Each year, Oakwood holds an auction. The Dinner Auction, held every other year, includes both silent and live auction items, and the event takes place off campus. Parents and other Oakwood supports gather for a lively night of fun and entertainment. And in years that a dinner auction is not help, an on-line auction takes its place. In addition to trips, parties, jewelry, sports games and many other exciting items, there are also an assortment of unique items preferred by Oakwood parents such as parking lot spaces, Principal for the Day, prime front row seating to drama productions, and much more.