Stern married his first wife, Alison (nÃ©e Berns), on June 4, 1978 at Temple Ohabei Shalom in Brookline, Massachusetts. They have three daughters: Emily Beth (b. 1983) Debra Jennifer (b. 1986), and Ashley Jade (b. 1993). On October 22, 1999, Stern announced their decision to separate(due to Stern's extramarital affair with his current wife Beth Stern) with Stern living in his Upper West Side apartment. The marriage ended in 2001 with an amicable divorce and settlement. In 2000, Stern began dating model and television host Beth Ostrosky. On February 14, 2007, Stern announced their engagement. They married at Le Cirque restaurant in New York City on October 3, 2008.