Every October, The Cape Ann Chamber of Commerce hosts the premiere giveaway night on Cape Ann: The $25,000 Game. This is one of the most exciting and fun-filled events on Cape Ann as a total of $25,000 is given away including- one Grand Prize of $10,000! The $25,000 game also features a 50/50 raffle, door prizes and much more! Tickets are sold for $100 each and grant you and a guest entrance the night of the event.