the chance to win free food for a year if they propose at Cracker Barrel. To enter the contest, you must share a video of the proposal to Instagram using the hashtags #ISaidYesAtCrackerBarrel and #Contest with a description of why you wanted to propose at the restaurant. Five winning couples will be chosen for the free Cracker Barrel for a year. Where did you get engaged? Would you propose at Cracker Barrel? Have you ever faked a proposal or birthday just to get something for free at a restaurant?